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A side‐reaction in the SPPS of Trp‐containing peptides
Author(s) -
Giraud Matthieu,
Cavelier Florine,
Martinez Jean
Publication year - 1999
Publication title -
journal of peptide science
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.475
H-Index - 66
eISSN - 1099-1387
pISSN - 1075-2617
DOI - 10.1002/(sici)1099-1387(199910)5:10<457::aid-psc215>3.0.co;2-7
Subject(s) - linker , chemistry , indole test , residue (chemistry) , alkylation , stereochemistry , sequence (biology) , natural product , combinatorial chemistry , biochemistry , computer science , catalysis , operating system
Syntheses of several Trp‐containing peptides on a Wang solid support afforded significant amounts of a side‐product. 1 H‐NMR and MS data showed that an unexpected alkylation by the linker has occurred on the indole nucleus. This was observed whatever the scavenger used, and whatever the position of the Trp residue in the sequence, unless it was in the C ‐terminal position. Copyright © 1999 European Peptide Society and John Wiley & Sons, Ltd.