Mass spectrometry bile alcohols

From 1966 to 1986 Horning was Director of the Institute of Lipid Research, Chairman of the Biochemistry Department (1962-1966), and Professor of Chemistry at Baylor College of Medicine (1961-1986). During this period he applied gas chromatography to steroids in human fluids, urine, bile and spinal liquids, and to amino add derivatives. His group isolated acids, alcohols, and waxes from human skin. Here they applied mass spectrometry and liquid or gas chromatography to the identification of numerous human substances. They extended these techniques to investigations of the metabolism of many different compounds in humans. 

Salysal, 967 Salzone, 849 Samples, 55 alcohol in, 115 choice of, 293 collection of, 3, 111 containers for, 114 contaminants in, 116 decomposition of, 115 for drug monitoring, 103 preparation for infra-red spectrophotonietiy, 243 preparation for mass spectrometry, 258 preservation of, 116 purification for infra-red spectrophotometry, 240 storage of, 114 Sampling, 111-117 bile, 113... 

Chromatographic analysis of the polar sterol fractions of the bile and feces, in conjunction with gas-liquid chromatography (GLC)-mass spectrometry indicated two major components, 5P-cholestane-3a,7a,12a,25-tetrol and 5P-cholestane-3a,7a,12a,23,25-pentol, and a minor component, 5P-cholestane-3a, 7a,12a,24,25-pentol(18-21). Only minute amounts of 5P-cholestane-3a, 7a,12a,23R-tetrol, 5P-cholestane-3a,7a,12a,24R-tetrol, 5P-cholestane-3a,7a, I2a,24S-tetrol and 5P-cholestane-3a,7a,12a,25S,26-pentol have been detected (20-24). The presence of 5P-cholestane-3a,7a,12a,25-tetrol was positively identified by comparison with the synthesized sample prepared in our laboratory (20-22,24-27) (Fig.l). The predominent bile alcohol of the pentol fraction was 5P-cholestane-3a,7a,12a,23,25-pentol, amounting to approximately 80% by weight, while 5P-cholestane-3a,7a,12a,24,25-pentol accounted for approximately 20% of this fraction. The less abundant pentol was shown to be identical with 5P-cholestane-3a,7a,12a,24a,25-pentol, which had been prepared from 5P-cholestane-3a,7a,12a,25-tetrol (20,21). 

Dayal, B. and Salen, G. (1990). Fast atom bombardment mass spectrometry (FAB-MS) studies of conjugated bile alcohols. Presented in part at the 17th International Symposium on the Chemistry of Natural... 

Dayal. B., Salen, G., Tint, G. S., Shefer, S. and Benz, S.W. (1990). Use of positive ion fast atom bombardment mass spectrometry for rapid identification of a bile alcohol glucuronide isolated from cerebrotendinous xanthomatosis patients. Steroids. 55 74-78. 

Y. Yang, W. J. Griffiths, H. Naza-, and J. SjOvall, Analysis of bile acids and bile alcohols in urine by capillary liquid chromatography-mass spectrometry using fast atom bombardment or electrospray ionization and collision induced dissociation, Biomed. Chromatogr. 11, 240-255 (1997). 

Bile acids, alcohols, and side-chain-shortened steroids have been extensively analyzed by liquid chromatography electrospray ionization mass spectrometry (LC-ESI-MS) [1-3].The mobile phase usually features water/ methanol or water/acetonitrile containing an organic acid or buffer. As ESI is a concentration-dependent process, maximum sensitivity is obtained with high-concentration, low-volume samples run at low flow rate [26,27]. We have extensively used low-flow-rate LC-ESI-MS to achieve maximum sensitivity for steroid analysis [26], and with the advent of reliable nanoscale liquid chromatography (nano-LC) equipment, this form... 

By inspection one may determine that had this chapter been written before 1950 very nearly one-third of the compounds recognized here would have been known. Taken by decades, no less than 26 bile acids and alcohols were detected as natural products for the first time since 1960. For the detection of trace components this is a tribute to those investigators who applied the effective techniques of TLC, GLC, mass spectrometry, singly and in combination. For the detection of higher bile acids and alcohols (where 14 out of the 18 compounds shown were reported since 1950) this is a tribute to... 

Early studies of bile acid mass spectra were made by Bergstrom, Ryhage, and Stenhagen (3-5) and the results were used to determine the structure of Hammarsten s a-phocaecholic acid (6). Other groups applied mass spectrometry to the elucidation of structures of the closely related bile alcohols (7). At about this time combined gas chromatography-mass spectrometry instruments were developed that could be used in studies of compounds with molecular weights as high as those of bile acid derivatives (8-13). The early... 

Gas-Liquid Chromatography-Mass Spectrometry of Trimethylsilyl Ethers of Bile Alcohols... 

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