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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

American Chemical Society (ACS)

Manager: Ministerio de Ciencia e Innovación (Espanya)
Author: Rosés Subirós, Cristina
Camó Marín, Cristina
Vogels, Kristy
Planas i Grabuleda, Marta
Feliu Soley, Lídia
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
Document access: http://hdl.handle.net/10256/13671
Language: eng
Publisher: American Chemical Society (ACS)
Collection: info:eu-repo/semantics/altIdentifier/doi/10.1021/acs.orglett.6b02281
info:eu-repo/semantics/altIdentifier/issn/1523-7060
info:eu-repo/semantics/altIdentifier/eissn/1523-7052
info:eu-repo/grantAgreement/MINECO//AGL2012-39880-C02-02/ES/NUEVAS ESTRATEGIAS DE CONTROL DEL FUEGO BACTERIANO. PEPTIDOS SINTETICOS ESTIMULADORES DE DEFENSA EN EL HUESPED/
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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