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Multicomponent synthesis of hydrazino depsipeptides

Suć, Josipa; Barić, Danijela; Jerić, Ivanka (2016) Multicomponent synthesis of hydrazino depsipeptides. RSC Advances, 6 (102). pp. 99664-99675. ISSN 2046-2069

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Abstract

The Passerini reaction of alpha-hydrazino acids, carbonyl compounds and isocyanides yielded hydrazino depsipeptides, a new class of backbone extended peptidomimetics comprising amide bond isoster. A wide range of carbonyl and isocyano components were used along the alpha-hydrazino acids carrying three different N alpha protecting groups. The kinetics and thermodynamic equilibrium of the rate-determining step of the reaction with different alpha-hydrazino acids were studied by DFT approach.

Item Type: Article
Additional Information: We thank the Croatian Science Foundation, Grant number 3102 for financial support and the University of Zagreb Computing Centre (SRCE) for granting computational time on ISABELLA cluster
Uncontrolled Keywords: multicomponent reactions; Passerini reaction; hydrazino acids; depsipeptides; peptidomimetics
Subjects: NATURAL SCIENCES > Chemistry
Divisions: Division of Organic Chemistry and Biochemistry
Projects:
Project titleProject leaderProject codeProject type
Višekomponentne reakcije u sintezi peptidnih mimetika-MIMICRyIVANKA JERIĆIP-09-2014-3102HRZZ
Depositing User: Ivanka Jerić
Date Deposited: 16 Dec 2016 12:28
Last Modified: 12 Oct 2017 23:15
URI: http://fulir.irb.hr/id/eprint/3185
DOI: 10.1039/c6ra23317a

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