12,926 results match your criteria Bioorganic & Medicinal Chemistry Letters[Journal]


Synthesis of amides from (E)-3-(1-chloro-3,4-dihydronaphthalen-2-yl)acrylic acid and substituted amino acid esters as NorA efflux pump inhibitors of Staphylococcus aureus.

Bioorg Med Chem 2018 Dec 6. Epub 2018 Dec 6.

Bioorganic Chemistry Division, CSIR-Indian Institute of Integrative Medicine, Canal Road Jammu, 180001, India; Academy of Scientific and Innovative Research (AcSIR), CSIR-IIIM Campus, Jammu 180001, India. Electronic address:

Inhibitors for NorA efflux pump of Staphylococcus aureus have attracted the attention of many researchers towards the discovery and development of novel efflux pump inhibitors (EPIs). In an attempt to find specific potent inhibitors of NorA efflux pump of S. aureus, a total of 15 amino acid conjugates of 3-(1-chloro-3,4-dihydronaphthalen-2-yl)acrylic acid (4-18) were synthesized using a simple convenient synthetic approach and bioevaluated against NorA efflux pump. Read More

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December 2018

Metformin increases antitumor activity of MEK inhibitor binimetinib in 2D and 3D models of human metastatic melanoma cells.

Biomed Pharmacother 2019 Jan 5;109:2548-2560. Epub 2018 Dec 5.

Department of Experimental Diagnostic and Tumor Therapy N.N. Blokhin National Medical Research Center for Oncology, 115478, 24 Kashirskoe shosse, Moscow, Russia. Electronic address:

Melanoma is one of the most aggressive and treatment-resistant tumors that responsible for majority of skin-cancer related deaths. Here we propose a combination of MEK inhibitor binimetinib with metformin as a promising therapy against human melanoma cells in vitro, including BRAF -mutated A375, Mel Z, and Mel IL cells, and NRAS-mutated Mel MTP and Mel Me cells. Additionally, we obtained two close to clinical practice models of melanoma progression. Read More

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January 2019
1 Read

Wafer-Scale Fabrication of High-Performance n-Type Polymer Monolayer Transistors Using a Multi-Level Self-Assembly Strategy.

Adv Mater 2018 Dec 14:e1806747. Epub 2018 Dec 14.

Beijing National Laboratory for Molecular Sciences (BNLMS), Key Laboratory of Bioorganic Chemistry and Molecular Engineering of Ministry of Education, Key Laboratory of Polymer Chemistry and Physics of Ministry of Education, Center of Soft Matter Science and Engineering, College of Chemistry and Molecular Engineering, Peking University, Beijing, 100871, China.

Wafer-scale fabrication of high-performance uniform organic electronic materials is of great challenge and has rarely been realized before. Previous large-scale fabrication methods always lead to different layer thickness and thereby poor film and device uniformity. Herein, the first demonstration of 4 in. Read More

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December 2018

Guided cobamide biosynthesis for heterologous production of reductive dehalogenases.

Microb Biotechnol 2018 Dec 13. Epub 2018 Dec 13.

Department of Applied and Ecological Microbiology, Institute of Microbiology, Friedrich Schiller University, Philosophenweg 12, D-07743, Jena, Germany.

Cobamides (Cbas) are essential cofactors of reductive dehalogenases (RDases) in organohalide-respiring bacteria (OHRB). Changes in the Cba structure can influence RDase function. Here, we report on the cofactor versatility or selectivity of Desulfitobacterium RDases produced either in the native organism or heterologously. Read More

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December 2018

Self-assembly and ordering of peptide-based cavitands in water and DMSO - the power of hydrophobic effects combined with neutral hydrogen bonds.

Chemistry 2018 Dec 13. Epub 2018 Dec 13.

Polish Academy of Sciences, Institute of Organic Chemistry, Kasprzaka 44/52, 01-224, Warsaw, POLAND.

Directional self-assembly of uncharged molecules in water is a major challenge in supramolecular chemistry. In this paper we demonstrate that peptide-based cavitands wrap around a hydrophobic core (fullerene C60) forming highly ordered three-component complexes in water by a combination of hydrophobic effect and hydrogen bonding interactions (thus resembling the molten globule stage of protein folding). The complexes are characterized by NMR (diffusion-ordered spectroscopy, DOSY), SAXS, and circular dichroism, and their structure was ultimately confirmed by X-ray crystallography. Read More

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December 2018

Analgesic Activity of Acid-Sensing Ion Channel 3 (ASIС3) Inhibitors: Sea Anemones Peptides Ugr9-1 and APETx2 versus Low Molecular Weight Compounds.

Mar Drugs 2018 Dec 12;16(12). Epub 2018 Dec 12.

Shemyakin-Ovchinnikov Institute of Bioorganic Chemistry, Russian Academy of Sciences, ul. Miklukho-Maklaya 16/10, 117997 Moscow, Russia.

Acid-sensing ion channel 3 (ASIC3) makes an important contribution to the development and maintenance of inflammatory and acid-induced pain. We compared different ASIC3 inhibitors (peptides from sea anemones (APETx2 and Ugr9-1) and nonpeptide molecules (sevanol and diclofenac)) in anti-inflammatory action and analgesic effects. All tested compounds had distinct effects on pH-induced ASIC3 current. Read More

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December 2018
1 Read

Overexpression of Arabidopsis in Hexaploid Wheat ( L.) Alters Plant Development and Freezing Tolerance.

Int J Mol Sci 2018 Dec 11;19(12). Epub 2018 Dec 11.

Institute of Basic Biological Problems RAS, Pushchino 142290, Russia.

Jasmonates are plant hormones that are involved in the regulation of different aspects of plant life, wherein their functions and molecular mechanisms of action in wheat are still poorly studied. With the aim of gaining more insights into the role of jasmonic acid (JA) in wheat growth, development, and responses to environmental stresses, we have generated transgenic bread wheat plants overexpressing (), one of the key genes of the JA biosynthesis pathway. Analysis of transgenic plants showed that overexpression affects wheat development, including germination, growth, flowering time, senescence, and alters tolerance to environmental stresses. Read More

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December 2018

Spectroscopic Methods in the Evaluation of Modified Vegetable Base Oils from .

Molecules 2018 Dec 7;23(12). Epub 2018 Dec 7.

Department of Organic Chemistry, Bioorganic Chemistry and Biotechnology, Silesian University of Technology, B. Krzywoustego 4, 44-100 Gliwice, Poland.

Raw vegetable oil from was subjected to oxidative treatment to enhance its viscosity. The oxidation processes were carried out in the presence of -hydroxyphthalimide with or without supercritical CO₂ as a solvent. Four spectroscopic techniques (Raman, UV-VIS, FT-IR, NMR) were applied to assess the chemical changes taking place during the oxidation. Read More

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December 2018

Continuous production of aprepitant chiral intermediate by immobilized amidase in a packed bed bioreactor.

Bioresour Technol 2018 Dec 3;274:371-378. Epub 2018 Dec 3.

Key Laboratory of Bioorganic Synthesis of Zhejiang Province, College of Biotechnology and Bioengineering, Zhejiang University of Technology, Hangzhou 310014, People's Republic of China; Engineering Research Center of Bioconversion and Biopurification of Ministry of Education, Zhejiang University of Technology, Hangzhou 310014, People's Republic of China.

To develop a highly efficient method for aprepitant chiral intermediate (S)-4-fluorophenylglycine, a continuous reaction system was established in packed bed bioreactor using amidase covalently immobilized on epoxy resin as biocatalyst. The epoxy resin was firstly modified by metal-chelate method and functional groups (Cu-IDA) generated were able to rapidly adsorb amidases, which were further covalently bound onto the modified resin with 90.1% immobilization yield and 80. Read More

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December 2018
3 Reads

Discovery of potent and selective inhibitors of the Escherichia coli M1-aminopeptidase via multicomponent solid-phase synthesis of tetrazole-peptidomimetics.

Eur J Med Chem 2018 Dec 1;163:481-499. Epub 2018 Dec 1.

Center for Natural Products Research, Faculty of Chemistry, University of Havana, Zapata y G, 10400, La Habana, Cuba; Department of Bioorganic Chemistry, Leibniz Institute of Plant Biochemistry, Weinberg 3, 06120, Halle/Saale, Germany. Electronic address:

The Escherichia coli neutral M1-aminopeptidase (ePepN) is a novel target identified for the development of antimicrobials. Here we describe a solid-phase multicomponent approach which enabled the discovery of potent ePepN inhibitors. The on-resin protocol, developed in the frame of the Distributed Drug Discovery (D3) program, comprises the implementation of parallel Ugi-azide four-component reactions with resin-bound amino acids, thus leading to the rapid preparation of a focused library of tetrazole-peptidomimetics (TPMs) suitable for biological screening. Read More

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December 2018
1 Read

Design, synthesis, biological evaluation, structure-activity relationship, and toxicity of clinafloxacin-azole conjugates as novel antitubercular agents.

Bioorg Med Chem 2018 Nov 28. Epub 2018 Nov 28.

Institute of Bioorganic and Medicinal Chemistry, Key Laboratory of Applied Chemistry of Chongqing Municipality, School of Chemistry and Chemical Engineering, Southwest University, Chongqing 400715, China. Electronic address:

Based on the advantages of azole molecules and fluoroquinolone drugs, we designed and synthesized 34 clinafloxacin-azole conjugates using fragment-based drug design and drug combination principles. The in vitro activities of the synthesized conjugates against Mycobacterium tuberculosis (H37Rv), Hela cell as well as Gram-positive and Gram-negative bacteria were assayed. The bioassay results revealed that most of the target molecules had anti-tuberculosis (anti-TB) activity, of which 14 compounds had very strong anti-TB activity [minimum inhibitory concentration (MIC) < 2 μM]. Read More

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November 2018

Induction of apoptosis in MDA-MB-231 breast cancer cells by a PARP1-targeting PROTAC small molecule.

Chem Commun (Camb) 2018 Dec 12. Epub 2018 Dec 12.

MOE Key Laboratory of Protein Sciences, School of Pharmaceutical Sciences, MOE Key Laboratory of Bioorganic Phosphorus Chemistry & Chemical Biology, Tsinghua University, Beijing 100084, P. R. China.

Poly (ADP-ribose) polymerase-1 (PARP1) is a major member of the PARP superfamily that is involved in DNA damage signalling and other important cellular processes. Here we report the development of a small molecule targeting PARP1 based on the PROTAC strategy. In the MDA-MB-231 cell line, the representative compound 3 can induce significant PARP1 cleavage and programmed cell death. Read More

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December 2018

Theoretical calculations of carbon-hydrogen spin-spin coupling constants.

Authors:
Leonid B Krivdin

Prog Nucl Magn Reson Spectrosc 2018 Oct 13;108:17-73. Epub 2018 Oct 13.

A.E. Favorsky Irkutsk Institute of Chemistry, Siberian Branch of the Russian Academy of Sciences, Favorsky St. 1, 664033 Irkutsk, Russia. Electronic address:

Structural applications of theoretical calculations of carbon-hydrogen spin-spin coupling constants are reviewed covering papers published mainly during the last 10-15 years with a special emphasis on the most notable studies of hybridization, substitution and stereoelectronic effects together with the investigation of hydrogen bonding and intermolecular interactions. The wide scope of different applications of calculated carbon-hydrogen couplings in the structural elucidation of particular classes of organic and bioorganic molecules is reviewed, concentrating mainly on saturated, unsaturated, aromatic and heteroaromatic compounds and their functional derivatives, as well as on natural compounds and carbohydrates. The review is dedicated to Professor Emeritus Michael Barfield in view of his invaluable pioneering contribution to this field. Read More

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October 2018

Correction to: Alison Butler: papers in celebration of her 2018 ACS Alfred Bader Award in Bioorganic or Bioinorganic Chemistry.

Authors:
Lawrence Que

J Biol Inorg Chem 2018 Dec 7. Epub 2018 Dec 7.

Department of Chemistry, University of Minnesota, 207 Pleasant Street SE, Minneapolis, MN, 55455-0431, USA.

"In the original online publication, the Foreword was incorrectly attributed. The correct author is Lawrence Que, Jr." Read More

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December 2018

Draft Genome Sequences of New Isolates and the Known Species of the Family Microbacteriaceae Associated with Plants.

Microbiol Resour Announc 2018 Sep 20;7(11). Epub 2018 Sep 20.

All-Russian Collection of Microorganisms (VKM), G. K. Skryabin Institute of Biochemistry and Physiology of Microorganisms, Pushchino, Russia.

Draft genome sequences of 11 bacteria belonging to the family Microbacteriaceae were obtained using Illumina technology. The genomes of these strains have sizes from 3.14 to 4. Read More

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September 2018

In Vivo Antitumor Activity of a Novel Acetazolamide-Cryptophycin Conjugate for the Treatment of Renal Cell Carcinomas.

ACS Omega 2018 Nov 2;3(11):14726-14731. Epub 2018 Nov 2.

Department of Chemistry, Organic and Bioorganic Chemistry, Bielefeld University, Universitätsstraße 25, D-33615 Bielefeld, Germany.

Traditional chemotherapeutics used in cancer therapy do not preferentially accumulate in tumor tissues. The conjugation to delivery vehicles like antibodies or small molecules has been proposed as a strategy to increase the tumor uptake and improve the therapeutic window of these drugs. Here, we report the synthesis and the biological evaluation of a novel small molecule-drug conjugate (SMDC) comprising a high-affinity bidentate acetazolamide derivative, targeting carbonic anhydrase IX (CAIX), and cryptophycin, a potent microtubule destabilizer. Read More

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November 2018

Synthesis of 8-hydroxyquinoline glycoconjugates and preliminary assay of their β1,4-GalT inhibitory and anti-cancer properties.

Bioorg Chem 2018 Nov 24;84:326-338. Epub 2018 Nov 24.

Institute of Chemistry, University of Silesia, Szkolna 9, 40-006 Katowice, Poland.

8-Hydroxyquinoline scaffold is a privileged structure used in designing a new active agents with therapeutic potential. Its connections with the sugar unit is formed to improve the pharmacokinetic properties. The broad spectrum of activity of quinoline derivatives, especially glycoconjugates, is often associated with the ability to chelate metal ions or with the ability to intercalate into DNA. Read More

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November 2018

Towards the enzymatic formation of artificial metal base pairs with a carboxy-imidazole-modified nucleotide.

J Inorg Biochem 2018 Nov 15;191:154-163. Epub 2018 Nov 15.

Institut Pasteur, Department of Structural Biology and Chemistry, Laboratory for Bioorganic Chemistry of Nucleic Acids, CNRS UMR3523, 28, rue du Docteur Roux, 75724 Paris Cedex 15, France. Electronic address:

The identification of synthetic nucleotides that sustain the formation of orthogonal, unnatural base pairs is an important goal in synthetic biology. Such artificial synthons have been used for the generation of semi-synthetic organisms as well as functional nucleic acids with enhanced binding properties. The enzymatic formation of artificial metal-base pairs is a vastly underexplored and alluring alternative to existing systems. Read More

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November 2018

Novel non-nucleotidic STING agonists for cancer immunotherapy.

Future Med Chem 2018 Dec 10. Epub 2018 Dec 10.

Department of Neurosurgery, Harvey Cushing Neuro-Oncology Laboratories, Brigham & Women's Hospital, Harvard Medical School, Boston, MA 02115, USA.

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December 2018

Melonoside B and Melonosins A and B, Lipids Containing Multifunctionalized ω-Hydroxy Fatty Acid Amides from the Far Eastern Marine Sponge Melonanchora kobjakovae.

J Nat Prod 2018 Dec 7. Epub 2018 Dec 7.

G. B. Elyakov Pacific Institute of Bioorganic Chemistry , Far Eastern Branch of the Russian Academy of Sciences , Prospect 100-let Vladivostoku 159 , Vladivostok 690022 , Russian Federation.

Melonoside B (1) and melonosins B (2) and A (3), new lipids based on polyoxygenated fatty acid amides, and known melonoside A (4) were isolated from two different collections of the marine sponge Melonanchora kobjakovae. The structures of these compounds, including their absolute configurations, were established using detailed analysis of 1D and 2D NMR, ECD, and mass spectra as well as chemical transformations. Melonosins 2 and 3 inhibit AP-1- and NF-kB-dependent transcriptional activities in JB6 Cl41 cells at noncytotoxic concentrations, demonstrating potential cancer preventive activity. Read More

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December 2018

Neuroprotective effects of a novel carnosine-hydrazide derivative on hippocampal CA1 damage after transient cerebral ischemia.

Eur J Med Chem 2018 Nov 28;163:207-214. Epub 2018 Nov 28.

Department of Neurosurgery, Kurume University, School of Medicine, Fukuoka, Japan. Electronic address:

Ischemia-reperfusion injuries produce reactive oxygen species that promote the peroxide lipid oxidation process resulting in the production of an endogenic lipid peroxide, 4-hydroxy-trans-2-nonenal (4-HNE), a highly cytotoxic aldehyde that induces cell death. We synthesized a novel 4-HNE scavenger - a carnosine-hydrazide derivative, l-carnosine hydrazide (CNN) - and examined its neuroprotective effect in a model of transient ischemia. PC-12 cells were pre-incubated with various doses (0-50 mmol/L) of CNN for 30 min, followed by incubation with 4-HNE (250 μM). Read More

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November 2018
3 Reads

Winogradskyella algae sp. nov., a marine bacterium isolated from the brown alga.

Antonie Van Leeuwenhoek 2018 Dec 5. Epub 2018 Dec 5.

G.B. Elyakov Pacific Institute of Bioorganic Chemistry, Far Eastern Branch, Russian Academy of Sciences, Prospect 100 Let Vladivostoku, 159, Vladivostok, Russia, 690022.

An aerobic, Gram-negative, yellow-pigmented non-motile rod-shaped bacterium Kr9-9 was isolated from a brown alga specimen collected near the Kuril Islands. Based on the 16S rRNA gene sequence analysis strain Kr9-9 was assigned to the genus Winogradskyella, and its close phylogenetic neighbors were found to be Winogradskyella damuponensis KCTC 23552, Winogradskyella sediminis LMG 28075, and Winogradskyella rapida CCUG 59098 showing high similarities of 98.1%, 97. Read More

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December 2018
5 Reads

BAC-BROWSER: The Tool for Visualization and Analysis of Prokaryotic Genomes.

Front Microbiol 2018 21;9:2827. Epub 2018 Nov 21.

Federal Research and Clinical Centre of Physical-Chemical Medicine, Moscow, Russia.

Prokaryotes are actively studied objects in the scope of genomic regulation. Microbiologists need special tools for complex analysis of data to study and identification of regulatory mechanism in bacteria and archaea. We developed a tool BAC-BROWSER, specifically for visualization and analysis of small prokaryotic genomes. Read More

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November 2018
1 Read

Inhibition of stromal cell-derived factor-1α/CXCR4 signaling restores the blood-retina barrier in pericyte-deficient mouse retinas.

JCI Insight 2018 Dec 6;3(23). Epub 2018 Dec 6.

Department of Animal Radiology, Graduate School of Agriculture and Life Sciences, The University of Tokyo, Tokyo, Japan.

In diabetic retinopathy (DR), pericyte dropout from capillary walls is believed to cause the breakdown of the blood-retina barrier (BRB), which subsequently leads to vision-threatening retinal edema. While various proinflammatory cytokines and chemokines are upregulated in eyes with DR, their distinct contributions to disease progression remain elusive. Here, we evaluated roles of stromal cell-derived factor-1α (SDF-1α) and its receptor CXCR4 in the BRB breakdown initiated by pericyte deficiency. Read More

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December 2018
1 Read

Length and secondary structure of the 5' non-coding regions of mouse p53 mRNA transcripts - mouse as a model organism for p53 gene expression studies.

RNA Biol 2018 Dec 6. Epub 2018 Dec 6.

a Institute of Bioorganic Chemistry, Polish Academy of Sciences , Poznan , Poland.

Transcription initiation sites of Trp53 gene in mice were determined using the 5'RACE method. Based on sequence alignment of the 5'-terminal regions of p53 mRNA in mammals, the site for the most abundant transcript turned out to be essentially identical with that determined for human TP53 gene and slightly differed for the longest transcripts, in mice and humans. Secondary structures of the 5' -terminal regions of the shorter, most abundant and the longest mouse transcripts were determined in vitro and the shorter transcript was also mapped in transfected mouse cells. Read More

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December 2018

Algal Oxylipins Mediate the Resistance of Diatoms against Algicidal Bacteria.

Mar Drugs 2018 Dec 4;16(12). Epub 2018 Dec 4.

Institute for Inorganic and Analytical Chemistry, Bioorganic Analytics, Friedrich Schiller University Jena, Lessingstr. 8, D-07743 Jena, Germany.

Algicidal bacteria can lyse microalgal blooms and trigger shifts within plankton communities. Resistant algal species can escape lysis, and have the opportunity to dominate the phytoplankton after a bacterial infection. Despite their important function in ecosystem regulation, little is known about mechanisms of resistance. Read More

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December 2018
2 Reads

TDP-43 specific reduction induced by Di-hydrophobic tags conjugated peptides.

Bioorg Chem 2018 Nov 27;84:254-259. Epub 2018 Nov 27.

Key Laboratory of Bioorganic Phosphorus Chemistry and Chemical Biology (Ministry of Education), Department of Chemistry, Tsinghua University, Beijing 100084, China; Beijing Institute for Brain Disorders, Beijing 100069, China; Center for Synthetic and Systems Biology, Tsinghua University, Beijing 100084, China. Electronic address:

TAR DNA binding protein 43 (TDP-43) is a key target in amyotrophic lateral sclerosis (ALS) treatment. Here, based on hydrophobic tagging strategy, we designed and synthesized a series of single or double hydrophobic tags conjugated peptides D1-D8. Among them, it was found that D4 displayed strongest ability to induce TDP-43 degradation in cells. Read More

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November 2018
3 Reads

Palladium-catalyzed oxidative borylation of conjugated enynones through carbene migratory insertion: synthesis of furyl-substituted alkenylboronates.

Chem Commun (Camb) 2018 Dec 3. Epub 2018 Dec 3.

Beijing National Laboratory of Molecular Sciences (BNLMS), Key Laboratory of Bioorganic Chemistry and Molecular Engineering of Ministry of Education, College of Chemistry, Peking University, Beijing 100871, China. and The State Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, Shanghai 200032, China.

A palladium-catalyzed oxidative borylation reaction of conjugated enynones is developed. This reaction represents a new method for the synthesis of furyl-substituted alkenylboronates. The reaction works well with a series of conjugated enynones. Read More

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December 2018

Data on characterization of magnetic nanoparticles stabilized with fusion protein of Barstar and C-term part of Mms6.

Data Brief 2018 Dec 3;21:1659-1663. Epub 2018 Nov 3.

Shemyakin-Ovchinnikov Institute of Bioorganic Chemistry, Russian Academy of Sciences, 16/10 Miklukho-Maklaya Street, Moscow 117997, Russia.

Mms6 is a protein that plays crucial role in the biomineralization and formation of magnetosomes in magnetotactic bacteria Magnetospirillum magneticum (strain AMB-1). We developed a fusion protein of C-term part of Mms6 and Barstar (natural inhibitor of ribonuclease Barnase), namely, Bs-C-Mms6. This protein successfully stabilized uncoated monocrystalline FeO magnetite nanoparticles in buffered solutions. Read More

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December 2018

Functionalized CD133 antibody coated stent surface simultaneously promotes EPCs adhesion and inhibits smooth muscle cell proliferation-A novel approach to prevent in-stent restenosis.

Colloids Surf B Biointerfaces 2018 Nov 26;174:587-597. Epub 2018 Nov 26.

Department of Biomedical Engineering, Faculty of Fundamental Problems of Technology, Wrocław University of Science and Technology, Wybrzeże Wyspiańskiego 27, 50-370 Wrocław, Poland. Electronic address:

We report a multistep strategy of biochemical surface modifications that resulted in the synthesis of new, effective and biocompatible intravascular implants coating with immobilized anti-CD133 antibodies, that proved to be the most effective in endothelial progenitor cells capture and reduced smooth muscle cells growth. Biomolecules were immobilized on differently functionalized surfaces. The distribution, nanostructural characteristics and intramolecular interactions of anti-CD133 molecules as well as their ability to bind EPCs was evaluated. Read More

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November 2018

Analysis of NK cell clones obtained using interleukin-2 and gene-modified K562 cells revealed the ability of "senescent" NK cells to lose CD57 expression and start expressing NKG2A.

PLoS One 2018 5;13(12):e0208469. Epub 2018 Dec 5.

Laboratory of Cell Interactions, Department of Immunology, Shemyakin-Ovchinnikov Institute of Bioorganic Chemistry, Russian Academy of Science, Moscow, Russian Federation.

In this work, we analyzed the phenotype and growth of human NK cell clones obtained by the stimulation of individual NK cells with IL-2 and gene-modified K562 feeder cells expressing membrane-bound IL-21 (K562-mbIL21). We generated clones from NK cells at distinct differentiation and activation stages, determined by CD56, CD57 and HLA-DR expression levels. Less differentiated CD56bright NK cell subsets showed higher cloning efficiency compared with more differentiated CD56dim subsets, especially with the CD57bright subset. Read More

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December 2018
1 Read

Directed production of aurantizolicin and new members based on a YM-216391 biosynthetic system.

Org Biomol Chem 2018 Dec;16(48):9373-9376

State Key Laboratory of Bioorganic and Natural Products Chemistry, Center for Excellence in Molecular Synthesis, Shanghai Institute of Organic Chemistry, University of Chinese Academy of Sciences, Chinese Academy of Sciences, 345 Lingling Road, Shanghai, 200032, China.

Using a highly effective heterologous expression system, the YM-216391 (1) biosynthetic gene cluster was engineered to yield aurantizolicin (2) and the hybrid compound 3. Both of these compounds were isolated and fully structurally characterised and the bioactivity was evaluated. The results indicate that compound 3 exhibits significantly improved antitumor activity. Read More

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December 2018
3 Reads
3.562 Impact Factor

Efficient Biocatalytic Synthesis of Chiral Intermediate of Pregabalin Using Immobilized Lipase.

Biomed Res Int 2018 1;2018:6192059. Epub 2018 Nov 1.

Key Laboratory of Bioorganic Synthesis of Zhejiang Province, College of Biotechnology and Bioengineering, Zhejiang University of Technology, Hangzhou 310014, China.

A mutant L206F/P207F/L259F of lipase (TTL) exhibited high hydrolytic activity towards 2-carboxyethyl-3-cyano-5-methylhexanoic acid ethyl ester (CNDE) for synthesis of ()-2-carboxyethyl-3-cyano-5-methylhexanoic acid (-CCMA), a key chiral intermediate of pregabalin. However, low conversion at high CNDE concentration and unreusability of the free TTL mutant restricted its industrial applications. In this study, the TTL mutant was immobilized onto epoxy resin and its catalytic properties for kinetic resolution of CNDE were investigated. Read More

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November 2018
2 Reads

Recent Developments and Applications of Photoconjugation Chemistry.

Chimia (Aarau) 2018 Nov;72(11):782-790

Department of Chemical Biology College of Chemistry and Molecular Engineering Beijing National Laboratory for Molecular Sciences Key Laboratory of Bioorganic Chemistry and Molecular Engineering of Ministry of Education Synthetic and Functional Biomolecules Center and Peking-Tsinghua Center for Life Sciences Peking University, Beijing 100871, China;, Email:

Understanding of biological systems has always been the general interest in chemical biology, and chemical modifications of biomolecules are often required to elucidate their functions and properties. There has thus been a rapid development of covalent chemistries for the modification of macromolecules. Among these strategies, photochemistry provides the advantage of using biocompatible light as an energy source to trigger bioconjugation reactions; this circumvents the use of toxic reagents (e. Read More

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November 2018
3 Reads

Modulation of Human Complement System by Antimicrobial Peptide Arenicin-1 from .

Mar Drugs 2018 Dec 1;16(12). Epub 2018 Dec 1.

Institute of Experimental Medicine, Acad. Pavlov Str. 12, Saint Petersburg 197376, Russia.

Antimicrobial peptides from marine invertebrates are known not only to act like cytotoxic agents, but they also can display some additional activities in mammalian organisms. In particular, these peptides can modulate the complement system as was described for tachyplesin, a peptide from the horseshoe crab. In this work, we investigated the influence on complement activation of the antimicrobial peptide arenicin-1 from the marine polychaete . Read More

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December 2018
1 Read

Effect of Photodynamic Antibacterial Chemotherapy Combined with Antibiotics on Gram-Positive and Gram-Negative Bacteria.

Molecules 2018 Nov 30;23(12). Epub 2018 Nov 30.

Department of Chemical Engineering, Biotechnology and Materials, Ariel University, Ariel 4070000, Israel.

The well-known and rapidly growing phenomenon of bacterial resistance to antibiotics is caused by uncontrolled, excessive and inappropriate use of antibiotics. One of alternatives to antibiotics is Photodynamic Antibacterial Chemotherapy (PACT). In the present study, the effect of PACT using a photosensitizer Rose Bengal alone and in combination with antibiotics including methicillin and derivatives of sulfanilamide synthesized by us was tested against antibiotic-sensitive and antibiotic-resistant clinical isolates of Gram-positive and Gram-negative . Read More

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November 2018

A Meandering Path from Biochemist to Microbiologist.

Authors:
Karen Bush

ACS Infect Dis 2018 Dec 4. Epub 2018 Dec 4.

Biology Department , 1001 E. Third Street , Indiana University , Bloomington , Indiana 47401 , United States.

Not all career paths are clearly defined from the beginning. In my case, biochemistry training in enzymology provided the tools to move from a basic research beginning in biophysical/bioorganic chemistry to an applied microbiology career in antibiotic drug discovery and development. This pathway required essential contributions from family, professional colleagues, co-workers, and mentors who all provided input at critical times during changes in career directions. Read More

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December 2018
2 Reads

Phenotypic and Functional Profiles of Antigen-Specific CD4 and CD8 T Cells Associated With Infection Control in Patients With Cutaneous Leishmaniasis.

Front Cell Infect Microbiol 2018 19;8:393. Epub 2018 Nov 19.

Molecular Biology Department, Instituto de Parasitología y Biomedicina "López Neyra", Consejo Superior de Investigaciones Científicas, Granada, Spain.

The host immunological response is a key factor determining the pathogenesis of cutaneous leishmaniasis. It is known that a Th1 cellular response is associated with infection control and that antigen-specific memory T cells are necessary for the development of a rapid and strong protective cellular response. The present manuscript reports the analysis of the functional and phenotypic profiles of antigen-specific CD4 and CD8 T cells from patients cured of cutaneous leishmaniasis (CL), patients with an active process of cutaneous leishmaniasis, asymptomatic individuals with a positive Montenegro test and healthy donors (HD). Read More

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November 2018
2 Reads

N6-methyldeoxyadenine is a transgenerational epigenetic signal for mitochondrial stress adaptation.

Nat Cell Biol 2018 Dec 3. Epub 2018 Dec 3.

State Key Laboratory of Membrane Biology, Institute of Molecular Medicine, Beijing Key Laboratory of Cardiometabolic Molecular Medicine and Peking-Tsinghua Center for Life Sciences, Peking University, Beijing, China.

N6-methyldeoxyadenine (6mA), a major type of DNA methylation in bacteria, represents a part of restriction-modification systems to discriminate host genome from invader DNA. With the recent advent of more sensitive detection techniques, 6mA has also been detected in some eukaryotes. However, the physiological function of this epigenetic mark in eukaryotes remains elusive. Read More

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December 2018
1 Read

Effect of C-terminal His-tag and purification routine on the activity and structure of the metalloenzyme, l-alanyl-d-glutamate peptidase of the bacteriophage T5.

Int J Biol Macromol 2018 Nov 28;124:810-818. Epub 2018 Nov 28.

Department of Molecular Medicine and USF Health Byrd Alzheimer's Research Institute, Morsani College of Medicine, University of South Florida, Tampa, FL, USA; Institute for Biological Instrumentation, Russian Academy of Sciences, Pushchino, Moscow Region 142290, Russia. Electronic address:

In this work, we studied the effect of the C-terminally attached poly-histidine tag (His-tag), as well as the peculiarities of the protein purification procedure by the immobilized metal affinity chromatography (IMAC) on the activity and structure of the metalloenzyme, l-alanyl-d-glutamate peptidase of bacteriophage T5 (EndoT5), whose zinc binding site and catalytic aspartate are located near the C-terminus. By itself, His-tag did not have a significant effect on either activity or folding of the polypeptide chain, nor on the binding of zinc and calcium ions to the protein. However, the His-tagged EndoT5 samples had low shelf-life, with storage of these samples resulting in an increased propensity for protein self-association and decreased enzymatic activity of EndoT5. Read More

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November 2018
1 Read

Elimination of proton donor strongly affects directionality and efficiency of proton transport in ESR, a light-driven proton pump from Exiguobacterium sibiricum.

Biochim Biophys Acta Bioenerg 2019 Jan 18;1860(1):1-11. Epub 2018 Sep 18.

Shemyakin & Ovchinnikov Institute of Bioorganic Chemistry, Russian Academy of Sciences, 117997 Moscow, Ul. Miklukho-Maklaya, 16/10, Russian Federation. Electronic address:

ESR from Exiguobacterium sibiricum is a retinal protein which functions as a proton pump. Unusual feature of ESR is that a lysine residue is present at a site for the internal proton donor, which in other proton pumps is a carboxylic residue. Replacement of Lys96 with alanine slows reprotonation of the Schiff base by two orders of magnitude, indicating that Lys96 and interacting water molecules function as internal proton donor to the Schiff base. Read More

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January 2019

Axially Chiral Cyclic Diphosphine Ligand-Enabled Palladium-Catalyzed Intramolecular Asymmetric Hydroarylation.

iScience 2018 Nov 14;10:11-22. Epub 2018 Nov 14.

School of Chemistry and Chemical Engineering, Beijing Institute of Technology, Beijing, China; Key Laboratory of Bioorganic Phosphorus Chemistry and Chemical Biology (Ministry of Education), Department of Chemistry, Tsinghua University, Beijing, China. Electronic address:

In transition metal-catalyzed asymmetric synthesis, enantioselectivity strongly depends on the structures of chiral ligands, so the development of new chiral ligands is crucial. Here, an efficient and highly enantioselective palladium-catalyzed intramolecular hydroarylation has been developed, and a new kind of N-heterocycles, 1H-pyrazolo[5,1-a]isoindol-2(8H)-ones containing a quaternary stereocenter, was prepared in high yields and excellent enantiomeric excess values. The reaction was effectively catalyzed by palladium-diphosphine complexes with numerous functional group tolerance, in which the newly developed axially chiral cyclic diphosphine ligands played key roles in the reactivity and enantioselectivity of the substrates. Read More

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November 2018
4 Reads

Comparison of structure and in vitro anticancer activity of native and modified fucoidans from Sargassum feldmannii and S. duplicatum.

Int J Biol Macromol 2018 Nov 26;124:220-228. Epub 2018 Nov 26.

G.B. Elyakov Pacific Institute of Bioorganic Chemistry, Far Eastern Branch of the Russian Academy of Sciences, 159, prosp. 100 Let Vladivostoku, 690022 Vladivostok, Russian Federation.

Fucoidans are valuable biologically active polysaccharides of brown algae. The aim of this study was to investigate the structure of fucoidan from Sargassum feldmannii and the anticancer effects of native and modified polysaccharides from S. feldmannii and S. Read More

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November 2018
2 Reads

Autoantibodies in HIV-infected patients: Cross site-specific hydrolysis of H1 histone and myelin basic protein.

Biofactors 2018 Nov 29. Epub 2018 Nov 29.

Siberian Division of Russian Academy of Sciences, Institute of Chemical Biology and Fundamental Medicine, Novosibirsk, Russia.

Histones act as damage-associated molecules, while anti-DNA antibodies are directed against histone-DNA nucleosomal complexes. Myelin basic protein (MBP) plays an important role in the pathogenesis of multiple sclerosis. Autoantibodies (Abs) with enzymatic activities are the distinctive feature of some autoimmune and viral diseases. Read More

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November 2018
2 Reads

N-Heterocyclic Carbene-Catalyzed Chemoselective S-O Bond Cleavage of Benzenesulfonic Carbamate.

Authors:
Zijun Wu Jian Wang

Org Lett 2018 Nov 29. Epub 2018 Nov 29.

School of Pharmaceutical Sciences, Key Laboratory of Bioorganic Phosphorous Chemistry & Chemical Biology (Ministry of Education) , Tsinghua University , Beijing , 100084 , China.

An unprecedented example of NHC-catalyzed chemoselective S-O bond cleavage of dinitrobenzenesulfonic carbamates is described. This protocol features several advantages, including mild reaction conditions, broad substrate scope, and operational simplicity, which allows it to be an attractive synthetic method for hydroxylamine synthesis. Notably, dinitrobenzenesulfonic carbamates not only work as "O" synthons but also serve as an efficient oxidant in this reaction. Read More

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November 2018
1 Read

Highly efficient conversion of 1-cyanocycloalkaneacetonitrile using a "super nitrilase mutant".

Bioprocess Biosyst Eng 2018 Nov 28. Epub 2018 Nov 28.

Key Laboratory of Bioorganic Synthesis of Zhejiang Province, College of Biotechnology and Bioengineering, Zhejiang University of Technology, Hangzhou, 310014, China.

Nitrilase is the member of carbon-nitrogen hydrogen hydrolase superfamily, which has been widely used for the hydrolysis of nitriles into corresponding carboxylic acids. But most nitrilases are plagued by product inhibition in the industrial application. In this study, a "super nitrilase mutant" of nitrilase with high activity, thermostability and improved product tolerance from Acidovorax facilis ZJB09122 was characterized. Read More

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November 2018
2 Reads

Synergistic enzymatic and bioorthogonal reactions for selective prodrug activation in living systems.

Nat Commun 2018 11 28;9(1):5032. Epub 2018 Nov 28.

CAS Center for Excellence in Nanoscience, CAS Key Laboratory of Biomedical Effects of Nanomaterials and Nanosafety, National Center for Nanoscience and Technology, Beijing, 100190, China.

Adverse drug reactions (ADRs) restrict the maximum doses applicable in chemotherapy, which leads to failure in cancer treatment. Various approaches, including nano-drug and prodrug strategies aimed at reducing ADRs, have been developed, but these strategies have their own pitfalls. A renovated strategy for ADR reduction is urgently needed. Read More

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November 2018

Characterization of a Carbonyl Reductase from WZ010 and Its Variant Y54F for Asymmetric Synthesis of ()--Boc-3-Hydroxypiperidine.

Molecules 2018 Nov 28;23(12). Epub 2018 Nov 28.

Grain and Oil Products Quality Inspection Center of Zhejiang Province, Hangzhou 310012, China.

The recombinant carbonyl reductase from WZ010 (ReCR) demonstrated strict ()-stereoselectivity and catalyzed the irreversible reduction of -Boc-3-piperidone (NBPO) to ()--Boc-3-hydroxypiperidine [()-NBHP], a key chiral intermediate in the synthesis of ibrutinib. The NAD(H)-specific enzyme was active within broad ranges of pH and temperature and had remarkable activity in the presence of higher concentration of organic solvents. The amino acid residue at position 54 was critical for the activity and the substitution of Tyr54 to Phe significantly enhanced the catalytic efficiency of ReCR. Read More

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November 2018
2 Reads

Red-Shifted Aminated Derivatives of GFP Chromophore for Live-Cell Protein Labeling with Lipocalins.

Int J Mol Sci 2018 Nov 28;19(12). Epub 2018 Nov 28.

Institute of Bioorganic Chemistry, Russian Academy of Sciences, Miklukho-Maklaya 16/10, 117997 Moscow, Russia.

Fluorogens are an attractive type of dye for imaging applications, eliminating time-consuming washout steps from staining protocols. With just a handful of reported fluorogen-protein pairs, mostly in the green region of spectra, there is a need for the expansion of their spectral range. Still, the origins of solvatochromic and fluorogenic properties of the chromophores suitable for live-cell imaging are poorly understood. Read More

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November 2018

Mutagenesis Studies and Structure-function Relationships for GalNAc/Gal-Specific Lectin from the Sea Mussel Crenomytilus grayanus.

Mar Drugs 2018 Nov 27;16(12). Epub 2018 Nov 27.

Laboratory of Marine Biochemistry, G.B. Elyakov Pacific Institute of Bioorganic Chemistry, Far Eastern Branch, Russian Academy of Science, 159, Stoletya Vladivostoku str., Vladivostok 690022, Russia.

The GalNAc/Gal-specific lectin from the sea mussel (CGL) with anticancer activity represents а novel lectin family with β-trefoil fold. Earlier, the crystal structures of CGL complexes with globotriose, galactose and galactosamine, and mutagenesis studies have revealed that the lectin contained three carbohydrate-binding sites. The ability of CGL to recognize globotriose (Gb3) on the surface of breast cancer cells and bind mucin-type glycoproteins, which are often associated with oncogenic transformation, makes this compound to be perspective as a biosensor for cancer diagnostics. Read More

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November 2018