Bromination of silk fabrics

✍ Scribed by Ken-Ichi Furuhata; Michiko Kawamoto

• Book ID: 101253603
• Publisher: John Wiley and Sons
• Year: 1997
• Tongue: English
• Weight: 140 KB
• Volume: 64
• Category: Article
• ISSN: 0021-8995
• DOI: 10.1002/(sici)1097-4628(19970606)64:10<2031::aid-app17>3.0.co;2-9

✦ Synopsis

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.