The stereochemical configuration of the natural 23,25,26-trihydroxyvitamin D3.
Four possible diastereoisomers of 23,25,26-trihydroxyvitamin D3 were synthesized and compared with the natural metabolite. The 4 synthetic diastereoisomers could be separated into 4 peaks by high-performance liquid chromatography. The natural 23,25,26-trihydroxyvitamin D3 comigrated with 23(S),25(R),26-trihydroxyvitamin D3. This result unequivocally demonstrates that the stereochemistry of the natural 23,25,26-trihydroxyvitamin D3 has the 23(S) and 25(R) configuration.
D000818:Animals; D055598:Chemical Phenomena; D002621:Chemistry; D002645:Chickens; D002851:Chromatography, High Pressure Liquid; D006887:Hydroxycholecalciferols / Q000097:blood / Q000138:chemical synthesis / Q000378:metabolism; D007668:Kidney / Q000378:metabolism; D008297:Male; D051381:Rats; D011919:Rats, Inbred Strains; D013237:Stereoisomerism
D006887:Hydroxycholecalciferols; C034128:23,25,26-trihydroxyvitamin D3