Identification of a novel conjugate in human urine: bile acid acyl galactosides

被引：25

作者：

Goto, T

Shibata, A

Sasaki, D

Suzuki, N

Hishinuma, T

Kakiyama, G

Iida, T

Mano, N

Goto, J ^{[1
]}

机构：

[1] Tohoku Univ, Grad Sch Pharmaceut Sci, Aoba Ku, Sendai, Miyagi 9808578, Japan

[2] SS Pharmaceut Co Ltd, Cent Res Labs, Chiba 2868511, Japan

[3] Nihon Univ, Coll Humanities & Sci, Dept Chem, Setagaya Ku, Tokyo 1568550, Japan

[4] Tohoku Univ Hosp, Dept Pharmaceut Sci, Aoba Ku, Sendai, Miyagi 9808574, Japan

来源：

STEROIDS | 2005年 / 70卷 / 03期

关键词：

bile acid; galactose; glycoside; atmospheric pressure chemical ionisation; electrospray ionisation; liquid chromatography/mass spectrometry; tandem mass spectrometry;

D O I：

10.1016/j.steroids.2004.12.006

中图分类号：

Q5 [生物化学]; Q7 [分子生物学];

学科分类号：

071010 ; 081704 ;

摘要：

We report a novel conjugate, bile acid acyl galactosides, which exist in the urine of healthy volunteers. To identify the two unknown peaks obtained in urine specimens from healthy subjects, the specimens were subjected to solid phase extraction and then to liquid chromatographic separation. The eluate corresponding to the unknown peaks on the chromatogram was collected. Following alkaline hydrolysis and liquid chromatography (LC)/electrospray ionization (ESI)-mass spectrometric (MS) analysis, cholic acid (CA) and deoxycholic acid (DCA) were identified as liberated bile acids. When a portion of the alkaline hydrolyzate was subjected to a derivatization reaction with 1-phenyl-3-methyl5-pyrazolone, a derivative of galactose was detected by LC/ESI-MS. Finally, the liquid chromatographic and mass spectrometric properties of these unknown compounds in urine specimens were compared to those of authentic specimens and the structures were confirmed as CA 24-galactoside and DCA 24-galactoside. These results strongly imply that bile acid 24-galactosides, a novel conjugate, were synthesized in the human body. (c) 2005 Elsevier Inc. All rights reserved.

引用

页码：185 / 192

页数：8

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