Accession Number : AD0644218

Title :   THE ISOLATION OF CRYSTALLINE I-UROBILINOGEN (MESOBILIRUBINOGEN) FROM HUMAN FECES AND RESOLUTION OF THE CORRESPONDING UROBILIN,

Corporate Author : MINNESOTA UNIV MINNEAPOLIS

Personal Author(s) : Watson,C. J. ; Weimer,Mary ; Krueger,Wm. ; Lightner,D. A. ; Moscowitz,Albert

Report Date : 1965

Pagination or Media Count : 1

Abstract : Crystalline i-urobilinogen was isolated from human feces obtained 5-6 days after discontinuance of tetracyclin. The method of isolation was essentially that previously described for d-urobilinogen (J. Biol. Chem. 218:641, 1956). The natural material was identical with synthetic mesobilirubinogen as regards melting point, mixed melting point, crystal habit and x-ray crystal powder patterns. Both were optically inactive throughout the range of 600-200 millimicrons. The corresponding i-urobilin, prepared from 4 x recrystallized natural chromogen, has been resolved by fractional crystallization; a d-U crystallizes out: Specific rotation (20C, D line) = + 5280 degrees. The results of FeCl3 oxidation (J. Biol. Chem. 235:787, 1960) were typical of a pure d-U. The mother liquor was levorotatory, Specific rotation (20C, D line) = -1870 degrees (related to optical density at 490 millimicrons. Partial resolution of synthetic i-U into strongly positively and negatively rotating forms has also been achieved. d-Urobilinogen (H44) has been crystallized following catalytic hydrogenation of d-U (H40). The crystals differed from the natural or synthetic mesobilirubinogen in crystal habit, x-ray crystal powder pattern, and ORD curve. (Author)

Descriptors :   (*BILE PIGMENTS, SEPARATION), CRYSTALLIZATION, MOLECULAR ROTATION, RESOLUTION

Subject Categories : Biochemistry

Distribution Statement : APPROVED FOR PUBLIC RELEASE