Derivatization of bile acids with taurine for analysis by fast atom bombardment mass spectrometry with collision-induced fragmentation.
When analyzed by fast atom bombardment mass spectrometry, taurine-conjugated bile acids give intense [M-H]-pseudomolecular ions that can be subjected to collision-induced fragmentation to give structural information. A method has been developed that permits rapid coupling of taurine to unconjugated, glycine-conjugated, sulfated, and glucuronidated bile acids. The reaction is performed for 2 h at room temperature in aqueous pyridine hydrochloride buffer, with or without dioxane, using 0.1 M 1-ethyl-3-(3-dimethylaminopropyl) carbodiimide as the coupling agent and 0.2 M taurine. The yields are higher than 95%. In contrast to published coupling reactions, the method permits conjugation of bile acids with the labile 7 alpha-hydroxy-3-oxo-4-ene structure.
Zhang
J
J
Department of Physiological Chemistry, Karolinska Institutet, Stockholm, Sweden.
Griffiths
W J
WJ
Bergman
T
T
Sjövall
J
J
D001647:Bile Acids and Salts / Q000737:chemistry*; D055598:Chemical Phenomena; D002627:Chemistry, Physical; D019826:Cholic Acid; D002793:Cholic Acids / Q000737:chemistry; D002855:Chromatography, Thin Layer; D003840:Deoxycholic Acid / Q000737:chemistry; D005022:Ethyldimethylaminopropyl Carbodiimide; D005965:Glucuronates / Q000737:chemistry; D005998:Glycine / Q000737:chemistry; D006863:Hydrogen-Ion Concentration; D016339:Spectrometry, Mass, Fast Atom Bombardment; D013431:Sulfates / Q000737:chemistry; D013654:Taurine / Q000737:chemistry*; D013656:Taurocholic Acid / Q000737:chemistry
D001647:Bile Acids and Salts; D002793:Cholic Acids; D005965:Glucuronates; D013431:Sulfates; D003840:Deoxycholic Acid; D013654:Taurine; D013656:Taurocholic Acid; C010471:hyodeoxycholic acid; D019826:Cholic Acid; D005022:Ethyldimethylaminopropyl Carbodiimide; D005998:Glycine