Suć, Josipa; Barić, Danijela; Jerić, Ivanka
(2016)
Multicomponent synthesis of hydrazino depsipeptides.
RSC Advances, 6
(102).
pp. 99664-99675.
ISSN 2046-2069
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 title | Project leader | Project code | Project type |
|---|
| Višekomponentne reakcije u sintezi peptidnih mimetika-MIMICRy | IVANKA JERIĆ | IP-09-2014-3102 | HRZZ |
|
| Depositing User: |
Ivanka Jerić
|
| Date Deposited: |
16 Dec 2016 12:28 |
| URI: |
http://fulir.irb.hr/id/eprint/3185 |
| DOI: |
10.1039/c6ra23317a |
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3185
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