TY - JOUR
T1 - Vitamin D in solution
T2 - Conformations of vitamin D3, 1α,25-dihydroxyvitamin D3, and dihydrotachysterol3
AU - Wing, Richard M.
AU - Okamura, William H.
AU - Pirio, Marcel R.
AU - Sine, Steven M
AU - Norman, Anthony W.
PY - 1974
Y1 - 1974
N2 - Solution conformations of the A and seco B rings of vitamin D3, 1α,25-dihydroxyvitamin D3, 1α-hydroxyvitamin D 3, and dihydrotachysterol3 have been established by high resolution, 300-megahertz proton magnetic resonance spectroscopy. The A ring of these steroids is dynamically equilibrated between two chair conformers. For vitamin D3, 1α-hydroxyvitamin D3, and 1α,25-dihydroxyvitamin D3 the relative proportions of the two conformers are 1:1, whereas dihydrotachysterol3 exists principally as only one conformer. Thus, the substituent groups on the A ring may be either equatorially or axially oriented, and suggests a refinement of the existing topological model for vitamin D hormonal activity.
AB - Solution conformations of the A and seco B rings of vitamin D3, 1α,25-dihydroxyvitamin D3, 1α-hydroxyvitamin D 3, and dihydrotachysterol3 have been established by high resolution, 300-megahertz proton magnetic resonance spectroscopy. The A ring of these steroids is dynamically equilibrated between two chair conformers. For vitamin D3, 1α-hydroxyvitamin D3, and 1α,25-dihydroxyvitamin D3 the relative proportions of the two conformers are 1:1, whereas dihydrotachysterol3 exists principally as only one conformer. Thus, the substituent groups on the A ring may be either equatorially or axially oriented, and suggests a refinement of the existing topological model for vitamin D hormonal activity.
UR - http://www.scopus.com/inward/record.url?scp=0016198984&partnerID=8YFLogxK
UR - http://www.scopus.com/inward/citedby.url?scp=0016198984&partnerID=8YFLogxK
M3 - Article
SN - 0036-8075
VL - 186
SP - 939
EP - 940
JO - Science
JF - Science
IS - 4167
ER -