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Academic literature on the topic 'Synthèse peptique'

Author: Grafiati

Published: 4 June 2021

Last updated: 6 February 2022

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Journal articles on the topic "Synthèse peptique"

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Moolhuijzen, Paula M., Mariano Jordi Muria-Gonzalez, Robert Syme, Catherine Rawlinson, Pao Theen See, Caroline S. Moffat, and Simon R. Ellwood. "Expansion and Conservation of Biosynthetic Gene Clusters in Pathogenic Pyrenophora spp." Toxins 12, no. 4 (April 9, 2020): 242. http://dx.doi.org/10.3390/toxins12040242.

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Pyrenophora is a fungal genus responsible for a number of major cereal diseases. Although fungi produce many specialised or secondary metabolites for defence and interacting with the surrounding environment, the repertoire of specialised metabolites (SM) within Pyrenophora pathogenic species remains mostly uncharted. In this study, an in-depth comparative analysis of the P. teres f. teres, P teres f. maculata and P. tritici-repentis potential to produce SMs, based on in silico predicted biosynthetic gene clusters (BGCs), was conducted using genome assemblies from PacBio DNA reads. Conservation of BGCs between the Pyrenophora species included type I polyketide synthases, terpene synthases and the first reporting of a type III polyketide synthase in P teres f. maculata. P. teres isolates exhibited substantial expansion of non-ribosomal peptide synthases relative to P. tritici-repentis, hallmarked by the presence of tailoring cis-acting nitrogen methyltransferase domains. P. teres isolates also possessed unique non-ribosomal peptide synthase (NRPS)-indole and indole BGCs, while a P. tritici-repentis phytotoxin BGC for triticone production was absent in P. teres. These differences highlight diversification between the pathogens that reflects their different evolutionary histories, host adaption and lifestyles.

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Harken, Lauritz, and Shu-Ming Li. "Modifications of diketopiperazines assembled by cyclodipeptide synthases with cytochrome P450 enzymes." Applied Microbiology and Biotechnology 105, no. 6 (February 24, 2021): 2277–85. http://dx.doi.org/10.1007/s00253-021-11178-1.

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Abstract2,5-Diketopiperazines are the smallest cyclic peptides comprising two amino acids connected via two peptide bonds. They can be biosynthesized in nature by two different enzyme families, either by nonribosomal peptide synthetases or by cyclodipeptide synthases. Due to the stable scaffold of the diketopiperazine ring, they can serve as precursors for further modifications by different tailoring enzymes, such as methyltransferases, prenyltransferases, oxidoreductases like cyclodipeptide oxidases, 2-oxoglutarate-dependent monooxygenases and cytochrome P450 enzymes, leading to the formation of intriguing secondary metabolites. Among them, cyclodipeptide synthase-associated P450s attracted recently significant attention, since they are able to catalyse a broader variety of astonishing reactions than just oxidation by insertion of an oxygen. The P450-catalysed reactions include hydroxylation at a tertiary carbon, aromatisation of the diketopiperazine ring, intramolecular and intermolecular carbon-carbon and carbon-nitrogen bond formation of cyclodipeptides and nucleobase transfer reactions. Elucidation of the crystal structures of three P450s as cyclodipeptide dimerases provides a structural basis for understanding the reaction mechanism and generating new enzymes by protein engineering. This review summarises recent publications on cyclodipeptide modifications by P450s.Key Points• Intriguing reactions catalysed by cyclodipeptide synthase-associated cytochrome P450s• Homo- and heterodimerisation of diketopiperazines• Coupling of guanine and hypoxanthine with diketopiperazines Graphical abstract

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Gao, Ming, and Ravindra N. Chibbar. "Isolation, characterization, and expression analysis of starch synthase IIa cDNA from wheat (Triticum aestivum L.)." Genome 43, no. 5 (October 1, 2000): 768–75. http://dx.doi.org/10.1139/g00-046.

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We characterized three near-full-length putative homoeologous cDNA (Ss2a-1, Ss2a-2, and Ss2a-3) in wheat endosperm most similar to the maize zSSIIa. Polypeptide sequences deduced from three Ss2a cDNA clones share a 95% overall sequence similarity, and may thus have similar biochemical properties and may make identical contributions to starch biosynthesis in wheat endosperm. The accumulation of RNA transcripts corresponding to three Ss2a genes in developing endosperm varies among three cultivars studied, but usually peaks in young endosperm at about 10 days post anthesis (DPA). The polyclonal antibody for the SSIIa-1 recombinant protein strongly reacted to three previously identified granule-bound starch synthases of 100 to 115 kDa. The polyclonal antibody for the granule-bound starch synthases strongly reacted to the SSIIa-1 recombinant protein. Sequences of the N-terminal and an internal peptide of these three granule-bound starch synthases match well with those of three predicted mature SSIIa polypeptides. These granule-bound starch synthases may therefore be SSIIa polypeptides. The antibodies also recognized a group of three polypeptides with the same gel mobility as the three granule-bound starch synthases, a polypeptide of 90 kDa, and a group of three polypeptides of about 80 to 82 kDa. Thus, the wheat SSIIa may exist in several functional forms in the stroma of amyloplasts.Key words: starch granule, granule-bound proteins, soluble starch synthase, homoeologous isoforms, starch biosynthesis.

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Andre, M., C. Syldatk, and J. Rudat. "Protease-katalysierte Synthese kurzkettiger Peptide." Chemie Ingenieur Technik 82, no. 9 (August 27, 2010): 1523. http://dx.doi.org/10.1002/cite.201050364.

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Nishibori, Ayako, Jin Kusaka, Hiroshi Hara, Masato Umeda, and Kouji Matsumoto. "Phosphatidylethanolamine Domains and Localization of Phospholipid Synthases in Bacillus subtilis Membranes." Journal of Bacteriology 187, no. 6 (March 15, 2005): 2163–74. http://dx.doi.org/10.1128/jb.187.6.2163-2174.2005.

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ABSTRACT Application of the cardiolipin (CL)-specific fluorescent dye 10-N-nonyl-acridine orange has recently revealed CL-rich domains in the septal regions and at the poles of the Bacillus subtilis membrane (F. Kawai, M. Shoda, R. Harashima, Y. Sadaie, H. Hara, and K. Matsumoto, J. Bacteriol. 186:1475-1483, 2004). This finding prompted us to examine the localization of another phospholipid, phosphatidylethanolamine (PE), with the cyclic peptide probe, Ro09-0198 (Ro), that binds specifically to PE. Treatment with biotinylated Ro followed by tetramethyl rhodamine-conjugated streptavidin revealed that PE is localized in the septal membranes of vegetative cells and in the membranes of the polar septum and the engulfment membranes of sporulating cells. When the mutant cells of the strains SDB01 (psd1::neo) and SDB02 (pssA10::spc), which both lack PE, were examined under the same conditions, no fluorescence was observed. The localization of the fluorescence thus evidently reflected the localization of PE-rich domains in the septal membranes. Similar PE-rich domains were observed in the septal regions of the cells of many Bacillus species. In Escherichia coli cells, however, no PE-rich domains were found. Green fluorescent protein fusions to the enzymes that catalyze the committed steps in PE synthesis, phosphatidylserine synthase, and in CL synthesis, CL synthase and phosphatidylglycerophosphate synthase, were localized mainly in the septal membranes in B. subtilis cells. The majority of the lipid synthases were also localized in the septal membranes; this includes 1-acyl-glycerol-3-phosphate acyltransferase, CDP-diacylglycerol synthase, phosphatidylserine decarboxylase, diacylglycerol kinase, glucolipid synthase, and lysylphosphatidylglycerol synthase. These results suggest that phospholipids are produced mostly in the septal membranes and that CL and PE are kept from diffusing out to lateral ones.

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Deska, Jan, and Uli Kazmaier. "Stereoselektive Synthese und Umsetzung stannylierter Peptide." Angewandte Chemie 119, no. 24 (June 11, 2007): 4654–57. http://dx.doi.org/10.1002/ange.200700759.

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Barekzi, Nazir, Swati Joshi, Scott Irwin, Todd Ontl, and Herbert P. Schweizer. "Genetic characterization of pcpS, encoding the multifunctional phosphopantetheinyl transferase of Pseudomonas aeruginosa." Microbiology 150, no. 4 (April 1, 2004): 795–803. http://dx.doi.org/10.1099/mic.0.26823-0.

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Fatty acid synthases (primary metabolism), non-ribosomal peptide synthases and polyketide synthases (secondary metabolism) contain phosphopantetheinyl (Ppant)-dependent carrier proteins that must be made functionally active by transfer of the 4′-Ppant moiety from coenzyme A. These reactions are usually catalysed by dedicated Ppant transferases. Although rich in Ppant-dependent carrier proteins, it was previously shown that Pseudomonas aeruginosa possesses only one Ppant transferase, encoded by pcpS, which functions in both primary and secondary metabolism. Consistent with this notion are our findings that pcpS can genetically complement mutations in the Escherichia coli acpS and entD genes, encoding the apo-acyl carrier protein (ACP) synthase of fatty acid synthesis and a Ppant transferase of enterobactin synthesis, respectively. It also complements a Bacillus subtilis sfp mutation affecting a gene encoding a Ppant transferase essential for surfactin synthesis. A pcpS insertion mutant could only be constructed in a strain carrying the E. coli acpS gene on a chromosomally integrated element in trans, implying that the in vitro essentiality of pcpS is due to its requirement for activation of apo-ACP of fatty acid synthesis. The conditional pcpS mutant is non-fluorescent, does not produce pyoverdine and pyochelin, and does not grow in the presence of iron chelators. The data presented here for the first time confirm that PcpS plays an essential role in both fatty acid and siderophore metabolism.

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Seymour, Michelle L., David G. Binion, Steven J. Compton, Morley D. Hollenberg, and Wallace K. MacNaughton. "Expression of proteinase-activated receptor 2 on human primary gastrointestinal myofibroblasts and stimulation of prostaglandin synthesis." Canadian Journal of Physiology and Pharmacology 83, no. 7 (July 1, 2005): 605–16. http://dx.doi.org/10.1139/y05-046.

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It is known that subepithelial myofibroblast-derived prostaglandin (PG)E2 can regulate intestinal epithelial cell functions, and that proteinase-activated receptor-2 (PAR2) is abundantly expressed in the gastrointestinal tract. Since PAR2 activation has previously been associated with stimulation of PGE2 synthesis, we hypothesized that PAR2 expressed on primary human gastrointestinal myofibroblasts regulates PGE2 synthesis via cyclooxygenase (COX)-1 and (or) COX-2, and associated PGE synthases. Primary human myofibroblasts were isolated from the resection tissue of the esophagus, small intestine, and colon. Expression of functional PAR2 was determined by RT-PCR and by calcium mobilization in Fura-2/AM-loaded cells. Trypsin and the selective PAR2-activating peptide (PAR2-AP) SLIGRL-NH2 stimulated PGE2 synthesis in a concentration-dependent manner, as measured by enzyme immunoassay. Selective COX inhibition showed PAR2-induced PGE2 synthesis to be COX-1 dependent in esophageal myofibroblasts and both COX-1 and COX-2 dependent in colonic cells, consistent with the distribution of COX-1 and COX-2 expression. Although both cytosolic and microsomal PGE synthases were expressed in cells from all tissues, microsomal PGE synthases were expressed at highest levels in the colonic myofibroblasts. Activation of PAR2 on gastrointestinal myofibroblasts stimulates PGE2 synthesis via different pathways in the colon than in the esophagus and small intestine. Key words: Proteinase-activated receptor, myofibroblast, cyclooxygenase, PGE synthase, prostaglandin E2, esophagus, small intestine, colon.

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Erben, Anne, Tom N. Grossmann, and Oliver Seitz. "DNA‐gesteuerte Synthese und Bioaktivität proapoptotischer Peptide." Angewandte Chemie 123, no. 12 (February 21, 2011): 2880–84. http://dx.doi.org/10.1002/ange.201007103.

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Prieto, Carlos, Carlos García-Estrada, Diego Lorenzana, and Juan Francisco Martín. "NRPSsp: non-ribosomal peptide synthase substrate predictor." Bioinformatics 28, no. 3 (November 29, 2011): 426–27. http://dx.doi.org/10.1093/bioinformatics/btr659.

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Dissertations / Theses on the topic "Synthèse peptique"

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Fruchart-Gaillard, Carole. "Caractérisation pharmacologique et structurale de l'interaction de neurotoxines sur des récepteurs cholinergiques." Paris 6, 2003. http://www.theses.fr/2003PA066124.

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Troalen, Frédéric. "Utilisation de la synthèse peptidique en immunochimie : application à l'étude de protéines présentant différents niveaux d'organisation structurale." Paris 5, 1989. http://www.theses.fr/1989PA05P618.

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Petit, Sylvain. "Réduction de pyridines pour la synthèse de Building-Blocks chiraux : peptidomimétiques de type imidazolique : synthèse et application à la synthèse d'analogues d'intérêt." Phd thesis, INSA de Rouen, 2010. http://tel.archives-ouvertes.fr/tel-00581586.

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Deux sujets indépendants ont été traités dans ce manuscrit.Dans une première partie a été étudiée la possibilité d'obtenir des synthons chiraux à partir de la pyridine. Pour cela nous avons dans un premier temps développé une méthode originale de quaternisation des sels de pyridium et d'imidazoliums grâce à une réaction de Mitsonubu. Par la suite, des 2-aminopyridines ont été substituées puis engagées dans une réaction de quaternisation-réduction conduisant à des composants saturés. Malheureusement, des composés n'ont pu conduire aux synthons linéaires envisagés.Dans une seconde partie, nous nous sommes intéressés au développement d'un nouveau type de peptidomimétique dans lequel le lien amide est remplacé par un cycle imidazolique, ceci dans la continuité de travaux menés dans notre équipe. Dans un premier temps, nous nous sommes focalisés sur la mise au point de conditions efficaces menant au mime considéré. Cette méthodologie nous a permis la synthèse de plusieurs dipeptides.

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Zerkout, Saïd. "Synthèse d'hydrazino peptides." Vandoeuvre-les-Nancy, INPL, 1994. http://www.theses.fr/1994INPL052N.

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La modification de la liaison amide dans les peptides a plusieurs conséquences potentielles: une biodégradabilité réduite, une possible modulation structurale due aux perturbations du réseau de liaisons hydrogène, et éventuellement, une bio-activité modulée pour l'analogue pseudopeptidique résultant, sans nécessiter de changer les chaines latérales. Nous avons étudie les perturbations structurales induites par la substitution d'une liaison amide par un groupe hydrazide dans diverses séquences mono-, di- et tripeptidiques protégées à leurs deux extrémités par une fonction amide, et contenant l'analogue hydrazine de la proline ou de l'alanine. L'analyse conformationnelle a été conduite à l'état solide par diffraction des rayons X, en solution par spectroscopie infrarouge et résonance magnétique nucléaire du proton, et par modélisation moléculaire. Après des considérations générales sur les structures des peptides et pseudopeptides, l'aspect chimique et technique de ce travail est présenté dans le second chapitre. Le troisième chapitre rassemble les données spectroscopiques et les conclusions sur les structures présentes qui sont ensuite discutées en référence aux séquences peptidiques originelles. La conclusion principale est que le groupe hydrazide induit localement un repliement du à la nucléophilie de l'oxygène du carbonyle et de l'azote alpha qui participent tous les deux a une liaison hydrogène bifide avec le site N-H amide immédiatement situe en aval. La conformation repliée qui en résulte est très stable, et capable de donner naissance à une forme globalement repliée de la molécule, de façon très semblable au repliement beta dans les peptides

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Abbas-Quinternet, Cécile. "Synthèse et études structurales de nouveaux 2 : 1-[[alpha]/aza]-oligomères, vers de nouveaux foldamères." Thesis, Vandoeuvre-les-Nancy, INPL, 2009. http://www.theses.fr/2009INPL055N/document.

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Les foldamères sont considérés comme étant des oligomères capables de s’auto-structurer en solution par le biais de liaisons non covalentes. Ces composés peuvent présenter un grand intérêt biologique dans la mesure où l’on peut en attendre une meilleure résistance aux peptidases, la possibilité de se conjuguer aux ARN et ADN, etc… Au sein des oligomères azapseudopeptidiques, le point d’ancrage de la chaîne latérale est affecté car le CHa de l’acide aminé originel est remplacé par un atome d’azote. Cette substitution engendre la perte du centre chiral CHa et la perturbation des caractéristiques électroniques et structurales des deux liaisons amides adjacentes. Ce travail concerne l’élaboration de nouvelles voies de synthèse de 2:1-[a/aza]-oligomères en solution. Nous avons mis au point un protocole de synthèse généralisable des précurseurs azadipeptidiques Boc-azaAA-AA-OMe orthogonalement protégés. Les 2:1-[a/aza]-trimères, obtenus à partir des précurseurs azadipeptidiques, ont ensuite été engagés dans des réactions d’oligomérisation par couplage peptidique, ce qui nous a permis d’isoler les tous premiers 2:1-[a/aza]-oligomères avec de très bons rendements. La structure des composés préparés a été analysée par spectroscopies RMN, IR, diffraction des RX et par modélisation moléculaire. L’examen des 2:1-[a/aza]-trimères a révélé la formation d’un coude ßII. Les 2:1-[a/aza]-hexamères ont la capacité à s’auto-structurer. D’une manière générale, grâce aux études réalisées par RMN et par IR, nous pouvons fortement envisager que nos 2:1-[a/aza]-oligomères se structurent en solution pour former des foldamères
Foldamers are described as any oligomers with a strong tendency to adopt a specific compact conformation in solution through non covalent interactions. These compounds can make duplexes with RNA and DNA and are more resistant to peptidases. Thus foldamers can have a biological activity. Among azapseudopeptide oligomers, substitution of a nitrogen for the CHa group is a way to preserve the side chains of analogous peptides. This substitution entails the lost of chiral center and the overall conformational and local electronic states might be affected. We have synthesized 2:1-[a/aza]-oligomers on liquid phase. We have developed a new general protocol for obtaining various Boc-azaAA-AA-OMe. Then, 2:1-[a/aza]-trimers, obtained from the precursors, were used in oligomerization reaction by peptidic coupling. By this way, we obtained the first 2:1-[a/aza]-oligomers in very good yields. The structure of the obtained oligomers was analysed by NMR and IR spectroscopies, X-ray diffraction and molecular modelling. The 2:1-[a/aza]-trimers show a ßII-turn and the 2:1-[a/aza]-hexamers structure themselves. On the whole, by NMR and IR spectroscopies, we can strongly consider that our 2:1-[a/aza]-oligomers structure themselves in solution to form foldamers

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Pavlov, Nikola. "Synthèse asymétrique d’analogues de β2-tryptophane et application en synthèse peptidique." Thesis, Montpellier 2, 2011. http://www.theses.fr/2011MON20186/document.

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Le tryptophane est un acide aminé essentiel qui, en plus de son rôle dans la biosynthèse des protéines, est le précurseur biochimique de nombreux composés. Beaucoup de peptides biologiquement actifs, qui possèdent dans leurs séquences cet acide aminé contenant un substituant indole, ont des propriétés physiologiques importantes. On peut citer par exemple des dérivés comme la sérotonine, le tryptamine, le sumatriptan qui ont des effets neurophysiologiques. Les analogues de tryptophane sont aussi des « building block » important pour la synthèse de peptidomimétiques, d'analogues de produits naturels et de composés biologiquement actifs. Une autre propriété importante du tryptophane et de ses analogues concerne la fluorescence du noyau d`indole qui peut être utilisée par exemple pour l`étude de changements conformationnels d'une protéine et aussi l'étude des interactions protéine-membrane.Dans ce contexte, cette thèse est consacrée à la mise au point d'une nouvelle stratégie de synthèse asymétrique permettant d'accéder efficacement à d`analogues énantiopurs du tryptophane : les beta 2-tryptophanes (2-indolyl-beta-alanines) ainsi qu'à la synthèse et l'étude de nouveaux analogues de peptides à activité opioïdes contenant ces analogues. Nous avons développé une nouvelle stratégie de synthèse asymétrique permettant d'accéder efficacement à des analogues de beta 2-tryptophane (2-indolyl-beta-alanines) énantiopurs. - Nous avons effectué la synthèse d`un auxiliaire chiral le (R)-4-(3-hydroxy-4,4-diméthyl-2-oxopyrrolidin-1-yl) benzoate de benzyle ainsi que celle du dérivé nitroacrylate correspondant : le (R)-4-(3-(3-nitroacryloyloxy)-4,4-diméthyl-2-oxo pyrrolidin-1-yl) benzoate de benzyle ((R)-10). Les composés racémiques ont également été synthétisés pour préparer les témoins racémique des molécules cibles.- Nous avons mis au point des conditions optimisées de la réaction d`alkylation de Friedel-Crafts entre ce nitroacrylate chiral et divers indoles.- Nous avons également étudié pour chaque produit ainsi obtenu les meilleures conditions de transformation conduisant à la synthèse des analogues des N-Fmoc-beta 2-tryptophanes racémiques et optiquement purs.- Nous avons contrôlé l'absence d'épimérisation pouvant se produire pendant les réactions de transformation des produits optiquement purs et déterminé sans ambiguïté la configuration absolue des 2-indolyl-beta-alanines isolées.- Nous avons synthétisé sur support solide par stratégie-(Fmoc) 4 nouveaux peptides potentiellement biologiquement actifs et 2 peptides de référence - analogues raccourcis de la nociceptine
Tryptophan, an essential amino acid, both functions as a building block in protein biosynthesis and as a biochemical precursor. It is abundantly found in most biologically active peptides that exhibit various physiological properties in particular hormonal and antimicrobial activities. Some of its natural derivatives like serotonin, tryptamine, and also unnatural derivatives such as sumatriptan, have neurophysiologic effects. Tryptophan analogues are also important building blocks for the synthesis of peptidomimetics, natural products and biologically active compounds. Another important property of tryptophan and tryptophan analogues is related to the fluorescence of the indole ring that can be used to study conformational changes in protein and in protein-membrane interactions. The asymmetric Friedel-Crafts alkylation of various indoles with a chiral nitroacrylate provides optically active beta-tryptophan analogues after reduction of the nitro group and removal of the chiral auxiliary. This reaction generally occurs in good yield and high diastereoselectivity (up to 90:10). We have established a new route to prepare enantiopure beta-tryptophan analogues ((S)-2-indolyl-beta-alanines). We showed that beta-nitroacrylate (R)-2 is a good chiral auxiliary for asymmetric Friedel-Crafts alkylation of indoles. (R)-2-indolyl--alanines were obtained by the same synthetic route by using the chiral compound (S)-2. beta-tryptophan analogues are delivered in their N-Fmoc-protected form, ready to use for instance in solid phase peptide synthesis, which is one of the most popular method for peptide synthesis. This study provides a new example of asymmetric beta-tryptophan analogues preparation and further studies concerning their applications in medicinal chemistry and in organic synthesis are now in progress

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Attal, Sandra. "Utilisation des enzymes en chimie organique : application à la synthèse d'esters de dipeptides par la papai͏̈ne et de galactosyl-sérines par les α-et β-galactosidases." Paris 5, 1992. http://www.theses.fr/1992PA05P614.

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Fritz, Loïc. "Etude de l'activité peptidyl synthétase de la carboxypeptidase Y : influence de la structure primaire du fragment C-terminal du substrat et application au radiomarquage 3H de 3 hormones neurohypophysaires." Paris 5, 1989. http://www.theses.fr/1989PA05P617.

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Simon, Julien. "Etude méthodologique du couplage d’acides aminés trifluorométhylés et application à la synthèse d’analogues du GPE, un tripeptide à visée thérapeutique." Thesis, Cergy-Pontoise, 2012. http://www.theses.fr/2012CERG0596/document.

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Le tripeptide GPE possède une activité neuroprotectrice intéressante in-vitro et in-vivo pour différents types de dommage neuronaux. L'objectif de cette thèse est de mettre au point des méthodes de couplage peptidique pour les acides aminés trifluorométhylés et de réaliser des analogues trifluorométhylés du GPE.Au cours de cette thèse, la synthèse d'acides aminés trifluorométhylés cycliques énantiopurs (proline, pseudoproline) a été réalisée à l'échelle du gramme.Ensuite, une étude méthodologique de l'incorporation de ces acides aminés trifluorométhylés dans des peptides a été effectuée.Des expériences RMN ont été menées pour étudier la conformation cis/trans de la liaison amide de ces peptides trifluorométhylés.Enfin, des analogues du tripeptides GPE ont été synthétisé en remplaçant le motif proline par une proline ou pseudoproline trifluorométhylé. Des tests biologiques sont actuellement en cours pour évaluer leur activité sur divers troubles neuronaux
GPE is a tripeptide with neuroprotecting activity both in-vitro and in-vivo for various neuronal dammage. The goal of this thesis was to work out peptide coupling methods for trifluoromethylated amino acids and the synthesis of trifluoromethylated analogs of GPE.During this thesis, the synthesis of enantiopure cyclic trifluoromethylated amino acids (proline and pseudoprolines) was performed successfully on grams scale.Then, methodological study of their incorporation in peptide was performed.NMR experiments were made to investigate the cis/trans conformation of the amide bound of trifluoromethylated peptide. At last, analogs of the tripeptide GPE were made with trifluoromethylated proline and pseudoprolines instead of the proline. Biological tests are currently under progress to evaluate their activity on various neuronal disorders

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Scornet, Noémie. "Etude de l'allergie aux antibiotiques : synthèse de peptides antigéniques." Thesis, Université Paris-Saclay (ComUE), 2015. http://www.theses.fr/2015SACLS032/document.

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Un certain nombre de principes actifs sont responsables d'hypersensibilité allergique, en particulier les pénicillines et les sulfamides. Selon la théorie de l'haptène, ces principes actifs ne peuvent pas induire de réaction immunitaire par eux-mêmes, mais doivent être liés à une protéine. Ces protéines hapténisées par un antibiotique sont capturées puis digérées par des cellules présentatrices d'antigènes, qui présentent aux lymphocytes T des peptides issus de la protéine digérée. Les peptides hapténisés peuvent activer le système immunitaire des patients allergiques. Ce travail de thèse porte sur la sélection et la synthèse de peptides modifiés par les antibiotiques étudiés, dans le but de trouver ces peptides immunogènes. Pour réaliser cette étude, l'albumine du sérum humain (HSA) a été choisie comme protéine modèle. Son hapténisation a été étudiée pour trois principes actifs de forte prévalence allergique : la pénicilline G, l'amoxicilline et le sulfaméthoxazole. L'analyse par spectrométrie de masse des bioconjugués HSA-antibiotique a permis l'identification des acides aminés hapténisés pour la conception et la sélection par des méthodes in silico de peptides de 15-mers potentiellement immunogènes. La synthèse de ces peptides implique la préparation d'un monomère acide aminé-haptène stable pour une synthèse orientée de peptides d'enchaînements diversifiés. Pour les antibiotiques de la famille des pénicillines, cette synthèse s'est orchestrée autour d'une étape clé : l'ouverture du cycle β-lactame par une lysine. En ce qui concerne le sulfamide sulfaméthoxazole, la synthèse du monomère stable cystéine-sulfaméthoxazole a reposé sur une étape clé de couplage entre le sulfaméthoxazole et un acide cystéique. A partir du monomère lysine-pénicilline G, des peptides ont déjà été synthétisés et testés sur des lymphocytes T. L'effet immunogène et leur valorisation en tant qu'outils pour le diagnostic sont en cours d'évaluation
Many drugs are responsible of allergic reactions, in particular penicillins and sulfonamides. As these antibiotics respond to the hapten theory, they cannot induce the immune system by themselves, but have to bind a protein. These haptenized proteins are detected then digested by antigen presenting cells into peptides which are presented to T cells. These haptenized peptides are responsible of the activation of the immune system in allergic patient. The aim of this study is to select and synthesize immunogenic peptides, modified by selected antibiotics. The human serum albumin (HSA) was chosen as a model protein. It haptenization was studied for three drugs with high allergic prevalence: benzylpenicillin, amoxicillin and sulfamethoxazole. Mass analysis of the resulting bioconjugates HSA-antibiotic allowed identification of haptenized amino-acid which were used to design and select through in silico methods potentially immunogenic 15-mers peptides. The synthesis of these peptides implies the preparation of stable amino-acid-hapten monomers for an oriented synthesis of diversified peptidic sequences. For penicillins, this synthesis was based on a key step: the opening of the penicillins β-lactam ring by a lysine. Regarding the sulfonamide sulfamethoxazole, the synthesis of a stable cysteine-sulfamethoxazole monomer was centered on a coupling key step between the sulfamethoxazole and a cysteic acid. From lysine-benzylpenicillin monomer, peptides have already been synthesized and tested over T cells. Their immunogenic effect and development as tools for diagnosis are being evaluated

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Books on the topic "Synthèse peptique"

1

C, Sheppard R., ed. Solid phase peptide synthesis: A practical approach. Oxford, England: IRL Press at Oxford University Press, 1989.

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Bodanszky, Miklos. Principles of peptide synthesis. 2nd ed. Berlin: Springer-Verlag, 1993.

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1925-, Bodanszky A., ed. The practice of peptide synthesis. 2nd ed. Berlin: Springer-Verlag, 1994.

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Bodanszky, M. Principles of peptide synthesis. 2nd ed. Berlin: Springer-Verlag, 1993.

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Egbu, Juliana Okwuaku. Syntheses of peptide analogues and of herbicide derivatives. Birmingham: University of Birmingham, 1995.

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[Alpha]-aminoacid-N-carboxy-anhydrides and related heterocycles: Syntheses, properties, peptide synthesis, polymerization. Berlin: Springer-Verlag, 1987.

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Peptides: Synthesis, structures, and applications. San Diego: Academic Press, 1995.

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Peptides: Synthesis, Structures, and Applications. Academic Press, 1995.

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Gutte, Bernd. Peptides: Synthesis, Structures, and Applications. Academic Press, 1995.

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Jung, Günther. Combinatorial Peptide and Nonpeptide Libraries: A Handbook. Wiley-VCH, 1997.

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Book chapters on the topic "Synthèse peptique"

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Fujiwara, Yoichi, Tooru Kimura, Kenichi Akaji, Yoshiaki Kiso, W. H. Holleman, T. J. Perun, T. W. Rockway, and T. W. von Geldern. "Syntheses and structure-activity relationships of natriuretic peptides." In Peptide Chemistry 1992, 434–36. Dordrecht: Springer Netherlands, 1993. http://dx.doi.org/10.1007/978-94-011-1474-5_128.

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Hidaka, Yuji, Akihiro Wada, Masaya Idomoto, Makoto Hasegawa, Toshiya Hirayama, Tadahiro Karasawa, Yoshifumi Takeda, and Yasutsugu Shimonishi. "Syntheses and biological properties of guanylin and its analogs." In Peptide Chemistry 1992, 347–49. Dordrecht: Springer Netherlands, 1993. http://dx.doi.org/10.1007/978-94-011-1474-5_99.

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Schirrmacher, Ralf, Alexey Kostikov, Carmen Wängler, Klaus Jurkschat, Vadim Bernard-Gauthier, Esther Schirrmacher, and Björn Wängler. "Silicon Fluoride Acceptors (SiFAs) for Peptide and Protein Labeling with18F." In Radiochemical Syntheses, 149–61. Hoboken, NJ: John Wiley & Sons, Inc, 2015. http://dx.doi.org/10.1002/9781118834114.ch16.

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Hemmasi, B., T. X. Watanabe, T. Kimura, and S. Sakakibara. "Solution syntheses of α-conotoxin SI and its biological activity." In Peptide Chemistry 1992, 155–57. Dordrecht: Springer Netherlands, 1993. http://dx.doi.org/10.1007/978-94-011-1474-5_46.

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Yoshida, M., J. P. Tam, and R. B. Merrifield. "Syntheses and antibacterial activities of tetrameric cecropin-melittin hybrid analogs." In Peptide Chemistry 1992, 297–99. Dordrecht: Springer Netherlands, 1993. http://dx.doi.org/10.1007/978-94-011-1474-5_85.

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Nakata, Takashi, Masatoshi Takahashi, Masura Nakatani, Rie Kuramitsu, Masahiro Tamura, and Hideo Okai. "Syntheses of ‘delicious peptide (Lys-Gly-Asp-Glu-Glu-Ser-Leu-Ala)’ and its derivatives: Part II." In Peptide Chemistry 1992, 431–33. Dordrecht: Springer Netherlands, 1993. http://dx.doi.org/10.1007/978-94-011-1474-5_127.

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Kishimoto, Shinji, Yuichiro Hirayama, and Kenji Watanabe. "Polyketide Synthase–Nonribosomal Peptide Synthetase Hybrid Enzymes of Fungi." In Physiology and Genetics, 367–83. Cham: Springer International Publishing, 2018. http://dx.doi.org/10.1007/978-3-319-71740-1_12.

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Abou-Mohamed, G., A. Papapetropoulos, and R. W. Caldwell. "A Novel Peptide Inhibits Induction of Nitric Oxide Synthase." In Vascular Endothelium, 251. Boston, MA: Springer US, 1996. http://dx.doi.org/10.1007/978-1-4613-0355-8_22.

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Nakatani, Masaru, Takashi Nakata, Ichizo Shinoda, Katsushige Kouge, and Hideo Okai. "Syntheses of H-Arg202-Gly-Pro-Phe-Pro-Ile-Ile-Val209-OH, corresponding to the C-terminal portion of β-casein, and its analogs." In Peptide Chemistry 1992, 424–26. Dordrecht: Springer Netherlands, 1993. http://dx.doi.org/10.1007/978-94-011-1474-5_125.

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Beyermann, M., P. Henklein, Annerose Klose, R. Sohr, and M. Bienert. "Effect of tertiary amine on carbodiimide-mediated peptide syntheses." In Peptides 1990, 59–61. Dordrecht: Springer Netherlands, 1991. http://dx.doi.org/10.1007/978-94-011-3034-9_21.

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Conference papers on the topic "Synthèse peptique"

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Sibrian-Vazquez, Martha, Timothy J. Jensen, Robert P. Hammer, and M. Graça H. Vicente. "Syntheses and cellular studies of water soluble porphyrin-peptide conjugates." In Biomedical Optics (BiOS) 2007, edited by David Kessel. SPIE, 2007. http://dx.doi.org/10.1117/12.698445.

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Lopez, Alexandra C., Qian Chen, Brittany L. Deiling, Edward S. Iames, Robert Barsotti, and Lindon H. Young. "The Effects of Modulating Endothelial Nitric Oxide Synthase (eNOS) Activity and Coupling in Extracorporeal Shock Wave Lithotripsy (ESWL)." In The Twenty-Third American and the Sixth International Peptide Symposium. Prompt Scientific Publishing, 2013. http://dx.doi.org/10.17952/23aps.2013.058.

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Correale, Pierpaolo, Pierpaolo Pastina, Cirino Botta, Serena Apollinari, Elena Bestoso, Antonella Fioravanti, Giacomo Maria Guidelli, et al. "Abstract LB-229: Treatment of advanced cancer patients with a newest poly-epitope peptide vaccine to the thymidylate synthase(TSPP): a phase Ib (TSPP/VAC1) trial." In Proceedings: AACR 103rd Annual Meeting 2012‐‐ Mar 31‐Apr 4, 2012; Chicago, IL. American Association for Cancer Research, 2012. http://dx.doi.org/10.1158/1538-7445.am2012-lb-229.

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Correale, Pierpaolo, Cirino Botta, Elodia Claudia Martino, Valerio Nardone, Cristina Ulivieri, Claudia Gandolfo, Tatiana Cosima Baldari, et al. "Abstract 2232: Immune-inflammatory markers predict the outcome of metastatic colorectal cancer patients treated with the thymidylate synthase poly-epitope peptide (TSPP) vaccine: results from a multi-arm TSPP/VAC phase Ib program." In Proceedings: AACR 107th Annual Meeting 2016; April 16-20, 2016; New Orleans, LA. American Association for Cancer Research, 2016. http://dx.doi.org/10.1158/1538-7445.am2016-2232.

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