SYNTHESIS OF ENANTIOMERICALLY PURE MOC-S-MOB-(S)-ALPHA-AMINO-EPSILON-MERCAPTOHEXANOIC ACID AND ITS USE IN SOLID-PHASE PEPTIDE-SYNTHESIS

Authors
HEEB NV ABERLE AM NAMBIAR KP
Citation
Nv. Heeb et al., SYNTHESIS OF ENANTIOMERICALLY PURE MOC-S-MOB-(S)-ALPHA-AMINO-EPSILON-MERCAPTOHEXANOIC ACID AND ITS USE IN SOLID-PHASE PEPTIDE-SYNTHESIS, Tetrahedron letters, 35(15), 1994, pp. 2287-2290
Citations number
15
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron letters → ACNP
ISSN journal
00404039
Volume
35
Issue
15
Year of publication
1994
Pages
2287 - 2290
Database
ISI
SICI code
0040-4039(1994)35:15<2287:SOEPM>2.0.ZU;2-3
Abstract
Enantiomerically pure N-Fmoc-S-Mob (S)-alpha-amino-epsilon-mercaptohex anoic acid (Amh) was synthesized in an efficient three step process fr om (L)-lysine via nucleophilic displacement of the pyridinium salt. An efficient method for Fmoc protection without any racemization is desc ribed. Incorporation of this unnatural amino acid into peptides and it s complete deprotection was accomplished in high yield using standard procedures.