A derivative of dolichol was formed and then chemically degraded to a small fragment containing the sole centre of asymmetry of the original molecule. Polarimetric comparison of this derivative with a standard prepared from (R)-citronellol showed dolichol to have an S-configuration at C-3. To determine the optical purity of dolichol a diastereoisomeric derivative was prepared and compared with standard diastereoisomers, which could be resolved by high-pressure liquid chromatography. Dolichols from pig liver, human liver and hen oviduct were analysed by this procedure and were all found to be greater than 95% S-configuration.
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Research Article| September 01 1980
Absolute configuration of dolichol
Biochem J (1980) 189 (3): 441–445.
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W L Adair, S Robertson; Absolute configuration of dolichol. Biochem J 1 September 1980; 189 (3): 441–445. doi: https://doi.org/10.1042/bj1890441
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