A Facile Synthesis of Fully Protected meso-Diaminopimelic Acid (DAP) and Its Application to the Preparation of Lipophilic N-Acyl iE-DAP

Synthesis of beneficial protected meso-DAP 9 by cross metathesis of the Garner aldehyde-derived vinyl glycine 1b with protected allyl glycine 2 in the presence of Grubbs second-generation catalyst was performed. Preparation of lipophilic N-acyl iE-DAP as potent agonists of NOD 1-mediated immune resp...

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Detalles Bibliográficos
Autores principales: Saito, Yukako, Yoshimura, Yuichi, Wakamatsu, Hideaki, Takahata, Hiroki
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2013
Materias:
Article
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6270281/
https://www.ncbi.nlm.nih.gov/pubmed/23325104
http://dx.doi.org/10.3390/molecules18011162
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author Saito, Yukako
Yoshimura, Yuichi
Wakamatsu, Hideaki
Takahata, Hiroki
author_facet Saito, Yukako
Yoshimura, Yuichi
Wakamatsu, Hideaki
Takahata, Hiroki
author_sort Saito, Yukako
collection PubMed
description Synthesis of beneficial protected meso-DAP 9 by cross metathesis of the Garner aldehyde-derived vinyl glycine 1b with protected allyl glycine 2 in the presence of Grubbs second-generation catalyst was performed. Preparation of lipophilic N-acyl iE-DAP as potent agonists of NOD 1-mediated immune response from 9 is described.
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spelling pubmed-62702812018-12-14 A Facile Synthesis of Fully Protected meso-Diaminopimelic Acid (DAP) and Its Application to the Preparation of Lipophilic N-Acyl iE-DAP Saito, Yukako Yoshimura, Yuichi Wakamatsu, Hideaki Takahata, Hiroki Molecules Article Synthesis of beneficial protected meso-DAP 9 by cross metathesis of the Garner aldehyde-derived vinyl glycine 1b with protected allyl glycine 2 in the presence of Grubbs second-generation catalyst was performed. Preparation of lipophilic N-acyl iE-DAP as potent agonists of NOD 1-mediated immune response from 9 is described. MDPI 2013-01-16 /pmc/articles/PMC6270281/ /pubmed/23325104 http://dx.doi.org/10.3390/molecules18011162 Text en © 2013 by the authors; licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution license (http://creativecommons.org/licenses/by/3.0/).
spellingShingle Article
Saito, Yukako
Yoshimura, Yuichi
Wakamatsu, Hideaki
Takahata, Hiroki
A Facile Synthesis of Fully Protected meso-Diaminopimelic Acid (DAP) and Its Application to the Preparation of Lipophilic N-Acyl iE-DAP
title A Facile Synthesis of Fully Protected meso-Diaminopimelic Acid (DAP) and Its Application to the Preparation of Lipophilic N-Acyl iE-DAP
title_full A Facile Synthesis of Fully Protected meso-Diaminopimelic Acid (DAP) and Its Application to the Preparation of Lipophilic N-Acyl iE-DAP
title_fullStr A Facile Synthesis of Fully Protected meso-Diaminopimelic Acid (DAP) and Its Application to the Preparation of Lipophilic N-Acyl iE-DAP
title_full_unstemmed A Facile Synthesis of Fully Protected meso-Diaminopimelic Acid (DAP) and Its Application to the Preparation of Lipophilic N-Acyl iE-DAP
title_short A Facile Synthesis of Fully Protected meso-Diaminopimelic Acid (DAP) and Its Application to the Preparation of Lipophilic N-Acyl iE-DAP
title_sort facile synthesis of fully protected meso-diaminopimelic acid (dap) and its application to the preparation of lipophilic n-acyl ie-dap
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6270281/
https://www.ncbi.nlm.nih.gov/pubmed/23325104
http://dx.doi.org/10.3390/molecules18011162
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