{"id":771,"date":"2022-04-22T14:55:13","date_gmt":"2022-04-22T12:55:13","guid":{"rendered":"https:\/\/sites.unimi.it\/apisgroup\/?p=771"},"modified":"2022-05-02T11:26:45","modified_gmt":"2022-05-02T09:26:45","slug":"towards-a-general-synthesis-of-di-aza-amino-acidscontaining-peptides","status":"publish","type":"post","link":"https:\/\/sites.unimi.it\/apisgroup\/2022\/04\/22\/towards-a-general-synthesis-of-di-aza-amino-acidscontaining-peptides\/","title":{"rendered":"Towards a general synthesis of di-aza-amino acids containing peptides"},"content":{"rendered":"\n<p class=\"wp-block-paragraph\">While the incorporation of one aza-amino acid in peptides has been proved to be beneficial for inducing a structure constraint, increasing the resistance towards proteolysis and improving the biological activity, only very rare examples of the incorporation of two or more consecutive aza-amino acids have been reported. In this work, we demonstrate that this fact is probably due to the unsuspected difficulty in synthesizing such peptide analogues, as illustrated by the synthesis of tripeptide derivatives containing two consecutive aza-amino acids. Herein, we report some general guidelines regarding the activation and the coupling of alkyl-hydrazides either mutually or with a natural amino acid, taking into account their nucleophilicity and the nature of their side chains.<\/p>\n\n\n\n<p class=\"wp-block-paragraph\">New J. Chem., 2018, 42, 17062&#8211;17072<\/p>\n\n\n\n<p class=\"wp-block-paragraph\"><a href=\"DOI: 10.1039\/c8nj03635g\">DOI: 10.1039\/c8nj03635g<\/a><\/p>\n","protected":false},"excerpt":{"rendered":"<p>While the incorporation of one aza-amino acid in peptides has been proved to be beneficial for inducing a structure constraint, increasing the resistance towards proteolysis and improving the biological activity, only very rare examples&#46;&#46;&#46;<\/p>\n","protected":false},"author":1,"featured_media":780,"comment_status":"open","ping_status":"open","sticky":false,"template":"","format":"standard","meta":{"footnotes":""},"categories":[6,7],"tags":[61,62],"class_list":["post-771","post","type-post","status-publish","format-standard","has-post-thumbnail","hentry","category-application","category-amino-acid","tag-di-aza-amino-acids","tag-peptides"],"yoast_head":"<!-- This site is optimized with the Yoast SEO plugin v26.8 - https:\/\/yoast.com\/product\/yoast-seo-wordpress\/ -->\n<title>Towards a general synthesis of di-aza-amino acids containing peptides - APIS group<\/title>\n<meta name=\"description\" content=\"While the incorporation of one aza-amino acid in peptides has been proved to be beneficial for inducing a structure constraint, increasing the resistance towards proteolysis and improving the biological activity, only very rare examples of the incorporation of two or more consecutive aza-amino acids have been reported. 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Herein, we report some general guidelines regarding the activation and the coupling of alkyl-hydrazides either mutually or with a natural amino acid, taking into account their nucleophilicity and the nature of their side chains.\" \/>\n<meta name=\"robots\" content=\"noindex, follow\" \/>\n<meta property=\"og:locale\" content=\"it_IT\" \/>\n<meta property=\"og:type\" content=\"article\" \/>\n<meta property=\"og:title\" content=\"Towards a general synthesis of di-aza-amino acids containing peptides - APIS group\" \/>\n<meta property=\"og:description\" content=\"While the incorporation of one aza-amino acid in peptides has been proved to be beneficial for inducing a structure constraint, increasing the resistance towards proteolysis and improving the biological activity, only very rare examples of the incorporation of two or more consecutive aza-amino acids have been reported. 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