5,850 results match your criteria Bioconjugate Chemistry [Journal]


Designing magnetically responsive biohybrids composed of cord blood-derived natural killer cells and iron oxide nanoparticles.

Bioconjug Chem 2019 Feb 19. Epub 2019 Feb 19.

We report the generation of magnetically-responsive, cord blood-derived natural killer (NK) cells using iron oxide nanoparticles (IONPs). NK cells are a promising immune cell population for cancer cell therapy as they can target and lyse target tumor cells without prior education. However, NK cells cannot home to disease sites based on antigen recognition, instead relying primarily on external stimuli and chemotactic gradients for transport. Read More

View Article

Download full-text PDF

Source
http://dx.doi.org/10.1021/acs.bioconjchem.9b00048DOI Listing
February 2019

Enhanced Cell Killing by Paclitaxel-Loaded Recombinant Protein Micelles Bearing Integrin-Binding and Cell-Penetrating Peptides.

Bioconjug Chem 2019 Feb 19. Epub 2019 Feb 19.

Peptide ligands are effective and specific vectors that can target cell surface receptors, and have shown great potential for targeting drug delivery vehicles. Often, materials used as drug delivery matrices are chemically synthesized and difficult to functionalize, which compromises their development as smart drug carriers. Here, we assemble carriers from a recombinant protein as a novel approach to overcome these limitations. Read More

View Article

Download full-text PDF

Source
http://dx.doi.org/10.1021/acs.bioconjchem.8b00748DOI Listing
February 2019

PHOTOSENSITIZER ANTIBODY-DRUG- CONJUGATES: PAST, PRESENT AND FUTURE.

Bioconjug Chem 2019 Feb 15. Epub 2019 Feb 15.

This review aims to highlight key aspects of tetrapyrrole-based antibody-drug-conjugates (ADCs) and the significant developments in the field since 2010. Many new conjugation methods have been developed and employed in the past decade and, associated with this, there has been a rising interest in theranostic conjugates. We have investigated the physicochemical properties that tetrapyrroles need to possess in order to be viable photosensitizers for conjugation to antibodies. Read More

View Article

Download full-text PDF

Source
http://dx.doi.org/10.1021/acs.bioconjchem.9b00055DOI Listing
February 2019

The Content of CpG-DNA in Antigen-CpG Conjugate Vaccines Determines Their Cross-Presentation Activity.

Bioconjug Chem 2019 Feb 15. Epub 2019 Feb 15.

Cross-presentation, the process that facilitates display of exogenous antigens on MHC-I molecules, is a crucial step in the cascade of CD8 T cell activation. Potentiation of cross-presentation therefore represents an essential design criterion for development of subunit vaccines that target the induction of CD8 T cell immunity. Covalent conjugation of CpG-DNA to antigenic proteins has shown the potential to promote cross-presentation and has attracted great interest as a promising approach for vaccine development. Read More

View Article

Download full-text PDF

Source
http://pubs.acs.org/doi/10.1021/acs.bioconjchem.9b00091
Publisher Site
http://dx.doi.org/10.1021/acs.bioconjchem.9b00091DOI Listing
February 2019
2 Reads

Identification of Boronic Acid Derivatives as an Active Form of N-alkylaminoferrocene-based Anticancer Prodrugs and Their Radiolabeling with 18F.

Bioconjug Chem 2019 Feb 15. Epub 2019 Feb 15.

N-Alkylaminoferrocene (NAAF)-based prodrugs are activated in the presence of elevated amounts of reactive oxygen species (ROS), that corresponds to cancer specific conditions, with formation of NAAF and p-quinone methide. These both products act synergistically by increasing oxidative stress in cancer cells that causes their death. Though it has been already demonstrated that the best prodrugs of this type retain their antitumor activity in vivo, the effects were found to be substantially weaker than those observed in cell cultures. Read More

View Article

Download full-text PDF

Source
http://dx.doi.org/10.1021/acs.bioconjchem.9b00019DOI Listing
February 2019

Exploiting Protein Corona around Gold Nanoparticles Conjugated to p53 Activating Peptide to Increase the Level of Stable p53 Proteins in Cells.

Bioconjug Chem 2019 Feb 15. Epub 2019 Feb 15.

Therapeutic peptides suffer from major drawbacks such as peptide degradation in vivo due to proteolysis. Gold nanoparticles (AuNPs) are an effective carrier for therapeutic peptides that improve their stability in vivo, while also enabling non-specific adsorption of complementary proteins to enhance their effectiveness. Using p53 peptide as a model known to disrupt the intracellular MDM2-p53 protein-protein interaction which tags the endogenous p53 proteins for degradation, we conjugated p53 peptides to AuNPs (AuNP-p53) and examined the functionality of AuNP-p53 to release the endogenous p53 proteins from being tagged for degradation, thereby increasing the level of stable p53 proteins in acute myeloid leukemia 2 (AML2) cells. Read More

View Article

Download full-text PDF

Source
http://dx.doi.org/10.1021/acs.bioconjchem.9b00032DOI Listing
February 2019

Cell permeable Imidazole-Desferrioxamine Conjugates: Synthesis and in-vitro Evaluation.

Bioconjug Chem 2019 Feb 14. Epub 2019 Feb 14.

Desferrioxamine (DFO), a clinically approved iron chelator used for iron overload, is unable to chelate labile plasma iron (LPI) due to its limited cell permeability. Herein, alkyl chain modified imidazolium cations with varied hydrophobicities have been conjugated with DFO. The iron binding abilities, and the antioxidant properties of the conjugates were found to be similar to DFO. Read More

View Article

Download full-text PDF

Source
http://dx.doi.org/10.1021/acs.bioconjchem.8b00924DOI Listing
February 2019

Modification of Poly(Maleic Anhydride)-Based Polymers with H2N-R Nucleophiles: Addition or Substitution Reaction?

Bioconjug Chem 2019 Feb 14. Epub 2019 Feb 14.

Reacting poly(maleic anhydride)-based polymers with H2N-R nucleophiles is a flexible and highly effective approach for preparing a variety of multifunctional, multi-coordinating and multi-reactive polymers. The exact transformation of the anhydride ring during this addition reaction is still an open question. In this report, we characterize the transformation of a representative block copolymer, poly(isobutylene-alt-maleic anhydride), with a few H2NR nucleophiles. Read More

View Article

Download full-text PDF

Source
http://dx.doi.org/10.1021/acs.bioconjchem.9b00008DOI Listing
February 2019

Modular Assembly of Multimodal Imaging Agents through an Inverse Electron Demand Diels-Alder Reaction.

Bioconjug Chem 2019 Feb 18. Epub 2019 Feb 18.

Institut de Chimie Moléculaire de l'Université de Bourgogne, UMR6302, CNRS , Université Bourgogne Franche-Comté , 9 avenue Alain Savary , 21000 , Dijon , France.

The combination of two imaging probes on the same biomolecule gives access to targeted bimodal imaging agents that can provide more accurate diagnosis, complementary information, or that may be used in different applications, such as nuclear imaging and fluorescence guided surgery. In this study, we demonstrate that dichlorotetrazine, a small, commercially available compound, can be used as a modular platform to easily assemble various imaging probes. Doubly labeled tetrazines can then be conjugated to a protein through a biorthogonal IEDDA reaction. Read More

View Article

Download full-text PDF

Source
http://dx.doi.org/10.1021/acs.bioconjchem.9b00017DOI Listing
February 2019

Multivalency in Drug Delivery - when is it too much of a good thing?

Bioconjug Chem 2019 Feb 11. Epub 2019 Feb 11.

Multivalency plays a large role in many biological and synthetic systems. The past 20 years of research have seen an explosion in the study of multivalent drug delivery systems based on scaffolds such as dendrimers, polymers and other nanoparticles. The results from these studies suggest that when it comes to number of ligands, sometimes, to quote Shakespeare: "too much of a good thing", is an apt description. Read More

View Article

Download full-text PDF

Source
http://dx.doi.org/10.1021/acs.bioconjchem.8b00804DOI Listing
February 2019

Systemic Delivery of Tumor-Targeting siRNA Nanoparticles against an Oncogenic LncRNA Facilitates Effective Triple-Negative Breast Cancer Therapy.

Bioconjug Chem 2019 Feb 11. Epub 2019 Feb 11.

Long non-coding RNAs (lncRs), by virtue of their versatility and multilevel gene regulation, have emerged as attractive pharmacological targets for treating heterogenous and complex malignancies like triple-negative breast cancer (TNBC). Despite multiple studies on lncRNA functions in tumor pathology, systemic targeting of these "undruggable" macromolecules with conventional approaches remains a challenge. Here, we demonstrate effective TNBC therapy by nanoparticle-mediated RNAi of the oncogenic lncRNA DANCR, which is significantly overexpressed in TNBC. Read More

View Article

Download full-text PDF

Source
http://dx.doi.org/10.1021/acs.bioconjchem.9b00028DOI Listing
February 2019

Nanoparticle-Peptide-Drug Bioconjugates for Unassisted Defeat of Multidrug Resistance in a Model Cancer Cell Line.

Bioconjug Chem 2019 Feb 11. Epub 2019 Feb 11.

Department of Chemistry , University of British Columbia , Vancouver , British Columbia V6T 1Z1 , Canada.

Multidrug resistance (MDR) is a significant challenge in the treatment of many types of cancers as membrane-associated transporters actively pump drugs out of the cell, limiting therapeutic efficacy. While nanoparticle (NP)-based therapeutics have emerged as a mechanism for overcoming MDR, they often rely on the delivery of multiple anticancer drugs, nucleic acid hybrids, or MDR pump inhibitors. The effectiveness of these strategies, however, can be limited by their off-target toxicity or the need for genetic transfection. Read More

View Article

Download full-text PDF

Source
http://dx.doi.org/10.1021/acs.bioconjchem.8b00755DOI Listing
February 2019

Shape matters: Gold Nanoparticle Shape Impacts the Biological Activity of siRNA Delivery.

Bioconjug Chem 2019 Feb 8. Epub 2019 Feb 8.

Plasmon-resonant nanoparticles provide unprecedented spatio-temporal control over the release of diverse cargoes into cells. Here we compare the loading, release and internalization efficiencies, and effectiveness of post transcriptional gene silencing of hollow gold nanoshells, hollow gold nanocages, and gold nanorods with plasmons tuned to absorb near-infrared light at 800 nm. The hollow gold nanoshells can be loaded with up to three times more siRNA cargo compared to nanocages and nanorods; however, nanorods exhibit the highest efficiency of release of attached siRNA strands when exposed to pulsed 800 nm laser excitation. Read More

View Article

Download full-text PDF

Source
http://pubs.acs.org/doi/10.1021/acs.bioconjchem.9b00004
Publisher Site
http://dx.doi.org/10.1021/acs.bioconjchem.9b00004DOI Listing
February 2019
4 Reads

Tetrazine- trans-Cyclooctene Chemistry Applied to Fabricate Self-Assembled Fluorescent and Radioactive Nanoparticles for in Vivo Dual Mode Imaging.

Bioconjug Chem 2019 Feb 12. Epub 2019 Feb 12.

Laboratory of Chemical Biology, Department of Biomedical Engineering and Institute for Complex Molecular Systems (ICMS) , Eindhoven University of Technology , P.O. Box 513, 5600 MB Eindhoven , The Netherlands.

Multimodal imaging agents combine two or more imaging modalities into one probe. Self-assembling fluorescent nanoparticles are a promising class of modular multimodal imaging probes as they can allow easy blending of imaging and targeting modalities. Our group recently developed a class of self-assembling and intrinsically fluorescent small molecule-based nanoparticles (SMNPs) with excellent optical properties. Read More

View Article

Download full-text PDF

Source
http://pubs.acs.org/doi/10.1021/acs.bioconjchem.9b00038
Publisher Site
http://dx.doi.org/10.1021/acs.bioconjchem.9b00038DOI Listing
February 2019
2 Reads

Synthesis and Fabrication of Surface-Active Microparticles Using a Membrane Emulsion Technique and Conjugation of Model Protein via Strain-Promoted Azide-Alkyne Click Chemistry in Physiological Conditions.

Bioconjug Chem 2019 Feb 11. Epub 2019 Feb 11.

School of Pharmacy , University of East Anglia , Norwich NR4 7TJ , United Kingdom.

The rapid surface immobilization of protein on monodispersed polyester microcarriers is reported. A model protein, functionalized with a dibenzocyclooctyne core, immobilizes on the surface of azide-terminal polycaprolactone microcarriers within 10 min compared to 12 h for other conjugation techniques, and it is conducted in physiological conditions and in the absence of coupling reagents. Read More

View Article

Download full-text PDF

Source
http://dx.doi.org/10.1021/acs.bioconjchem.8b00868DOI Listing
February 2019

Thiourea Modified Doxorubicin: A Perspective pH-Sensitive Prodrug.

Bioconjug Chem 2019 Feb 13. Epub 2019 Feb 13.

Department of Chemistry , Lomonosov Moscow State University , Leninskie Gory, 1/3 , 119991 Moscow , Russian Federation.

A novel approach to the synthesis of pH-sensitive prodrugs has been proposed: thiourea drug modification. Resulting prodrugs can release the cytotoxic agent and the biologically active 2-thiohydantoin in the acidic environment of tumor cells. The concept of acid-catalyzed cyclization of thioureas to 2-thiohydantoins has been proven using a FRET model. Read More

View Article

Download full-text PDF

Source
http://dx.doi.org/10.1021/acs.bioconjchem.8b00885DOI Listing
February 2019
2 Reads

Quaternary Ammonium Salt-Based Cross-Linked Micelles to Combat Biofilm.

Bioconjug Chem 2019 Feb 12. Epub 2019 Feb 12.

National Engineering Research Center for Biomaterials, and College of Chemistry , Sichuan University , 29 Wangjiang Road , Chengdu 610064 , China.

Due to self-produced extracellular polymeric substances (EPS), biofilms are hard to eradicate by common antimicrobials. Herein, a new quaternary ammonium salt based cross-linked micelle (QAS@CM) was created to combat biofilms. The QAS@CM adsorbed first onto the biofilm surface through multicharged interaction, then penetrated the EPS in the form of nanoparticles and diffused throughout the films. Read More

View Article

Download full-text PDF

Source
http://pubs.acs.org/doi/10.1021/acs.bioconjchem.9b00010
Publisher Site
http://dx.doi.org/10.1021/acs.bioconjchem.9b00010DOI Listing
February 2019
3 Reads

A Short Chemically Modified dsRNA-Binding PNA (dbPNA) Inhibits Influenza Viral Replication by Targeting Viral RNA Panhandle Structure.

Bioconjug Chem 2019 Feb 15. Epub 2019 Feb 15.

Institute of Bioorganic Chemistry, Polish Academy of Sciences , Noskowskiego 12/14 , 61-704 Poznan , Poland.

RNAs play critical roles in diverse catalytic and regulatory biological processes and are emerging as important disease biomarkers and therapeutic targets. Thus, developing chemical compounds for targeting any desired RNA structures has great potential in biomedical applications. The viral and cellular RNA sequence and structure databases lay the groundwork for developing RNA-binding chemical ligands through the recognition of both RNA sequence and RNA structure. Read More

View Article

Download full-text PDF

Source
http://pubs.acs.org/doi/10.1021/acs.bioconjchem.9b00039
Publisher Site
http://dx.doi.org/10.1021/acs.bioconjchem.9b00039DOI Listing
February 2019
1 Read

Matrix Mediated Viral Gene Delivery: A Review.

Bioconjug Chem 2019 Feb 1;30(2):384-399. Epub 2019 Feb 1.

Utah Center for Nanomedicine , Nano Institute of Utah , 36 South Wasatch Drive , Salt Lake City , Utah 84112 , United States.

Polymeric matrices inherently protect viral vectors from pre-existing immune conditions, limit dissemination to off-target sites, and can sustain vector release. Advancing methodologies in development of particulate based vehicles have led to improved encapsulation of viral vectors. Polymeric delivery systems have contributed to increasing cellular transduction, responsive release mechanisms, cellular infiltration, and cellular signaling. Read More

View Article

Download full-text PDF

Source
http://dx.doi.org/10.1021/acs.bioconjchem.8b00853DOI Listing
February 2019
1 Read

Peptide-Aptamer Coassembly Nanocarrier for Cancer Therapy.

Bioconjug Chem 2019 Feb 7. Epub 2019 Feb 7.

State Key Laboratory of Chemical Oncogenomics, School of Chemical Biology and Biotechnology , Peking University Shenzhen Graduate School , Shenzhen 518055 , China.

We reported methionine bis-alkylated nonapeptide Wpc as an efficient siRNA vehicle previously. Herein, we report an aptamer could also spontaneously coassemble with Wpc to form uniformed nanoparticles for efficient delivery. This unique peptide-based aptamer nanocarrier showed significantly improved cell penetration and antiproliferation effect with high biocompatibility toward various cancer cell lines. Read More

View Article

Download full-text PDF

Source
http://pubs.acs.org/doi/10.1021/acs.bioconjchem.8b00903
Publisher Site
http://dx.doi.org/10.1021/acs.bioconjchem.8b00903DOI Listing
February 2019
5 Reads
4.513 Impact Factor

Glutathione Responsive β-Cyclodextrin Conjugated S-Nitrothiols as a Carrier for Intracellular Delivery of Nitric Oxide.

Bioconjug Chem 2019 Feb 4. Epub 2019 Feb 4.

MOE Key Laboratory of Macromolecule Synthesis and Functionalization of Ministry of Education, Department of Polymer Science and Engineering , Zhejiang University , Hangzhou , 310027 Zhejiang Province , PR China.

Nitric oxide (NO) exerts multiple functions in many life processes and was of great significance in a variety of biomedical scenarios. However, the mismatches between releasing locations and NO active sites seriously limited the available NO at areas of interest and greatly dampen the overall efficiency of delivery systems. Therefore, in the present study, a NO donor was developed to achieve intracellular delivery and release of NO to overcome the aforementioned challenges. Read More

View Article

Download full-text PDF

Source
http://dx.doi.org/10.1021/acs.bioconjchem.8b00735DOI Listing
February 2019

Framboidal Nanoparticles Containing a Curcumin-Phenylboronic Acid Complex with Antiangiogenic and Anticancer Activities.

Bioconjug Chem 2019 Feb 6. Epub 2019 Feb 6.

Tim Taylor Department of Chemical Engineering , Kansas State University , 1005 Durland Hall, 1701A Platt Street , Manhattan , Kansas 66506 , United States.

Curcumin (Cur) has a wide range of bioactivities that show potential for the treatment of cancer as well as chronic diseases associated with inflammation and aging. However, the therapeutic efficacy of Cur has been hampered by its rapid degradation under physiological conditions and low aqueous solubility. To address these problems, we prepared Cur-loaded polymeric nanoparticles (CNPs), in which Cur was complexed with phenylboronic acid-containing framboidal nanoparticles (NPs), by simple mixing of Cur and NPs in an aqueous solution. Read More

View Article

Download full-text PDF

Source
http://pubs.acs.org/doi/10.1021/acs.bioconjchem.9b00006
Publisher Site
http://dx.doi.org/10.1021/acs.bioconjchem.9b00006DOI Listing
February 2019
2 Reads

Oxime Coupling of Active Site Inhibited Factor Seven with a Nonvolatile, Water-Soluble Fluorine-18 Labeled Aldehyde.

Bioconjug Chem 2019 Feb 6. Epub 2019 Feb 6.

Department of Clinical Physiology, Nuclear Medicine & PET and Cluster for Molecular Imaging, Department of Biomedical Sciences , Rigshospitalet and University of Copenhagen , Copenhagen , DK-2100 , Denmark.

A nonvolatile fluorine-18 aldehyde prosthetic group was developed from [F]SFB, and used for site-specific labeling of active site inhibited factor VII (FVIIai). FVIIai has a high affinity for tissue factor (TF), a transmembrane protein involved in angiogenesis, proliferation, cell migration, and survival of cancer cells. A hydroxylamine N-glycan modified FVIIai (FVIIai-ONH) was used for oxime coupling with the aldehyde [F]2 under mild and optimized conditions in an isolated RCY of 4. Read More

View Article

Download full-text PDF

Source
http://pubs.acs.org/doi/10.1021/acs.bioconjchem.8b00900
Publisher Site
http://dx.doi.org/10.1021/acs.bioconjchem.8b00900DOI Listing
February 2019
2 Reads

Oral Delivery of Cholic Acid-Derived Amphiphile Helps in Combating Salmonella-Mediated Gut Infection and Inflammation.

Bioconjug Chem 2019 Feb 5. Epub 2019 Feb 5.

Laboratory of Nanotechnology and Chemical Biology , Regional Centre for Biotechnology , NCR Biotech Science Cluster, Third Milestone, Faridabad-Gurgaon Expressway, Faridabad - 121001 , Haryana , India.

A major impediment to developing effective antimicrobials against Gram-negative bacteria like Salmonella is the ability of the bacteria to develop resistance against existing antibiotics and the inability of the antimicrobials to clear the intracellular bacteria residing in the gastrointestinal tract. As the critical balance of charge and hydrophobicity is required for effective membrane-targeting antimicrobials without causing any toxicity to mammalian cells, herein we report the synthesis and antibacterial properties of cholic acid-derived amphiphiles conjugated with alkyl chains of varied hydrophobicity. Relative to other hydrophobic counterparts, a compound with hexyl chain (6) acted as an effective antimicrobial against different Gram-negative bacteria. Read More

View Article

Download full-text PDF

Source
http://pubs.acs.org/doi/10.1021/acs.bioconjchem.8b00880
Publisher Site
http://dx.doi.org/10.1021/acs.bioconjchem.8b00880DOI Listing
February 2019
3 Reads
4.513 Impact Factor

Efficient Synthesis of Heparinoid Bioconjugates for Tailoring FGF2 Activity at the Stem Cell-Matrix Interface.

Bioconjug Chem 2019 Feb 8. Epub 2019 Feb 8.

Department of Chemistry and Biochemistry , University of California San Diego , 9500 Gilman Drive , La Jolla , California 92093-0358 , United States.

Heparan sulfate glycosaminoglycans (HS GAGs) attached to proteoglycans harbor high affinity binding sites for various growth factors (GFs) and direct their organization and activity across the cell-matrix interface. Here, we describe a mild and efficient method for generating HS-protein conjugates. The two-step process utilizes a "copper-free click" coupling between differentially sulfated heparinoids primed at their reducing end with an azide handle and a bovine serum albumin protein modified with complementary cyclooctyne functionality. Read More

View Article

Download full-text PDF

Source
http://dx.doi.org/10.1021/acs.bioconjchem.8b00921DOI Listing
February 2019

TP10-Dopamine Conjugate as a Potential Therapeutic Agent in the Treatment of Parkinson's Disease.

Bioconjug Chem 2019 Jan 31. Epub 2019 Jan 31.

Faculty of Chemistry , University of Gdańsk , Wita Stwosza 63 , 80-308 Gdańsk , Poland.

Parkinson's disease (PD) is a common progressive neurodegenerative disorder for which the current treatment is not fully satisfactory. One of the major drawbacks of current PD therapy is poor penetration of drugs across the blood-brain barrier (BBB). In recent years, cell-penetrating peptides (CPPs) such as Tat, SynB, or TP10 have gained great interest due to their ability to penetrate cell membranes and to deliver different cargos to their targets including the central nervous system (CNS). Read More

View Article

Download full-text PDF

Source
http://dx.doi.org/10.1021/acs.bioconjchem.8b00894DOI Listing
January 2019
2 Reads

Use of a Branched Linker for Enhanced Biosensing Properties in IgG Detection from Mixed Chinese Hamster Ovary Cell Cultures.

Bioconjug Chem 2019 Feb 1. Epub 2019 Feb 1.

Department of Chemical and Biomolecular Engineering , North Carolina State University , Raleigh , North Carolina 27695-7905 , United States.

Tris(2-aminoethyl)-amine (TREN), a branched amine, was coupled to planar surfaces of alkanethiol self-assembled monolayers (SAMs) to increase the grafting density of IgG-binding peptide (HWRGWV or HWRGWVG) on gold surfaces. One of the three primary amine pendant groups of TREN anchors onto the SAM, while the other two are available for grafting with the C-termini of the peptide. The ellipsometric peptide density on the SAM-branched amine was 1. Read More

View Article

Download full-text PDF

Source
http://dx.doi.org/10.1021/acs.bioconjchem.8b00918DOI Listing
February 2019
2 Reads

Optimization of Enzymatic Antibody Fragmentation for Yield, Efficiency, and Binding Affinity.

Bioconjug Chem 2019 Jan 28. Epub 2019 Jan 28.

Department of Chemistry , University of Virginia , P.O. Box 400319, Charlottesville , Virginia 22904 , United States.

Enzymatic antibody fragmentation has been well studied for various hosts and isotypes, but fragmentation patterns also vary unpredictably by clone, and optimizing Fab or F(ab') production by trial and error consumes large quantities of antibodies. Here, we report a systematic strategy for optimizing functional F(ab') production via pepsin digestion from small quantities of IgG. We tested three key parameters that affect fragmentation, pH, enzyme concentration (% pepsin w/w), and reaction time, and found that pH had the greatest impact on fragmentation yield and efficiency. Read More

View Article

Download full-text PDF

Source
http://dx.doi.org/10.1021/acs.bioconjchem.8b00912DOI Listing
January 2019
1 Read

Thiol-Cyanobenzothiazole Ligation for the Efficient Preparation of Peptide-PNA Conjugates.

Bioconjug Chem 2019 Jan 31. Epub 2019 Jan 31.

Antisense oligonucleotide (ASO)-based drugs are emerging with great potential as therapeutic compounds for diseases with unmet medical needs. However, for ASOs to be effective as clinical entities, they should reach their intracellular RNA and DNA targets at pharmacologically relevant concentrations. Over the past decades, various covalently attached delivery vehicles have been utilized for intracellular delivery of ASOs. Read More

View Article

Download full-text PDF

Source
http://pubs.acs.org/doi/10.1021/acs.bioconjchem.8b00908
Publisher Site
http://dx.doi.org/10.1021/acs.bioconjchem.8b00908DOI Listing
January 2019
7 Reads

Anchor Peptide-Mediated Surface Immobilization of a Grubbs-Hoveyda-Type Catalyst for Ring-Opening Metathesis Polymerization.

Bioconjug Chem 2019 Jan 29. Epub 2019 Jan 29.

Institute of Biotechnology , RWTH Aachen University , Worringer Weg 3 , D-52074 Aachen , Germany.

Adhesion promoting peptides have been reported to enable efficient enzyme immobilization on various material surfaces. Here we report the first immobilization of a synthetic Grubbs-Hoveyda (GH) type catalyst on two different materials (silica and polypropylene). To this end, the GH catalyst was coupled to an engineered (F16C) variant of the adhesion promoting peptide LCI through thiol-maleimide "click" reaction. Read More

View Article

Download full-text PDF

Source
http://dx.doi.org/10.1021/acs.bioconjchem.8b00874DOI Listing
January 2019
2 Reads
4.513 Impact Factor

Targeting Fluorescent Nanodiamonds to Vascular Endothelial Growth Factor Receptors in Tumor.

Bioconjug Chem 2019 Jan 31. Epub 2019 Jan 31.

Adámas Nanotechnologies, Inc. , Raleigh , North Carolina 27617 , United States.

The increased expression of vascular endothelial growth factor (VEGF) and its receptors is associated with angiogenesis in a growing tumor, presenting potential targets for tumor-selective imaging by way of targeted tracers. Though fluorescent tracers are used for targeted in vivo imaging, the lack of photostability and biocompatibility of many current fluorophores hinder their use in several applications involving long-term, continuous imaging. To address these problems, fluorescent nanodiamonds (FNDs), which exhibit infinite photostability and excellent biocompatibility, were explored as fluorophores in tracers for targeting VEGF receptors in growing tumors. Read More

View Article

Download full-text PDF

Source
http://pubs.acs.org/doi/10.1021/acs.bioconjchem.8b00803
Publisher Site
http://dx.doi.org/10.1021/acs.bioconjchem.8b00803DOI Listing
January 2019
6 Reads

Nonpolymeric pH-Sensitive Carbon Dots for Treatment of Tumor.

Bioconjug Chem 2019 Jan 25. Epub 2019 Jan 25.

Department of Biotechnology , The Catholic University of Korea , 43 Jibong-ro , Bucheon-si , Gyeonggi-do 14662 , Republic of Korea.

Nonpolymer, pH-sensitive carbon dots (pSCDs) were developed to overcome the disadvantages of pH-sensitive polymers such as inevitable synthesis, wide distribution of molecular weight, uncontrolled loading and release rate of drugs, and toxicity by biodegradation. The pSCDs were synthesized via one spot synthesis for 3 min using citric acid (CA) and 1-(3-aminopropyl) imidazole (API). Imidazole groups were present on pSCD surfaces and facilitated DOX loading via hydrophobic interactions (loading efficiency: 78. Read More

View Article

Download full-text PDF

Source
http://dx.doi.org/10.1021/acs.bioconjchem.8b00813DOI Listing
January 2019
3 Reads

Genetically-encoded FapR-NLuc as a biosensor to determine malonyl-CoA in situ at subcellular scales.

Bioconjug Chem 2019 Jan 10. Epub 2019 Jan 10.

Malonyl-CoA is one of the key metabolic intermediates in fatty acid metabolism as well as a key player in protein posttranslational modifications. Detection of malonyl-CoA in live cells is challenging because of the lack of effective measuring tools. Here we developed a genetically-encoded biosensor, FapR-NLuc, by combining a malonyl-CoA responsive bacterial transcriptional factor, FapR, with an engineered luciferase, NanoLuciferase (NLuc). Read More

View Article

Download full-text PDF

Source
http://dx.doi.org/10.1021/acs.bioconjchem.8b00920DOI Listing
January 2019
1 Read

Strong inhibition of cholera toxin B subunit by affordable, polymer-based multivalent inhibitors.

Bioconjug Chem 2019 Jan 10. Epub 2019 Jan 10.

Cholera is a potentially fatal bacterial infection that affects a large number of people in the developing countries. It is caused by the cholera toxin (CT), an AB5 toxin secreted by Vibrio cholera. The toxin comprises of a toxic A-subunit and a pentameric B-subunit that binds to the intestinal cell surface. Read More

View Article

Download full-text PDF

Source
http://dx.doi.org/10.1021/acs.bioconjchem.8b00902DOI Listing
January 2019
1 Read

Peptide Nucleic Acid-Functionalized Adenoviral Vectors Targeting G-Quadruplexes in the P1 Promoter of Bcl-2 Proto-Oncogene: A New Tool for Gene Modulation in Anticancer Therapy.

Bioconjug Chem 2019 Jan 28. Epub 2019 Jan 28.

Department of Pharmacy , University of Naples Federico II , Via Domenico Montesano 49 , 80131 Naples , Italy.

The B-cell lymphoma 2 (Bcl-2) gene encodes for an antiapoptotic protein associated with the onset of many human tumors. Several oligonucleotides (ONs) and ON analogues are under study as potential tools to counteract the Bcl-2 expression. Among these are Peptide Nucleic Acids (PNAs). Read More

View Article

Download full-text PDF

Source
http://pubs.acs.org/doi/10.1021/acs.bioconjchem.8b00674
Publisher Site
http://dx.doi.org/10.1021/acs.bioconjchem.8b00674DOI Listing
January 2019
3 Reads

Blue Copper Peroxidase and Phthalocyanine Conjugate: Synthesis, Characterization, and Applications.

Authors:
Meltem Göksel

Bioconjug Chem 2019 Jan 31. Epub 2019 Jan 31.

Kocaeli University , Kosekoy Vocational School , P.O. Box 141, Kartepe , Kocaeli 41135 , Turkey.

Trametes versicolor can degrade bark as a source for carbon necessity. Therefore, it secretes lignin peroxidase, mangan peroxidase, and laccase. The laccase enzyme was produced in high yield at pH of 5 and glucose concentration of 10 g L. Read More

View Article

Download full-text PDF

Source
http://pubs.acs.org/doi/10.1021/acs.bioconjchem.8b00861
Publisher Site
http://dx.doi.org/10.1021/acs.bioconjchem.8b00861DOI Listing
January 2019
3 Reads

A Stable and Biocompatible Monodispersion of C60 in Water by Peptides.

Bioconjug Chem 2019 Jan 7. Epub 2019 Jan 7.

The lack of solubility in water and the formation of aggregates hamper many opportunities of technological ex-ploitation of C60. Here different peptides were designed and synthesized with the aim of dispersing monomo-lecularly C60 in water. Phenylalanines were used as recognizing moieties, able to interact with C60 through π-π stacking, while a varying number of glycines were used as spacers, to connect the two terminal phenylalanines. Read More

View Article

Download full-text PDF

Source
http://pubs.acs.org/doi/10.1021/acs.bioconjchem.8b00916
Publisher Site
http://dx.doi.org/10.1021/acs.bioconjchem.8b00916DOI Listing
January 2019
6 Reads

Bench to Bedside: Albumin Binders for Improved Cancer Radioligand Therapies.

Bioconjug Chem 2019 Jan 8. Epub 2019 Jan 8.

Radioligand therapy (RLT) relies on the use of pharmacophores to selectively deliver ionization energy to cancers to exert its tumoricidal effects. Cancer cells that are not directly targeted by a radioconjugate remain susceptible to RLT because of the crossfire effect. This is significant given the inter- and intra-heterogeneity of tumors. Read More

View Article

Download full-text PDF

Source
http://dx.doi.org/10.1021/acs.bioconjchem.8b00919DOI Listing
January 2019
1 Read

Targeted Subcellular Protein Delivery Using Cleavable Cyclic Cell-Penetrating Peptides.

Bioconjug Chem 2019 Feb 14;30(2):400-404. Epub 2019 Jan 14.

Leibniz-Forschungsinstitut für Molekulare Pharmakologie (FMP) , Robert-Rössle-Strasse 10 , 13125 Berlin , Germany.

The delivery of entire functional proteins into living cells is a long-sought goal in science. Cyclic cell-penetrating peptides (cCPPs) have proven themselves to be potent delivery vehicles to carry proteins upon conjugation into the cytosol of living cells with immediate bioavailability via a non-endosomal uptake pathway. With this strategy, we pursue the cytosolic delivery of mCherry, a medium-sized fluorescent protein. Read More

View Article

Download full-text PDF

Source
http://dx.doi.org/10.1021/acs.bioconjchem.8b00855DOI Listing
February 2019
2 Reads

A promising family of fluorescent water-soluble aza-BODIPY dyes for in vivo molecular imaging.

Bioconjug Chem 2019 Jan 7. Epub 2019 Jan 7.

A new family of water-soluble and bioconjugatable aza-BODIPY fluorophores was designed and synthesized using a boron- functionalization strategy. These dissymmetric bis-ammonium aza-BODIPY dyes present optimal properties for a fluorescent probe, i.e. Read More

View Article

Download full-text PDF

Source
http://pubs.acs.org/doi/10.1021/acs.bioconjchem.8b00795
Publisher Site
http://dx.doi.org/10.1021/acs.bioconjchem.8b00795DOI Listing
January 2019
2 Reads

Targeted Antibacterial Activity Guided by Bacteria-Specific Nitroreductase Catalytic Activation to Produce Ciprofloxacin.

Bioconjug Chem 2019 Jan 7. Epub 2019 Jan 7.

Fluoroquinolones (FQs) are among the front-line antibiotics used to treat severe infections caused by Gram-negative bacteria. However, recently due to toxicity concerns, their use has been severely restrict-ed. Hence, efforts to direct delivery of this antibiotic specifically to bacteria/site of infection are under-way. Read More

View Article

Download full-text PDF

Source
http://dx.doi.org/10.1021/acs.bioconjchem.8b00887DOI Listing
January 2019
1 Read

A Supramolecular Nanocarrier for Delivery of Amiodarone Anti-Arrhythmic Therapy to the Heart.

Bioconjug Chem 2019 Jan 7. Epub 2019 Jan 7.

Amiodarone is an effective anti-arrhythmic drug used to treat and prevent different types of cardiac arrhythmias. However, amiodarone can have considerable side effects resulting from accumulation in off-target tissues. Cardiac macrophages are highly prevalent tissue-resident immune cells with importance in homeostatic functions, including immune response and modulation of cardiac conduction. Read More

View Article

Download full-text PDF

Source
http://pubs.acs.org/doi/10.1021/acs.bioconjchem.8b00882
Publisher Site
http://dx.doi.org/10.1021/acs.bioconjchem.8b00882DOI Listing
January 2019
3 Reads

First examples of HS-releasing glycoconjugates: stereoselective synthesis and anticancer activities.

Bioconjug Chem 2019 Jan 4. Epub 2019 Jan 4.

HS-donors are currently emerging as promising therapeutic agents in a wide variety of pathologies, including tumors. Cancer cells are characterized by an enhanced uptake of sugars, such as glucose. Therefore, novel glycoconjugated HS-donors were synthesized, so that high concentrations of HS can be selectively achieved therein. Read More

View Article

Download full-text PDF

Source
http://dx.doi.org/10.1021/acs.bioconjchem.8b00808DOI Listing
January 2019
1 Read

Elucidating the structure-activity relationship of the pentaglutamic acid sequence of minigastrin with the cholecystokinin receptor subtype 2.

Bioconjug Chem 2019 Jan 4. Epub 2019 Jan 4.

Derivatized minigastrin analogues are a promising class of candidates to target the cholecystokinin receptor subtype 2 (CCK2R), which is overexpressed on cancer cells of various neuroendocrine tumors (NETs). The pentaglutamic acid sequence of minigastrin influences its biological properties. In particular, it plays a crucial role in the kidney reuptake mechanism. Read More

View Article

Download full-text PDF

Source
http://pubs.acs.org/doi/10.1021/acs.bioconjchem.8b00849
Publisher Site
http://dx.doi.org/10.1021/acs.bioconjchem.8b00849DOI Listing
January 2019
2 Reads

Bioconjugated Oligonucleotides: Recent Developments and Therapeutic Applications.

Bioconjug Chem 2019 Feb 29;30(2):366-383. Epub 2019 Jan 29.

Inserm U1212 , F-33076 Bordeaux , France.

Oligonucleotide-based agents have the potential to treat or cure almost any disease, and are one of the key therapeutic drug classes of the future. Bioconjugated oligonucleotides, a subset of this class, are emerging from basic research and being successfully translated to the clinic. In this Review, we first briefly describe two approaches for inhibiting specific genes using oligonucleotides-antisense DNA (ASO) and RNA interference (RNAi)-followed by a discussion on delivery to cells. Read More

View Article

Download full-text PDF

Source
http://pubs.acs.org/doi/10.1021/acs.bioconjchem.8b00761
Publisher Site
http://dx.doi.org/10.1021/acs.bioconjchem.8b00761DOI Listing
February 2019
23 Reads

Site-specific chemical conjugation of antibodies by using affinity peptide for the development of therapeutic antibody format.

Bioconjug Chem 2019 Jan 4. Epub 2019 Jan 4.

Artificially modified IgG molecules are increasingly utilized in industrial and clinical applications. In the present study, the method of chemical conjugation by affinity peptide (CCAP) for site-specific chemical modification has been developed by using a peptide that bound with high affinity to human IgG-Fc. This method enabled a rapid modification of a specific res-idue (Lys248 on Fc) in a one-step reaction under mild condition to form a stable amide bond between the peptide and Fc. Read More

View Article

Download full-text PDF

Source
http://dx.doi.org/10.1021/acs.bioconjchem.8b00865DOI Listing
January 2019
2 Reads

Enhancing the In Vitro and In Vivo Stabilities of Polymeric Nucleic Acid Delivery Nanosystems.

Bioconjug Chem 2019 Feb 28;30(2):325-337. Epub 2018 Dec 28.

Gene therapy holds great promise for various medical and biomedical applications. Nonviral gene delivery systems formed by cationic polymer and nucleic acids (e.g. Read More

View Article

Download full-text PDF

Source
http://pubs.acs.org/doi/10.1021/acs.bioconjchem.8b00749
Publisher Site
http://dx.doi.org/10.1021/acs.bioconjchem.8b00749DOI Listing
February 2019
7 Reads

Amphiphilic Glycopolypeptide Star Copolymer-based Crosslinked Nanocarriers for Targeted and Dual Stimuli-Responsive Drug Delivery.

Bioconjug Chem 2018 Dec 28. Epub 2018 Dec 28.

Glycopolypeptide-based nanocarriers are an attractive class of drug delivery vehicles due to the involvement of carbohydrates in receptor-mediated endocytosis process. To enhance their efficacy towards controlled and programmable drug delivery, we have prepared stable glycopolypeptide-based bioactive dual stimuli-responsive (redox and enzyme) micelles for delivery of anticancer drugs specifically to the cancer cells. Amphiphilic biocompatible miktoarm star copolymer, which comprises two hydrophobic poly(ε-caprolactone) blocks, a short poly(propargyl glycine) middle block and hydrophilic galactose glycopolypeptide block was designed and synthesized. Read More

View Article

Download full-text PDF

Source
http://dx.doi.org/10.1021/acs.bioconjchem.8b00831DOI Listing
December 2018
1 Read

Expeditious Synthesis of C-Glycosyl Barbiturate Ligands of Bacterial Lectins: From Monomer Design to Glycoclusters and Glycopolymers.

Bioconjug Chem 2019 Jan 10. Epub 2019 Jan 10.

Université Grenoble Alpes, CNRS, CERMAV , 38000 Grenoble , France.

The approach developed here offers a straightforward and efficient access to β- C-glycosyl barbiturate ligands, spanning from glycomimetics to multivalent C-neoglycoconjugates, with the aim of deciphering structural parameters impacting the binding to pathogenic lectins. We reinvestigated the Knoevenagel condensation of barbituratic acid on protecting-group free carbohydrates and successfully designed sodium and 5,5-disubstituted N, N-dimethyl barbiturate forms of D-galactose, L-fucose, melibiose, 2'-fucosyllactose, and maltose and evaluated their binding affinity by isothermal titration calorimetry with LecA (galactose-binding lectin) and LecB (fucose-binding lectin) from Pseudomonas aeruginosa and RSL (fucose-binding lectin) from Ralstonia solanacearum. The barbiturate ring was shown to be detrimental for binding to LecA ( K in mM range) and even more to LecB (noninteraction) while RSL is much more tolerant especially in the presence of an aromatic group ( K in μM range). Read More

View Article

Download full-text PDF

Source
http://dx.doi.org/10.1021/acs.bioconjchem.8b00847DOI Listing
January 2019
3 Reads