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Solid-Phase Synthesis of Cyclic Depsipeptides Containing a Tyrosine Phenyl Ester Bond

The first solid-phase strategy for the synthesis of cyclic depsipeptides containing a phenyl ester linkage in their structure is described. The key steps of the synthesis were the formation of the phenyl ester bond and the on-resin head-to-side-chain cyclization. The amino acid configuration significantly influenced the formation and the stability of the cyclic depsipeptides. The presence of a l-Tyr1 and a d-Tyr7 led to the most stable sequences

This work was financed by Grant AGL2012-39880-C02-02

© Organic Letters, 2016, vol. 18, núm. 16, p. 4140-4143

American Chemical Society (ACS)

Author: Rosés Subirós, Cristina
Camó Marin, Cristina
Vogels, Kristy
Planas i Grabuleda, Marta
Feliu Soley, Lídia
Date: 2016 August 19
Abstract: The first solid-phase strategy for the synthesis of cyclic depsipeptides containing a phenyl ester linkage in their structure is described. The key steps of the synthesis were the formation of the phenyl ester bond and the on-resin head-to-side-chain cyclization. The amino acid configuration significantly influenced the formation and the stability of the cyclic depsipeptides. The presence of a l-Tyr1 and a d-Tyr7 led to the most stable sequences
This work was financed by Grant AGL2012-39880-C02-02
Format: application/pdf
ISSN: 1523-7060 (versió paper)
1523-7052 (versió lecetrònica)
Document access: http://hdl.handle.net/10256/13671
Language: eng
Publisher: American Chemical Society (ACS)
Collection: MICINN/PN 2013-2015/AGL2012-39880-C02-02
Reproducció digital del document publicat a: http://dx.doi.org/10.1021/acs.orglett.6b02281
Articles publicats (D-Q)
Is part of: © Organic Letters, 2016, vol. 18, núm. 16, p. 4140-4143
Rights: Tots els drets reservats
Subject: Pèptids -- Síntesi
Peptides -- Synthesis
Depsipèptid
Depsipeptide
Title: Solid-Phase Synthesis of Cyclic Depsipeptides Containing a Tyrosine Phenyl Ester Bond
Type: info:eu-repo/semantics/article
Repository: DUGiDocs

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