TY - JOUR
T1 - Reduction of the 24,25-double bond of lanosterol in vivo in the rat. Stereochemistry of the addition of the C-25 proton in the biosynthesis of cholesterol
AU - Yagen, Boris
AU - O'Grodnick, Joseph S.
AU - Caspi, Eliahu
AU - Tamm, Christoph
PY - 1974
Y1 - 1974
N2 - The stereochemistry of addition of the 25-proton in the Δ24 reduction of lanosterol to cholesterol in vivo in the rat is shown to be the same as that in the S-10 fraction of rat liver homogenstes. It is also shown that oxidation of [1,2-3H2]octan-1-ol by the Pfitzner-Moffatt method proceeds with complete removal of tritium from C-2 of octanol. A similar oxidation of [25-3H]-5α-cholestane-3β,26-diol to 3-oxo[25-3H]-5α-cholestan-26-al resulted in the loss of 23% of tritium. In contrast, Collins oxidation of [1,2-3H2]octan-1-ol to octanal did not involve any loss of tritium from C-2.
AB - The stereochemistry of addition of the 25-proton in the Δ24 reduction of lanosterol to cholesterol in vivo in the rat is shown to be the same as that in the S-10 fraction of rat liver homogenstes. It is also shown that oxidation of [1,2-3H2]octan-1-ol by the Pfitzner-Moffatt method proceeds with complete removal of tritium from C-2 of octanol. A similar oxidation of [25-3H]-5α-cholestane-3β,26-diol to 3-oxo[25-3H]-5α-cholestan-26-al resulted in the loss of 23% of tritium. In contrast, Collins oxidation of [1,2-3H2]octan-1-ol to octanal did not involve any loss of tritium from C-2.
UR - http://www.scopus.com/inward/record.url?scp=0016008687&partnerID=8YFLogxK
U2 - 10.1039/p19740001994
DO - 10.1039/p19740001994
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C2 - 4472279
AN - SCOPUS:0016008687
SN - 1472-7781
SP - 1994
EP - 2000
JO - Journal of the Chemical Society, Perkin Transactions 1
JF - Journal of the Chemical Society, Perkin Transactions 1
ER -