Article (Scientific journals)
Development of solid-supported methodology for the preparation of peptidoglycan fragments containing (2S,6R)-diaminopimelic acid
Simon, Justine; Lamborelle, Nicolas; Zervosen, Astrid et al.
2016In Tetrahedron Letters
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Abstract :
[en] Herein, we describe the development of an efficient solid-supported methodology for the stereoselective synthesis of two peptides containing (2S,6R)-diaminopimelic acid, (S)-Ala-γ-(R)-Glu-(2S,6R)-A2pm-(R)-Ala 1 and γ-(R)-Glu-(2S,6R)-A2pm 2. The platform consists of a Wang resin anchored by an amino acid chain including allylglycine. By olefin cross metathesis with vinylglycine, unsaturated protected (2S,6R)-A2pm was fixed on solid support. Peptides were achieved by cleavage of cross metathesis products from resin, followed by reduction of double bonds along removing of protecting groups. Furthermore, this efficient solid phase approach will lead to peptide and muropeptide libraries.
Research center :
GIGA CRC (Cyclotron Research Center) In vivo Imaging-Aging & Memory - ULiège
Disciplines :
Chemistry
Author, co-author :
Simon, Justine ;  Université de Liège > Centre de recherches du cyclotron
Lamborelle, Nicolas ;  Université de Liège > Département de chimie (sciences) > Département de chimie (sciences)
Zervosen, Astrid 
Lemaire, Christian ;  Université de Liège > Centre de recherches du cyclotron
Joris, Bernard ;  Université de Liège > Département des sciences de la vie > Physiologie et génétique bactériennes
Luxen, André ;  Université de Liège > Département de chimie (sciences) > Laboratoire de chimie organique de synthèse
Language :
English
Title :
Development of solid-supported methodology for the preparation of peptidoglycan fragments containing (2S,6R)-diaminopimelic acid
Publication date :
06 April 2016
Journal title :
Tetrahedron Letters
ISSN :
0040-4039
Publisher :
Elsevier, Oxford, United Kingdom
Peer reviewed :
Peer Reviewed verified by ORBi
Name of the research project :
NetRBI
Funders :
ARC
Available on ORBi :
since 26 April 2016

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