Preparation of a chiral matrix. Resolution of (6R,S)-N5-formyltetrahydrofolate.
Combination chemotherapy involving (6R,S)-N5-formyltetrahydrofolate and 5-fluorouracil has raised considerable speculation concerning the effects of the unnatural (6R) diastereomer. The inability to obtain quantities of the individual diastereomers has greatly limited work in this area. Commercially available chiral columns, suitable for diastereomer analysis, are inadequate for preparative work. We report here on the use of epoxide-activated media in the construction of a bovine serum albumin-based high-performance liquid chromatography matrix capable of resolving the diastereomers of (6R,S)-N5-formyltetrahydrofolate in milligram quantities. Similar columns based upon alternative protein matrices may prove useful for the resolution of additional materials.
Mullin
R J
RJ
Division of Cell Biology, Wellcome Research Laboratories, Research Triangle Park, NC 27709.
Duch
D S
DS
D000230:Adenocarcinoma / Q000473:pathology; D002455:Cell Division / Q000187:drug effects; D002851:Chromatography, High Pressure Liquid / Q000379:methods*; D003110:Colonic Neoplasms / Q000473:pathology; D004852:Epoxy Compounds; D006801:Humans; D002955:Leucovorin / Q000032:analysis* / Q000494:pharmacology; D012710:Serum Albumin, Bovine; D013237:Stereoisomerism; D014407:Tumor Cells, Cultured / Q000187:drug effects / Q000473:pathology
D004852:Epoxy Compounds; D012710:Serum Albumin, Bovine; D002955:Leucovorin