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Solid‐Phase Syntheses of Peptoids using Fmoc‐Protected N ‐Substituted Glycines: The Synthesis of (Retro)Peptoids of Leu‐Enkephalin and Substance P
Author(s) -
Kruijtzer John A. W.,
Hofmeyer Lovina J. F.,
Heerma Wigger,
Versluis Cornelis,
Liskamp Rob M. J.
Publication year - 1998
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/(sici)1521-3765(19980807)4:8<1570::aid-chem1570>3.0.co;2-2
Subject(s) - peptoid , chemistry , solid phase synthesis , monomer , glycine , combinatorial chemistry , peptide synthesis , peptide , leu enkephalin , enkephalin , stereochemistry , amino acid , organic chemistry , biochemistry , polymer , receptor , opioid
Solid‐phase synthesis of oligomeric peptoids can be conveniently achieved by a repetitive cycle consisting of 1) the removal of the Fmoc group and 2) coupling of a N ‐substituted glycine derivative (a peptoid monomer). This “monomer” method allows the monitored synthesis of relatively large quantities of pure peptoids as well as the translation of in principle any peptide into the corresponding peptoid, illustrated here (below) by the solid‐phase synthesis on a peptide synthesizer of the peptoid of substance P.