title: N,N'-Bis(4-azidobenzoyl)cystine--a cleavable photoaffinity reagent.
abstract: A water-soluble, cleavable, heterobifunctional photoaffinity label has been synthesized in one step from N-hydroxysuccinimidyl 4-azidobenzoate and cystine. The resultant compound, N,N'-bis(4-azidobenzoyl) cystine [(ABC)2], reacts with protein sulfhydryl groups through disulfide exchange to generate photoactive derivatives. Since [35S]cystine of high specific activity is readily available, it is possible to produce highly radioactive (ABC)2. ABC-derivatized ovalbumin is antigenic in vivo, and monoclonal antibodies specific for ABC have been produced. The antigen binding site of these antibodies was covalently labeled with ABC.
mesh_terms: D000345:Affinity Labels / Q000138:chemical synthesis* / Q000276:immunology; D000911:Antibodies, Monoclonal / Q000032:analysis; D000918:Antibody Specificity; D001386:Azides / Q000138:chemical synthesis* / Q000276:immunology; D003553:Cystine / Q000031:analogs & derivatives* / Q000138:chemical synthesis / Q000276:immunology; D004220:Disulfides; D006241:Haptens; D010777:Photochemistry; D011506:Proteins / Q000032:analysis; D012995:Solubility; D013056:Spectrophotometry, Ultraviolet; D013438:Sulfhydryl Compounds
chemical_list: D000345:Affinity Labels; D000911:Antibodies, Monoclonal; D001386:Azides; D004220:Disulfides; D006241:Haptens; D011506:Proteins; D013438:Sulfhydryl Compounds; D003553:Cystine; C047268:N,N'-bis(4-azidobenzoyl)cystine