The synthesis of diaminopimelic acid containing peptidoglycan fragments using metathesis cross coupling

Abhijit Roy Chowdhury; Geert Jan Boons

doi:10.1016/j.tetlet.2005.01.062

The synthesis of diaminopimelic acid containing peptidoglycan fragments using metathesis cross coupling

Abhijit Roy Chowdhury
, Geert Jan Boons^*

^*Corresponding author for this work

Research output: Contribution to journal › Article › Academic › peer-review

Abstract

Properly protected diaminopimelic acid (DAP), a component of peptidoglycan of Gram-negative bacteria, was prepared by a metathesis cross coupling between properly protected allyl and vinyl glycine derivatives using Grubb's second-generation catalyst followed by reduction of the double bond of the resulting compound. The DAP derivatives were used in the solution- and polymer-supported synthesis of biological active peptides.

Original language	English
Pages (from-to)	1675-1678
Number of pages	4
Journal	Tetrahedron Letters
Volume	46
Issue number	10
DOIs	https://doi.org/10.1016/j.tetlet.2005.01.062
Publication status	Published - 7 Mar 2005
Externally published	Yes

Funding

This research was supported by the Institute of General Medicine of the National Institutes of Health (GM065248).

Keywords

Amino acid
Cross metathesis
meso-2,6-Diaminopimelic acid
Peptidoglycan

Access to Document

10.1016/j.tetlet.2005.01.062

Cite this

@article{bd89b541404d47d8867188b9bdcabf75,

title = "The synthesis of diaminopimelic acid containing peptidoglycan fragments using metathesis cross coupling",

abstract = "Properly protected diaminopimelic acid (DAP), a component of peptidoglycan of Gram-negative bacteria, was prepared by a metathesis cross coupling between properly protected allyl and vinyl glycine derivatives using Grubb's second-generation catalyst followed by reduction of the double bond of the resulting compound. The DAP derivatives were used in the solution- and polymer-supported synthesis of biological active peptides.",

keywords = "Amino acid, Cross metathesis, meso-2,6-Diaminopimelic acid, Peptidoglycan",

author = "Chowdhury, \{Abhijit Roy\} and Boons, \{Geert Jan\}",

year = "2005",

month = mar,

day = "7",

doi = "10.1016/j.tetlet.2005.01.062",

language = "English",

volume = "46",

pages = "1675--1678",

journal = "Tetrahedron Letters",

issn = "0040-4039",

publisher = "Elsevier Ltd",

number = "10",

}

TY - JOUR

T1 - The synthesis of diaminopimelic acid containing peptidoglycan fragments using metathesis cross coupling

AU - Chowdhury, Abhijit Roy

AU - Boons, Geert Jan

PY - 2005/3/7

Y1 - 2005/3/7

N2 - Properly protected diaminopimelic acid (DAP), a component of peptidoglycan of Gram-negative bacteria, was prepared by a metathesis cross coupling between properly protected allyl and vinyl glycine derivatives using Grubb's second-generation catalyst followed by reduction of the double bond of the resulting compound. The DAP derivatives were used in the solution- and polymer-supported synthesis of biological active peptides.

AB - Properly protected diaminopimelic acid (DAP), a component of peptidoglycan of Gram-negative bacteria, was prepared by a metathesis cross coupling between properly protected allyl and vinyl glycine derivatives using Grubb's second-generation catalyst followed by reduction of the double bond of the resulting compound. The DAP derivatives were used in the solution- and polymer-supported synthesis of biological active peptides.

KW - Amino acid

KW - Cross metathesis

KW - meso-2,6-Diaminopimelic acid

KW - Peptidoglycan

UR - https://www.scopus.com/pages/publications/13744254341

U2 - 10.1016/j.tetlet.2005.01.062

DO - 10.1016/j.tetlet.2005.01.062

M3 - Article

AN - SCOPUS:13744254341

SN - 0040-4039

VL - 46

SP - 1675

EP - 1678

JO - Tetrahedron Letters

JF - Tetrahedron Letters

IS - 10

ER -

The synthesis of diaminopimelic acid containing peptidoglycan fragments using metathesis cross coupling

Abstract

Funding

Keywords

Access to Document

Other files and links

Fingerprint

Cite this