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Yi He et al.
Organic letters, 8(12), 2483-2485 (2006-06-02)
N-Acylsulfonamide safety-catch linkers are versatile tools in solid-phase organic synthesis because of their stability. This stability necessitates linker activation prior to compound cleavage. Here, we demonstrate that the N-acylsulfonamide group can react with a pi-allyl palladium complex and that these...
Pavla Simerska et al.
Drug delivery and translational research, 4(3), 246-255 (2015-03-20)
Peptide-based vaccine delivery can be hampered by rapid peptidase activity and poor inherent immunogenicity. The self-adjuvanting lipid core peptide system (LCP) has been shown to confer improved stability and immunogenicity on peptide epitopes of group A Streptococcus, Chlamydia, hookworm, and...
Sevnur Serim et al.
Organic & biomolecular chemistry, 13(8), 2293-2299 (2015-01-03)
Activity-based probes (ABPs) are powerful tools for the analysis of active enzyme species in whole proteomes, cells or animals. Quenched fluorescent ABPs (qABPs) can be applied for real time imaging, allowing the visualization of dynamic enzyme activation by fluorescent microscopy....
Paul W R Harris et al.
Biopolymers, 104(2), 116-127 (2015-02-07)
The cancer protein NY-ESO-1 has been shown to be one of the most promising vaccine candidates although little is known about its cellular function. Using a chemical protein strategy, the 180 amino acid polypeptide, tagged with an arginine solubilizing tail...
Jae H Park et al.
Journal of medicinal chemistry, 57(15), 6623-6631 (2014-07-16)
The aqueous solution structure of protoxin II (ProTx II) indicated that the toxin comprises a well-defined inhibitor cystine knot (ICK) backbone region and a flexible C-terminal tail region, similar to previously described NaSpTx III tarantula toxins. In the present study...
Veronika Mäde et al.
ChemMedChem, 9(11), 2463-2474 (2014-08-27)
Pancreatic polypeptide (PP) is a satiety-inducing gut hormone targeting predominantly the Y4 receptor within the neuropeptide Y multiligand/multireceptor family. Palmitoylated PP-based ligands have already been reported to exert prolonged satiety-inducing effects in animal models. Here, we suggest that other lipidation...
Pept., Proceedings of the European Peptide Symposium., ed. U. Ragnarrson, 27, 272-273 (2002)
Scott H Medina et al.
Journal of controlled release : official journal of the Controlled Release Society, 209, 317-326 (2015-05-17)
Many lead molecules identified in drug discovery campaigns are eliminated from consideration due to poor solubility and low cell permeability. These orphaned molecules could have clinical value if solubilized and delivered properly. SVS-1 is a de novo designed peptide that...
John R Horsley et al.
Journal of the American Chemical Society, 136(35), 12479-12488 (2014-08-15)
Electrochemical studies are reported on a series of peptides constrained into either a 310-helix (1-6) or β-strand (7-9) conformation, with variable numbers of electron rich alkene containing side chains. Peptides (1 and 2) and (7 and 8) are further constrained...
Anders Bach et al.
Scientific reports, 5, 12157-12157 (2015-07-17)
ZL006 and IC87201 have been presented as efficient inhibitors of the nNOS/PSD-95 protein-protein interaction and shown great promise in cellular experiments and animal models of ischemic stroke and pain. Here, we investigate the proposed mechanism of action of ZL006 and...
Meital Bloch et al.
International journal of pharmaceutics, 478(2), 504-516 (2014-12-02)
To increase colonoscopy capability to discriminate benign from malignant polyps, we suggest combining two imaging approaches based on targeted polymeric platforms. Water-soluble cationized polyacrylamide (CPAA) was tagged with the near infrared (NIR) dye IR-783-S-Ph-COOH to form Flu-CPAA. The recognition peptide...
Isidore E Decostaire et al.
Organic & biomolecular chemistry, 12(29), 5536-5543 (2014-06-24)
Peptide-based complex biomacromolecules are now optimally assembled by sequential ligation of unprotected peptide segments. However, this approach is still limited by the laborious chromatographic purification and handling steps needed for multiple successive chemoselective couplings, which leads to loss of material....
Sara Bobone et al.
Biopolymers, 104(5), 521-532 (2015-05-15)
Total syntheses and complete characterizations of singly substituted PheCN -based analogs of alamethicin AlaP, which is active on model and natural membranes, and the TM peptide, which inserts in a transmembrane orientation in lipid bilayers, are reported. The syntheses of...
Mazen Jamous et al.
Nuclear medicine and biology, 41(6), 464-470 (2014-05-02)
The gastrin-releasing peptide receptor (GRPR) was shown to be expressed with high density on several types of cancers. Radiolabeled peptides for imaging and targeted radionuclide therapy have been developed. In this study, we evaluated the potential of statine-based bombesin antagonists...
Nicholas P Clayton et al.
Molecular therapy. Nucleic acids, 3, e206-e206 (2014-10-29)
Pompe disease is an autosomal recessive disorder caused by a deficiency of acid α-glucosidase (GAA; EC and the resultant progressive lysosomal accumulation of glycogen in skeletal and cardiac muscles. Enzyme replacement therapy using recombinant human GAA (rhGAA) has proven...
May Lee Low et al.
Bioconjugate chemistry, 25(12), 2269-2284 (2014-11-11)
A new series of six Schiff bases derived from S-methyldithiocarbazate (SMDTC) and S-benzyldithiocarbazate (SBDTC) with methyl levulinate (SMML, SBML), levulinic acid (SMLA, SBLA), and 4-carboxybenzaldehyde (SM4CB, SB4CB) were reacted with copper(II), producing complexes of general formula ML2 (M = Cu(II)...
Alessandro Pratesi et al.
Organic & biomolecular chemistry, 13(13), 3988-4001 (2015-02-28)
Chemical modifications of the biotin carrier in pretargeted avidin–biotin radionuclide therapy may be of paramount importance for tuning the amount of the radioactivity delivered to cancer cells by labelled biotins. We report here the synthesis of a collection of new...
Christopher Aronsson et al.
Scientific reports, 5, 14063-14063 (2015-09-16)
Coiled coils with defined assembly properties and dissociation constants are highly attractive components in synthetic biology and for fabrication of peptide-based hybrid nanomaterials and nanostructures. Complex assemblies based on multiple different peptides typically require orthogonal peptides obtained by negative design....
Albish K Paul et al.
Photochemistry and photobiology, 91(6), 1348-1355 (2015-10-24)
Synthesis, photophysical and metal ion recognition properties of a series of amino acid-linked free-base and Zn-porphyrin derivatives (5-9) are reported. These porphyrin derivatives showed favorable photophysical properties including high molar extinction coefficients (>1 × 10(5) m(-1) cm(-1) for the Soret...
Jennifer Morris et al.
Molecular human reproduction, 21(7), 563-570 (2015-04-18)
Previous work has provided evidence for involvement of store-operated channels (SOCs) in [Ca(2+)]i signalling of human sperm, including a contribution to the transient [Ca(2+)]i elevation that occurs upon activation of CatSper, a sperm-specific cation channel localized to the flagellum, by...
Philippe Massonnet et al.
Analytical chemistry, 87(10), 5240-5246 (2015-04-29)
Disulfide bonds are post-translational modifications (PTMs) often found in peptides and proteins. They increase their stability toward enzymatic degradations and provide the structure and (consequently) the activity of such folded proteins. The characterization of disulfide patterns, i.e., the cysteine connectivity...
Monica Benincasa et al.
European journal of medicinal chemistry, 95, 210-219 (2015-03-31)
The proline-rich antibacterial peptide Bac7(1-35) protects mice against Salmonella typhimurium infection, despite its rapid clearance. To overcome this problem the peptide was linked to a polyethylene glycol (PEG) molecule either via a cleavable ester bond or via a non-hydrolysable amide...
Xinning Wang et al.
Molecular cancer therapeutics, 13(11), 2595-2606 (2014-09-23)
Prostate cancer is the most common noncutaneous malignancy affecting men in North America. Radical prostatectomy remains a definitive treatment for prostate cancer. However, prostate surgeries are still performed "blindly" with the extent of tumor infiltration past the margins of the...
Daryn Goodwin et al.
Pharmaceutical research, 32(5), 1570-1584 (2014-11-20)
In this study we aimed to address the poor drug-like properties of Gonadotropin-Releasing Hormone (GnRH) peptide through modification with lipids and carbohydrates. GnRH peptide was conjugated to 2-amino-D,L-octanoic acid (C8) and 2-amino-D,L-dodecanoic acid (C12) in monomer and dimer, along with...
Poonam Saraf et al.
Pharmaceutical research, 32(9), 3087-3101 (2015-06-13)
The objective of this work was to compare the efficacy of self-assembling cyclic and linear RGD peptide amphiphiles as carriers for delivering paclitaxel to αvβ3 integrin overexpressing tumors. Linear (C18-ADA5-RGD) and cyclic (C18-ADA5-cRGDfK) peptide amphiphiles were synthesized and characterized for...
Delphine Knittel et al.
Journal of immunology (Baltimore, Md. : 1950), 194(8), 3601-3611 (2015-03-11)
Heparan sulfate proteoglycans (HSPGs) are ubiquitously expressed molecules that participate in numerous biological processes. We previously showed that HSPGs expressed on the surface of APCs can serve as receptors for a hybrid protein containing an HS ligand and an Ag...
J. Prakt. Chem./Chem.-Ztg., 340, 581-583 (1998)
Daryn Goodwin et al.
Bioorganic & medicinal chemistry, 22(17), 4848-4854 (2014-07-26)
Active immunisation against gonadotropin releasing hormone (GnRH) is a potential alternative to surgical castration. This study focused on the development of a GnRH subunit lipopeptide vaccine. A library of vaccine candidates that contained one or more (up to eight) copies...
Lett. Pept. Sci., 9, 119-123 (2003)
Marco Gerdol et al.
Genome biology and evolution, 7(8), 2203-2219 (2015-07-24)
We report the identification of a novel gene family (named MgCRP-I) encoding short secreted cysteine-rich peptides in the Mediterranean mussel Mytilus galloprovincialis. These peptides display a highly conserved pre-pro region and a hypervariable mature peptide comprising six invariant cysteine residues...
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