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Photoaffinitätsmarkierung von Chymotrypsin. Synthese der photolysierbaren Liganden
Author(s) -
Escher Emanuel,
Schwyzer Robert
Publication year - 1975
Publication title -
helvetica chimica acta
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.74
H-Index - 82
eISSN - 1522-2675
pISSN - 0018-019X
DOI - 10.1002/hlca.19750580524
Subject(s) - chemistry , chymotrypsin , tripeptide , phenylalanine , stereochemistry , peptide , enzyme , biochemistry , trypsin , amino acid
The syntheses of m ‐azido‐L‐phenylalanine, p ‐azido‐o‐nitro‐L‐phenylalanine, Z · Ala‐Ala‐Xxx · OH, and Z · Ala‐Ala(β‐ 3 H)‐Xxx · OH, with Xxx – Phe, Phe(p‐NO 2 ), Phe( p ‐N 3 ), Phe( m ‐N 3 ), and Phe( p ‐N 3 , o‐NO 2 ) are described. The tripeptides with substituted phenylalanine residues are reversible inhibitors of chymotrypsin in the dark, and irreversible ones in the light. Photoaffinity labelling of chymotrypsin has been reported by the authors in FEBS Letters 46 , 347 (1974).