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Bromination of silk fabrics
Author(s) -
Furuhata KenIchi,
Kawamoto Michiko
Publication year - 1997
Publication title -
journal of applied polymer science
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.575
H-Index - 166
eISSN - 1097-4628
pISSN - 0021-8995
DOI - 10.1002/(sici)1097-4628(19970606)64:10<2031::aid-app17>3.0.co;2-9
Subject(s) - bromine , halogenation , sodium bromide , bromide , chemistry , reagent , polymer chemistry , organic chemistry , tyrosine , dimethylformamide , sodium , biochemistry , solvent
The bromination of silk fabrics was studied under heterogeneous conditions in N,N‐dimethylformamide using three reagent systems, molecular bromine, methanesulfonyl bromide (MsBr), and N‐bromosuccinimide (NBS)‐triphenylphosphine (PPh 3 ) in combination with sodium bromide. Molecular bromine brominated tyrosine residues selectively and consecutively to 3‐bromotyrosine and 3,5‐dibromotyrosine residues. MsBr reacted only with serine residues to give 3‐bromoalanine (Br‐Ala) residues. The addition of sodium bromide to the NBS‐PPh 3 system suppressed the bromination of tyrosine residues and slightly increased the yield of Br‐Ala residues. © 1997 John Wiley & Sons, Inc. J Appl Polym Sci 64: 2031–2036, 1997