Synthesis and protein conjugation studies of vitamin K analogues.
Two vitamin K analogues bearing a carboxylic acid side chain (9a and its deuterated analogue 9b) were each synthesised in six steps from commercially available menadione. Analogue 9b was conjugated to lysozyme and bovine serum albumin (BSA) using EDCI/HOBT and by prior formation of its activated succinimidyl ester 11. Quantification of the thus formed conjugates by ESMS and LC-MS revealed that the number of equivalents of the analogue used in the couplings systematically controls the number of analogues that conjugate to the protein.
Payne
Richard J
RJ
Department of Chemistry, University of Canterbury, Christchurch, New Zealand.
Daines
Alison M
AM
Clark
Bruce M
BM
Abell
Andrew D
AD
D000818:Animals; D002417:Cattle; D012710:Serum Albumin, Bovine / Q000378:metabolism*; D014812:Vitamin K / Q000031:analogs & derivatives* / Q000138:chemical synthesis* / Q000378:metabolism
D014812:Vitamin K; D012710:Serum Albumin, Bovine