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https://www.readbyqxmd.com/read/28318942/cyclic-mu-opioid-receptor-ligands-containing-multiple-n-methylated-amino-acid-residues
#1
Anna Adamska-Bartłomiejczyk, Anna Janecka, Márton Richárd Szabó, Maria Camilla Cerlesi, Girolamo Calo, Alicja Kluczyk, Csaba Tömböly, Attila Borics
In this study we report the in vitro activities of four cyclic opioid peptides with various sequence length/macrocycle size and N-methylamino acid residue content. N-Methylated amino acids were incorporated and cyclization was employed to enhance conformational rigidity to various extent. The effect of such modifications on ligand structure and binding properties were studied. The pentapeptide containing one endocyclic and one exocyclic N-methylated amino acid displayed the highest affinity to the mu-opioid receptor...
March 7, 2017: Bioorganic & Medicinal Chemistry Letters
https://www.readbyqxmd.com/read/28303616/bike-peptides-a-ride-through-the-membrane
#2
Júlia García-Pindado, Soledad Royo, Meritxell Teixidó, Ernest Giralt
Several natural peptides have a biaryl or biaryl ether motif in their biologically active structures. A model bicyclic pentapeptide containing a biaryl bridge has been synthesized by solid-phase peptide synthesis combining on-resin Suzuki and Miyaura cross-coupling reactions. Its biological properties in terms of permeability, stability and cytotoxicity have been studied, demonstrating the positive contribution of the biaryl bridge, excellent membrane penetration and serum stability Copyright © 2017 European Peptide Society and John Wiley & Sons, Ltd...
March 16, 2017: Journal of Peptide Science: An Official Publication of the European Peptide Society
https://www.readbyqxmd.com/read/28287429/d-amino-acid-position-influences-the-anticancer-activity-of-galaxamide-analogs-an-apoptotic-mechanism-study
#3
Defa Bai, Siming Yu, Shenghui Zhong, Bingxin Zhao, Shaoling Qiu, Jianwei Chen, Jignesh Lunagariya, Xiaojian Liao, Shihai Xu
Galaxamide, an extract from Galaxaura filamentosa, is a cyclic pentapeptide containing five l-leucines. Due to the particular cyclic structure and the excellent anticancer activity, synthesis of Galaxamide and its analogs and their subsequent bio-applications have attracted great attention. In the present work, we synthesized six Galaxamide analogs by replacing one of the l-leucines with phenylalanine and varying the d-amino acid position. The anticancer effect of the synthesized Galaxamide analogs was tested against four in vitro human cancer cell lines, human hepatocellular cells (HepG₂), human breast cancer cell (MCF-7), human breast adenocarcinoma cells (MDA-MB-435) and a human cervical carcinoma cell line (Hela)...
March 10, 2017: International Journal of Molecular Sciences
https://www.readbyqxmd.com/read/28280373/effect-of-a-small-molecule-lipid-ii-binder-on-bacterial-cell-wall-stress
#4
Jakob Malin, Amol C Shetty, Sean C Daugherty, Erik Ph de Leeuw
We have recently identified small molecule compounds that act as binders of Lipid II, an essential precursor of bacterial cell wall biosynthesis. Lipid II comprised a hydrophilic head group that includes a peptidoglycan subunit composed of N-acetylglucosamine (GlcNAc) and N-acetylmuramic acid (MurNAc) coupled to a short pentapeptide moiety. This headgroup is coupled to a long bactoprenol chain via a pyrophosphate group. Here, we report on the cell wall activity relationship of dimethyl-3-methyl(phenyl)amino-ethenylcyclohexylidene-propenyl-3-ethyl-1,3-benzothiazolium iodide (compound 5107930) obtained by functional and genetic analyses...
2017: Infection and Drug Resistance
https://www.readbyqxmd.com/read/28275110/acute-effects-of-n-terminal-progastrin-fragments-on-gastric-acid-secretion-in-man
#5
Jens P Goetze, Carsten P Hansen, Jens F Rehfeld
We previously identified an N-terminal fragment of progastrin in human antrum and plasma, where it circulates in high concentrations. In this study, we examined the effects of N-terminal progastrin fragments on gastric acid secretion by infusion in healthy individuals. Increasing doses of progastrin fragment 1-35 were infused intravenously during constant gastric acid stimulation by gastrin-17. In addition, the effects of progastrin fragment 1-35, fragment 6-35, and fragment 1-19 on gastrin-17 stimulated acid secretion were tested...
March 2017: Physiological Reports
https://www.readbyqxmd.com/read/28248311/sansanmycin-natural-product-analogues-as-potent-and-selective-anti-mycobacterials-that-inhibit-lipid-i-biosynthesis
#6
Anh T Tran, Emma E Watson, Venugopal Pujari, Trent Conroy, Luke J Dowman, Andrew M Giltrap, Angel Pang, Weng Ruh Wong, Roger G Linington, Sebabrata Mahapatra, Jessica Saunders, Susan A Charman, Nicholas P West, Timothy D H Bugg, Julie Tod, Christopher G Dowson, David I Roper, Dean C Crick, Warwick J Britton, Richard J Payne
Tuberculosis (TB) is responsible for enormous global morbidity and mortality, and current treatment regimens rely on the use of drugs that have been in use for more than 40 years. Owing to widespread resistance to these therapies, new drugs are desperately needed to control the TB disease burden. Herein, we describe the rapid synthesis of analogues of the sansanmycin uridylpeptide natural products that represent promising new TB drug leads. The compounds exhibit potent and selective inhibition of Mycobacterium tuberculosis, the etiological agent of TB, both in vitro and intracellularly...
March 1, 2017: Nature Communications
https://www.readbyqxmd.com/read/28241893/parasitism-as-the-main-factor-shaping-peptide-vocabularies-in-current-organisms
#7
Michaela Zemková, Daniel Zahradník, Martin Mokrejš, Jaroslav Flegr
Self/non-self-discrimination by vertebrate immune systems is based on the recognition of the presence of peptides in proteins of a parasite that are not contained in the proteins of a host. Therefore, a reduction of the number of 'words' in its own peptide vocabulary could be an efficient evolutionary strategy of parasites for escaping recognition. Here, we compared peptide vocabularies of 30 endoparasitic and 17 free-living unicellular organisms and also eight multicellular parasitic and 16 multicellular free-living organisms...
February 28, 2017: Parasitology
https://www.readbyqxmd.com/read/28230109/pentose-sugars-inhibit-metabolism-and-increase-expression-of-an-agrd-type-cyclic-pentapeptide-in-clostridium-thermocellum
#8
Tobin J Verbeke, Richard J Giannone, Dawn M Klingeman, Nancy L Engle, Thomas Rydzak, Adam M Guss, Timothy J Tschaplinski, Steven D Brown, Robert L Hettich, James G Elkins
Clostridium thermocellum could potentially be used as a microbial biocatalyst to produce renewable fuels directly from lignocellulosic biomass due to its ability to rapidly solubilize plant cell walls. While the organism readily ferments sugars derived from cellulose, pentose sugars from xylan are not metabolized. Here, we show that non-fermentable pentoses inhibit growth and end-product formation during fermentation of cellulose-derived sugars. Metabolomic experiments confirmed that xylose is transported intracellularly and reduced to the dead-end metabolite xylitol...
February 23, 2017: Scientific Reports
https://www.readbyqxmd.com/read/28134244/bacillus-subtilis-biofilm-extends-caenorhabditis-elegans-longevity-through-downregulation-of-the-insulin-like-signalling-pathway
#9
Verónica Donato, Facundo Rodríguez Ayala, Sebastián Cogliati, Carlos Bauman, Juan Gabriel Costa, Cecilia Leñini, Roberto Grau
Beneficial bacteria have been shown to affect host longevity, but the molecular mechanisms mediating such effects remain largely unclear. Here we show that formation of Bacillus subtilis biofilms increases Caenorhabditis elegans lifespan. Biofilm-proficient B. subtilis colonizes the C. elegans gut and extends worm lifespan more than biofilm-deficient isogenic strains. Two molecules produced by B. subtilis - the quorum-sensing pentapeptide CSF and nitric oxide (NO) - are sufficient to extend C. elegans longevity...
January 30, 2017: Nature Communications
https://www.readbyqxmd.com/read/28118510/pentapeptide-rich-peptidoglycan-at-the-bacillus-subtilis-cell-division-site
#10
Danae Morales Angeles, Yun Liu, Alwin M Hartman, Marina Borisova, Anabela de Sousa Borges, Niels de Kok, Katrin Beilharz, Jan-Willem Veening, Christoph Mayer, Anna K H Hirsch, Dirk-Jan Scheffers
Peptidoglycan (PG), the major component of the bacterial cell wall, is one large macromolecule. To allow for the different curvatures of PG at cell poles and division sites, there must be local differences in PG architecture and eventually also chemistry. Here we report such local differences in the Gram-positive rod-shaped model organism Bacillus subtilis. Single-cell analysis after antibiotic treatment and labeling of the cell wall with a fluorescent analogue of vancomycin or the fluorescent D-amino acid analogue (FDAA) HCC-amino-D-alanine revealed that PG at the septum contains muropeptides with unprocessed stem peptides (pentapeptides)...
January 24, 2017: Molecular Microbiology
https://www.readbyqxmd.com/read/28110668/a-novel-thermophilic-and-halophilic-esterase-from-janibacter-sp-r02-the-first-member-of-a-new-lipase-family-family-xvii
#11
Agustín Castilla, Paola Panizza, Diego Rodríguez, Luis Bonino, Pilar Díaz, Gabriela Irazoqui, Sonia Rodríguez Giordano
Janibacter sp. strain R02 (BNM 560) was isolated in our laboratory from an Antarctic soil sample. A remarkable trait of the strain was its high lipolytic activity, detected in Rhodamine-olive oil supplemented plates. Supernatants of Janibacter sp. R02 displayed superb activity on transesterification of acyl glycerols, thus being a good candidate for lipase prospection. Considering the lack of information concerning lipases of the genus Janibacter, we focused on the identification, cloning, expression and characterization of the extracellular lipases of this strain...
March 2017: Enzyme and Microbial Technology
https://www.readbyqxmd.com/read/28099142/the-pentapeptide-gly-thr-gly-lys-thr-confers-sensitivity-to-anti-cancer-drugs-by-inhibition-of-cage-binding-to-gsk3%C3%AE-and-decreasing-the-expression-of-cyclind1
#12
Youngmi Kim, Hyuna Kim, Deokbum Park, Hansoo Lee, Yun Sil Lee, Jongseon Choe, Young Myeong Kim, Doyong Jeon, Dooil Jeoung
We previously reported the role of cancer/testis antigen CAGE in the response to anti-cancer drugs. CAGE increased the expression of cyclinD1, and pGSK3βSer9, an inactive GSK3β, while decreasing the expression of phospho-cyclinD1Thr286. CAGE showed binding to GSK3β and the domain of CAGE (amino acids 231-300) necessary for binding to GSK3β and for the expression regulation of cyclinD1 was determined. 269GTGKT273 peptide, corresponding to the DEAD box helicase domain of CAGE, decreased the expression of cyclinD1 and pGSK3βSer9 while increasing the expression of phospho-cyclinD1Thr286...
January 13, 2017: Oncotarget
https://www.readbyqxmd.com/read/28096373/pathogen-mediated-manipulation-of-arthropod-microbiota-to-promote-infection
#13
Nabil M Abraham, Lei Liu, Brandon Lyon Jutras, Akhilesh K Yadav, Sukanya Narasimhan, Vissagan Gopalakrishnan, Juliana M Ansari, Kimberly K Jefferson, Felipe Cava, Christine Jacobs-Wagner, Erol Fikrig
Arthropods transmit diverse infectious agents; however, the ways microbes influence their vector to enhance colonization are poorly understood. Ixodes scapularis ticks harbor numerous human pathogens, including Anaplasma phagocytophilum, the agent of human granulocytic anaplasmosis. We now demonstrate that A. phagocytophilum modifies the I. scapularis microbiota to more efficiently infect the tick. A. phagocytophilum induces ticks to express Ixodes scapularis antifreeze glycoprotein (iafgp), which encodes a protein with several properties, including the ability to alter bacterial biofilm formation...
January 31, 2017: Proceedings of the National Academy of Sciences of the United States of America
https://www.readbyqxmd.com/read/28078743/bivalent-14-mer-peptide-ligands-of-cxcr4-with-polyproline-linkers-with-anti-chemotactic-activity-against-jurkat-cells
#14
Tomohiro Tanaka, Toru Aoki, Wataru Nomura, Hirokazu Tamamura
Interaction of CXCR4 with its endogenous ligand, stromal-cell derived factor-1 (SDF-1)/CXCL12, induces various physiological functions involving chemotaxis. Bivalent ligands with a polyproline helix bearing a cyclic pentapeptide, FC131, were previously shown to have higher binding affinities for CXCR4 than the corresponding monovalent ligands. Bivalent ligands based on a 14-mer peptide T140 derivative with polyproline linkers have been designed and synthesized. The activity of these peptides as well as the effect of bivalency of the ligand on CXCR4 binding has been assessed...
January 12, 2017: Journal of Peptide Science: An Official Publication of the European Peptide Society
https://www.readbyqxmd.com/read/28068312/mray-antibiotic-complex-reveals-details-of-tunicamycin-mode-of-action
#15
Jonna K Hakulinen, Jenny Hering, Gisela Brändén, Hongming Chen, Arjan Snijder, Margareta Ek, Patrik Johansson
The rapid increase of antibiotic resistance has created an urgent need to develop novel antimicrobial agents. Here we describe the crystal structure of the promising bacterial target phospho-N-acetylmuramoyl-pentapeptide translocase (MraY) in complex with the nucleoside antibiotic tunicamycin. The structure not only reveals the mode of action of several related natural-product antibiotics but also gives an indication on the binding mode of the MraY UDP-MurNAc-pentapeptide and undecaprenyl-phosphate substrates...
March 2017: Nature Chemical Biology
https://www.readbyqxmd.com/read/28056488/molecular-dynamics-simulations-reveal-structural-insights-into-inhibitor-binding-modes-and-functionality-in-human-group-iia-phospholipase-a2
#16
Ryung Rae Kim, Alpeshkumar K Malde, Alireza Nematollahi, Kieran F Scott, W Bret Church
Human group IIA phospholipase A2 (hGIIA) promotes inflammation in immune-mediated pathologies by regulating the arachidonic acid pathway through both catalysis-dependent and -independent mechanisms. The hGIIA crystal structure, both alone and inhibitor-bound, together with structures of closely related snake-venom-derived secreted phospholipase enzymes has been well described. However, differentiation of biological and non-biological contacts and the relevance of structures determined from snake venom enzymes to human enzymes are not clear...
January 5, 2017: Proteins
https://www.readbyqxmd.com/read/28054413/the-importance-of-being-aib-aggregation-and-self-assembly-studies-on-conformationally-constrained-oligopeptides
#17
REVIEW
Mariano Venanzi, Emanuela Gatto, Fernando Formaggio, Claudio Toniolo
The role of the conformationally constrained α-aminoisobutyric acid (Aib) residue in the aggregation and self-assembly properties of oligopeptides is discussed, critically reviewing our recent work in the field. In this connection, three significant case studies are presented: (i) aggregation propensity of Aib homo-oligopeptides of different length; (ii) perturbation of the conformational and aggregation properties of Ala-based pentapeptides by a single Aib versus Ala substitution; and (iii) build up of self-assembled monolayers formed by Aib homo-hexapeptide building blocks...
February 2017: Journal of Peptide Science: An Official Publication of the European Peptide Society
https://www.readbyqxmd.com/read/28053324/erratum-neuroprotective-pentapeptide-cn-105-improves-functional-and-histological-outcomes-in-a-murine-model-of-intracerebral-hemorrhage
#18
Beilei Lei, Michael L James, Ji Liu, Guanen Zhou, Talaignair N Venkatraman, Christopher D Lascola, Shawn K Acheson, Laura G Dubois, Daniel T Laskowitz, Haichen Wang
No abstract text is available yet for this article.
January 5, 2017: Scientific Reports
https://www.readbyqxmd.com/read/28043337/identification-and-expression-profiling-of-pheromone-biosynthesis-activating-neuropeptide-in-chlumetia-transversa-walker
#19
Hui Wei, Hong Chang, Lizhen Zheng, Shuo Lin, Yixin Chen, Houjun Tian, Jianwei Zhao, Yong Chen, Hongjiao Cai, Xiaojun Gu, Kadarkarai Murugan
Insect neuropeptides (NPs) in the pyrokinin/pheromone biosynthesis-activating neuropeptide (PBAN) family are actively involved in many essential endocrine functions. These peptides are potential targets in the search for novel insect control agents. This is the first report on the cloning and sequence determination of Chlumetia transversa (Walker) PBAN (Ct-PBAN) using rapid amplification of cDNA ends. The open reading frame of Ct-PBAN was 588bp in length and encoded 195 amino acids, which were assembled into five putative neuropeptides (diapause hormone homolog, α-neuropeptide, β-neuropeptide, PBAN, and γ-neuropeptide)...
January 2017: Pesticide Biochemistry and Physiology
https://www.readbyqxmd.com/read/28042435/proteomic-peptide-scan-of-porphyromonas-gingivalis-fima-type-ii-for-searching-potential-b-cell-epitopes
#20
A Lucchese, A Guida, G Capone, G Donnarumma, L Laino, M Petruzzi, R Serpico, F Silvestre, M Gargari
PURPOSE: To identify potential antigenic targets for Porphyromonas gingivalis vaccine development. MATERIALS AND METHODS: In the present study, we analyzed the Porphyromonas gingivalis, fimA type II primary amino acid sequence and characterized the similarity to the human proteome at the pentapeptide level. RESULTS: We found that exact peptide-peptide profiling of the fimbrial antigen versus the human proteome shows that only 19 out of 344 fimA type II pentapeptides are uniquely owned by the bacterial protein...
April 2016: Oral & Implantology
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