Journal of Lipid Research, Vol 27, 1318-1323, Copyright © 1986 by Lipid Research, Inc.
Identification of new bile alcohols, 5 beta-cholestane-3 alpha,7 alpha,24,26-tetrol, 5 beta-cholestane-3 alpha,7 alpha,25,26-tetrol, and 5 beta-cholestane-3 alpha,7 alpha,26,27-tetrol in human gallbladder bile
M Une, Y Shinonaga, N Matoba, S Kuroki, K Kihira and T Hoshita
The nature of cholestanetetrols present as the glucurono-conjugates in
human gallbladder bile was studied. Glucurono-conjugated bile alcohols were
isolated by ion exchange chromatography and, after enzymatic hydrolysis,
were fractionated by reversed phase partition chromatography to give a
fraction containing tetrahydroxy bile alcohols which was analyzed by
gas-liquid chromatography and mass spectrometry. Along with the three
previously identified bile alcohols, 5 alpha- and 5 beta-cholestane-3
alpha, 7 alpha, 12 alpha,24-tetrols, and 5 beta- cholestane-3 alpha, 7
alpha, 12 alpha,26-tetrol, three new cholestanetetrols, possessing two
hydroxyl groups in the ring system and two in the side chain, were detected
in the tetrahydroxy bile alcohol fraction. These new bile alcohols were
identified as 5 beta- cholestane-3 alpha, 7 alpha,24,26-tetrol, 5
beta-cholestane-3 alpha, 7 alpha,25,26-tetrol, and 5 beta-cholestane-3
alpha, 7 alpha,26,27-tetrol by direct comparison of their gas-liquid
chromatographic behaviors and mass spectral data with those of authentic
standards prepared from chenodeoxycholic acid by partial synthesis.