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Journal of Peptide Science: An Official Publication of the European Peptide Society

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https://www.readbyqxmd.com/read/27910178/snape-a-versatile-method-to-generate-multiplexed-protein-fusions-using-synthetic-linker-peptides-for-in-vitro-applications
#1
Veronika Ulrich, Max J Cryle
Understanding the structure and function of protein complexes and multi-domain proteins is highly important in biology, although the in vitro characterization of these systems is often complicated by their size or the transient nature of protein/protein interactions. To assist in the characterization of such protein complexes, we have developed a modular approach to fusion protein generation that relies upon Sortase-mediated and Native chemical ligation using synthetic Peptide linkers (SNaPe) to link two separately expressed proteins...
December 2, 2016: Journal of Peptide Science: An Official Publication of the European Peptide Society
https://www.readbyqxmd.com/read/27905156/kinetics-of-the-competitive-reactions-of-isomerization-and-peptide-bond-cleavage-at-l-%C3%AE-and-d-%C3%AE-aspartyl-residues-in-an-%C3%AE-a-crystallin-fragment
#2
Kenzo Aki, Emiko Okamura
d-β-aspartyl (Asp) residue has been found in a living body such as aged lens crystallin, although l-α-amino acids are constituents in natural proteins. Isomerization from l-α- to d-β-Asp probably modulates structures to affect biochemical reactions. At Asp residue, isomerization and peptide bond cleavage compete with each other. To gain insight into how fast each reaction proceeds, the analysis requires the consideration of both pathways simultaneously and independently. No information has been provided, however, about these competitive processes because each reaction has been studied separately...
December 1, 2016: Journal of Peptide Science: An Official Publication of the European Peptide Society
https://www.readbyqxmd.com/read/27878899/conformational-analysis-of-a-modified-rgd-adhesive-sequence
#3
Jordi Triguero, David Zanuy, Carlos Alemán
The conformational preferences of the Arg-GlE-Asp sequence, where GlE is an engineered amino acid bearing a 3,4-ethylenedioxythiophene (EDOT) ring as side group, have been determined combining density functional theory calculations with a well-established conformational search strategy. Although the Arg-GlE-Asp sequence was designed to prepare a conducting polymer-peptide conjugate with excellent electrochemical and bioadhesive properties, the behavior of such hybrid material as adhesive biointerface is improvable...
November 23, 2016: Journal of Peptide Science: An Official Publication of the European Peptide Society
https://www.readbyqxmd.com/read/27862650/synthesis-and-biological-activity-of-lipophilic-analogs-of-the-cationic-antimicrobial-active-peptide-anoplin
#4
Kostas Chionis, Dimitrios Krikorian, Anna-Irini Koukkou, Maria Sakarellos-Daitsiotis, Eugenia Panou-Pomonis
Anoplin is a short natural cationic antimicrobial peptide which is derived from the venom sac of the solitary wasp, Anoplius samariensis. Due to its short sequence G(1) LLKR(5) IKT(8) LL-NH2 , it is ideal for research tests. In this study, novel analogs of anoplin were prepared and examined for their antimicrobial, hemolytic activity, and proteolytic stability. Specific substitutions were introduced in amino acids Gly(1) , Arg(5) , and Thr(8) and lipophilic groups with different lengths in the N-terminus in order to investigate how these modifications affect their antimicrobial activity...
November 15, 2016: Journal of Peptide Science: An Official Publication of the European Peptide Society
https://www.readbyqxmd.com/read/27862624/gadolinium-containing-telechelic-peg-polymers-end-capped-by-di-phenylalanine-motives-as-potential-supramolecular-mri-contrast-agents
#5
Carlo Diaferia, Eliana Gianolio, Antonella Accardo, Giancarlo Morelli
Telechelic PEG-polymers end-capped by diphenylalanine (FF) motives and containing a DOTA-Gd complex, bound on a lysine side chain at the centre of peptide moiety, are studied for their assembling properties and for the relaxometric behavior. The observed variations in terms of relaxivity are correlated to the assembling properties of the aggregates by using several techniques: fluorescence, Circular Dichroism (CD) and Fourier Transform Infrared (FTIR) for aggregation tendency and secondary structure determination; Dynamic Light Scattering (DLS) and Transmission Electron Microscopy (TEM) for morphological definition...
November 15, 2016: Journal of Peptide Science: An Official Publication of the European Peptide Society
https://www.readbyqxmd.com/read/27862690/light-driven-topochemical-polymerization-under-organogel-conditions-of-a-symmetrical-dipeptide-diacetylene-system
#6
Daniela Mazzier, Dario Mosconi, Giulia Marafon, Aikebaier Reheman, Claudio Toniolo, Alessandro Moretto
A symmetrical dipeptide-based diacetylene system (DAs) was found to be able to self-assemble in dichloromethane and to form a compact fiber network which resulted in a stable organogel. As a consequence of the organogel formation, we explored the possibility to run a light-induced topochemical polymerization. This is a typical reaction of ordered diacetylene moieties taking advantage from their organized packing mode resulting from fiber formation. Evidence for the generation of peptide-based polydiacetylenes is provided by Raman, UV-Vis, and CD spectroscopies and a set of microscopic techniques...
November 14, 2016: Journal of Peptide Science: An Official Publication of the European Peptide Society
https://www.readbyqxmd.com/read/27862637/weighing-biointeractions-between-fibrin-ogen-and-clot-binding-peptides-using-microcantilever-sensors
#7
Anna Puiggalí-Jou, Luis J Del Valle, Carlos Alemán, Maria M Pérez-Madrigal
Peptides homing tumor vasculature are considered promising molecular imaging agents for cancer detection at an early stage. In addition to their high binding affinity, improved tissue penetrating ability, and low immunogenicity, they can deliver targeted anticancer drugs, thus expanding therapeutic treatments. Among those, CREKA, a linear peptide that specifically binds to clotted-plasma proteins in tumor vessels, has been recently employed to design bioactive systems able to target different cancer types. Within this context, this paper explores the biorecognition event between CR(NMe)EKA, an engineered CREKA-analog bearing a noncoded amino acid (N-methyl-Glu) that is responsible for its enhanced activity, and clotted-plasma proteins (fibrin and fibrinogen) by nanomechanical detection...
November 14, 2016: Journal of Peptide Science: An Official Publication of the European Peptide Society
https://www.readbyqxmd.com/read/27862720/antitumor-activity-of-opiorphin-sialorphin-and-their-conjugates-with-a-peptide-klaklakklaklak
#8
Elżbieta Kamysz, Ryszard Smolarczyk, Tomasz Cichoń, Magdalena Jarosz-Biej, Emilia Sikorska, Małgorzata Sobocińska, Maciej Jaśkiewicz, Wojciech Kamysz
This is the study on the effect of opiorphin, sialorphin and their analogs on antitumor activity. We demonstrated that conjugation of opiorphin and sialorphin with a proapoptotic, antimicrobial peptide klak (klaklakklaklak) led to compounds (opio-klak and sialo-klak) that were cytotoxic against cancer cells (LN18, PC3, A549, HCT116 and B10-F16) in the MTT test. The conjugated analogs were designed to increase the effectiveness of the peptide. The opio-klak derivative was the most effective in the in vitro assays and led to a decrease in viability of cancer cells over time as compared with that of untreated controls...
November 9, 2016: Journal of Peptide Science: An Official Publication of the European Peptide Society
https://www.readbyqxmd.com/read/27766741/development-of-lipopolysaccharide-mimicking-peptides-and-their-immunoprotectivity-against-vibrio-cholerae-serogroup-o1
#9
Fatemeh Mohammad Pour Ghazi, Seyed Latif Mousavi Gargari
Vibrio cholerae serogroup O1 is the main causative agent of cholera diseases defined by life threatening rice watery diarrhea. Cholera routine vaccination has failed in controlling epidemics in developing countries because of their hard and expensive production. In this study, our aim was to investigate phage displayed mimotopes that could mimic V. cholerae lipopolysaccharide (LPS). Although LPS of Vibrio, as an endotoxin, can stimulate the immune system, thereby making it a suitable candidate for cholera vaccine, its toxicity remains as a main problem...
October 21, 2016: Journal of Peptide Science: An Official Publication of the European Peptide Society
https://www.readbyqxmd.com/read/27761972/suppressing-the-epimerization-of-endothioamide-peptides-during-fmoc-t-bu-based-solid-phase-peptide-synthesis
#10
Somnath Mukherjee, Jayanta Chatterjee
Despite a number of intriguing utilities associated with thioamide-containing peptides and proteins in the context of biophysics, pharmacology and chemical biology, it has hitherto remained as one of the underexplored territories of peptidomimetics. The synthesis of long mono to multiply substituted endothioamide peptides is invariably accompanied with severe epimerization, oxoamide formation and various other undesired side reactions, resulting in messy product profiles. This has completely restrained their use as novel chemical tools for biological studies...
October 20, 2016: Journal of Peptide Science: An Official Publication of the European Peptide Society
https://www.readbyqxmd.com/read/27739236/collagen-and-keratin-polypeptide-models-for-assessing-the-natural-and-artificial-protein-decay-of-organic-materials
#11
Evmorfia Fotou, Maria Sakarellos-Daitsiotis, Eleni Ioakeimoglou, Eleni Tziamourani, Ekaterini Malea, George Panayiaris, Eugenia Panou-Pomonis
Among the materials constituting the natural and cultural heritage, organic materials of proteinaceous origin as bone (collagen), parchment and woolen textiles (keratin) are the most susceptible to damage and decay because of their exposure to air pollution, inappropriate values of ambient temperature, humidity and light. Aiming at contributing to the development of a reliable and reproducible immunoassay for the evaluation of collagen and keratin decay, three polypeptide models of these proteins were designed, synthesized and studied...
October 14, 2016: Journal of Peptide Science: An Official Publication of the European Peptide Society
https://www.readbyqxmd.com/read/27739168/the-heparin-binding-domain-of-hb-egf-as-an-efficient-cell-penetrating-peptide-for-drug-delivery
#12
Zhao Luo, Xue-Wei Cao, Chen Li, Miao-Dan Wu, Xu-Zhong Yang, Jian Zhao, Fu-Jun Wang
Cell-penetrating peptides (CPPs) have been shown to be potential drug carriers for cancer therapy. The inherently low immunogenicity and cytotoxicity of human-derived CPPs make them more suitable for intracellular drug delivery compared to other delivery vehicles. In this work, the protein transduction ability of a novel CPP (termed HBP) derived from the heparin-binding domain of HB-EGF was evaluated. Our data shows, for the first time, that HBP possesses similar properties to typical CPPs and is a potent drug delivery vector for improving the antitumor activity of impermeable MAP30...
October 14, 2016: Journal of Peptide Science: An Official Publication of the European Peptide Society
https://www.readbyqxmd.com/read/27723168/immune-activation-with-peptide-assemblies-carrying-lewis-y-tumor-associated-carbohydrate-antigen
#13
Yuji Yamazaki, Naoki Watabe, Hiroaki Obata, Eri Hara, Masashi Ohmae, Shunsaku Kimura
Molecular assemblies varying morphologies in a wide range from spherical micelle, nanosheet, curved sheet, nanotube and vesicle were prepared and loaded with Lewis y (Le(y) ) tumor-associated carbohydrate antigen on the assembly surface. The molecular assemblies were composed of poly(sarcosine)m -block-poly(L-lactic acid)30 (m = 15 or 50, Lactosome), poly(sarcosine)m -block-(D/L-Leu-Aib)n (m = 22 or 30, n = 6 or 8) and their combinations. The molecular assemblies carrying Le(y) on the surface were administered in BALB/c nu/nu mice...
October 10, 2016: Journal of Peptide Science: An Official Publication of the European Peptide Society
https://www.readbyqxmd.com/read/27699916/design-of-peptidase-resistant-peptide-inhibitors-of-myosin-light-chain-kinase
#14
Asker Y Khapchaev, Olga A Kazakova, Mikhail V Samsonov, Maria V Sidorova, Valery N Bushuev, Elena L Vilitkevich, Andrey A Az'muko, Alexander S Molokoedov, Zhanna D Bespalova, Vladimir P Shirinsky
Myosin light chain kinase (MLCK) is a key regulator of various forms of cell motility including smooth muscle contraction, cell migration, cytokinesis, receptor capping, secretion, etc. Inhibition of MLCK activity in endothelial and epithelial monolayers using cell-permeant peptide Arg-Lys-Lys-Tyr-Lys-Tyr-Arg-Arg-Lys (PIK, Peptide Inhibitor of Kinase) allows protecting the barrier capacity, suggesting a potential medical use of PIK. However, low stability of L-PIK in a biological milieu prompts for development of more stable L-PIK analogues for use as experimental tools in basic and drug-oriented biomedical research...
October 4, 2016: Journal of Peptide Science: An Official Publication of the European Peptide Society
https://www.readbyqxmd.com/read/27699914/oxime-ligation-in-acetic-acid-efficient-synthesis-of-aminooxy-peptide-conjugates
#15
Pavel S Chelushkin, Maria V Leko, Marina Yu Dorosh, Sergey V Burov
Oxime ligation is a powerful tool in various bioconjugation strategies. Nevertheless, high reaction rates and quantitative yields are typically reported for aldehyde-derived compounds. In contrary, keto groups react much slower, with quantitative yields achieved at 5 h for low-molecular weight compounds and more than 15 h for polymers or dendrimers. In this communication, we report that oxime ligation proceeds rapidly with quantitative (>95%) conversion within 1.5-2 h in pure acetic acid. The practical utility of suggested technique is illustrated by the synthesis of peptide-steroid and peptide-polymer conjugates of model aminooxy-peptides...
October 4, 2016: Journal of Peptide Science: An Official Publication of the European Peptide Society
https://www.readbyqxmd.com/read/27723187/hydrophobic-and-electrostatic-interactions-between-cell-penetrating-peptides-and-plasmid-dna-are-important-for-stable-non-covalent-complexation-and-intracellular-delivery
#16
Archana Upadhya, Preeti C Sangave
Cell penetrating peptides are useful tools for intracellular delivery of nucleic acids. Delivery of plasmid DNA, a large nucleic acid, poses a challenge for peptide mediated transport. The paper investigates and compares efficacy of five novel peptide designs for complexation of plasmid DNA and subsequent delivery into cells. The peptides were designed to contain reported DNA condensing agents and basic cell penetrating sequences, octa-arginine (R8 ) and CHK6 HC coupled to cell penetration accelerating peptides such as Bax inhibitory mutant peptide (KLPVM) and a peptide derived from the Kaposi fibroblast growth factor (kFGF) membrane translocating sequence...
October 2016: Journal of Peptide Science: An Official Publication of the European Peptide Society
https://www.readbyqxmd.com/read/27580849/comparative-studies-of-adhesion-peptides-based-on-l-or-d-amino-acids
#17
Sergey Nikitin, Daniel Palmer, Morten Meldal, Frederik Diness
Detailed studies comparing solid-supported l- or d-amino acid adhesion peptides based on the sequence KLHRIRA were performed. Stability towards proteases and levels of cellular adhesion to the otherwise inert surface of PEGA resin were compared by using fluorescently labelled peptides. A clear difference in the peptide stability towards cleavage by subtilisin, trypsin, or papain was observed. However, all of the on-bead peptides provided an optimal surface for cell adhesion and proliferation. In long-term experiments, these properties were still found to be similar on the resins modified either with l- or with d-amino acids and unaffected by the nature of their fluorescence labelling at either terminus...
October 2016: Journal of Peptide Science: An Official Publication of the European Peptide Society
https://www.readbyqxmd.com/read/27578420/synthesis-and-characterization-of-%C3%AE-peptide-helices-as-transmembrane-domains-in-lipid-model-membranes
#18
Denis M Pahlke, Ulf Diederichsen
Aggregation, orientation and dynamics of transmembrane helices are of relevance for protein function and transmembrane signaling. To explore the interactions of transmembrane helices and the interdependence of peptide structure and lipid composition of the membranes, β-peptides were explored as model transmembrane domains. Various hydrophobic β-peptide sequences were synthesized by solid phase peptide synthesis. Conformational analyses of β-peptide helices were performed in organic solvents (methanol and 2,2,2-trifluoroethanol) and in large unilamellar liposomes (dimyristoylphosphatidylcholine, dipalmitoylphosphatidylcholine and dioleoylphosphatidylcholine) indicating 12- and 14-helix conformations, depending on β(3) -amino acid sequences...
October 2016: Journal of Peptide Science: An Official Publication of the European Peptide Society
https://www.readbyqxmd.com/read/27506561/novel-pentapeptide-palal-derived-from-a-bony-fish-elicits-contraction-of-the-muscle-in-starfish-patiria-pectinifera
#19
Hye-Jin Go, Chan-Hee Kim, Hye Young Oh, Nam Gyu Park
A bioactive peptide mimicking peptide-signaling molecules has been isolated from the skin extract of fish Channa argus which caused contraction of the apical muscle of a starfish Patiria pectinifera, a deuterostomian invertebrate. The primary structure of the isolated pentapeptide comprises amino acid sequence of H-Pro-Ala-Leu-Ala-Leu-OH (PALAL) with a molecular mass of 483.7 Da. Pharmacological activity of PALAL, dosage ranging from 10(-9) to 10(-5) M, revealed concentration-dependent contraction of the apical muscles of P...
October 2016: Journal of Peptide Science: An Official Publication of the European Peptide Society
https://www.readbyqxmd.com/read/27501347/microwave-assisted-cleavage-of-alloc-and-allyl-ester-protecting-groups-in-solid-phase-peptide-synthesis
#20
Krista R Wilson, Seth Sedberry, Robyn Pescatore, Daniel Vinton, Brian Love, Sarah Ballard, Bradley C Wham, Stacy K Hutchison, Eric J Williamson
Orthogonal protection of amino acid side chains in solid phase peptide synthesis allows for selective deprotection of side chains and the formation of cyclic peptides on resin. Cyclizations are useful as they may improve the activity of the peptide or improve the metabolic stability of peptides in vivo. One cyclization method often used is the formation of a lactam bridge between an amine and a carboxylic acid. It is desirable to perform the cyclization on resin as opposed to in solution to avoid unwanted side reactions; therefore, a common strategy is to use -Alloc and -OAllyl protecting groups as they are compatible with Fmoc solid phase peptide synthesis conditions...
October 2016: Journal of Peptide Science: An Official Publication of the European Peptide Society
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