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Journal of Lipid Research, Vol. 43, 685-690, May 2002
Copyright © 2002 by Lipid Research, Inc.

A novel primary bile acid in the Shoebill stork and herons and its phylogenetic significance

L. R. Hagey^1,*, C. D. Schteingart, H-T. Ton-Nu and A. F. Hofmann

^* Zoological Society of San Diego, San Diego, CA 92112
Department of Medicine, University of California, San Diego, San Diego, CA 92093

¹ To whom correspondence should be addressed. e-mail: lhagey{at}ucsd.edu

The Shoebill stork, an enigma phylogenetically, was found to contain as its dominant biliary bile acid 16-hydroxychenodeoxycholic acid, a heretofore undescribed bile acid. The bile acid occurred as its taurine N-acyl amidate; structure was established by nuclear magnetic resonance (NMR) and mass spectrometry (MS). A search for this novel bile acid in other Ciconiiformes showed that it constituted >92% of biliary bile acids in five of nine herons in the Ardidae, but was absent in all other families (Ciconiidae, Threskiornithidae, Scopidae, Phoenicopteridae). The presence of this biochemical trait in the Shoebill stork and certain herons suggests that these birds are closely related.—Hagey, L. R., C. D. Schteingart, H-T. Ton-Nu, and A. F. Hofmann. A novel primary bile acid in the Shoebill stork and herons and its phylogenetic significance. J. Lipid Res. 2002. 43: 685–690.

Abbreviations: GC-MS, gas chromatography-mass spectrometry; NMR, nuclear magnetic resonance; MS, mass spectrometry; SIMS, Secondary ion mass spectrometry; SC, side chain

Supplementary key words 16-hydroxylation • bile acid metabolism • Ciconiiformes

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