Labeling of Immunoglobulins with Bifunctional, Sulfhydryl-Selective, and Photoreactive Coumarins

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4-(Bromomethyl)-6,7-dimethoxy-2-oxo-2H-benzopyran (1a) and 4-(bromomethyl)-7-methoxy-2-oxo-2H-benzopyran (1b) and their iodo analogs (2) reacted selectively with the sulfhydryl groups generated in a limited reduction of the hinge disulfide bonds of an immunoglobulin G (IgG) giving proteins labeled with a fluorescent and/or radioactive moiety. Quantitative alkylation of free thiol groups was obtained with 1 and 125/127I-2. Photodimerization of these adducts produced IgG with covalently joined heavy chains.

Original languageEnglish (US)
Pages (from-to)300-304
Number of pages5
JournalBioconjugate Chemistry
Issue number4
Publication statusPublished - Jul 1 1993


ASJC Scopus subject areas

  • Biotechnology
  • Bioengineering
  • Biomedical Engineering
  • Pharmacology
  • Pharmaceutical Science
  • Organic Chemistry

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