多萜醇的绝对构型。
Absolute configuration of dolichol.
作者信息
Adair W L, Robertson S
出版信息
Biochem J. 1980 Sep 1;189(3):441-5. doi: 10.1042/bj1890441.
Abstract
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.
摘要
形成了一种多萜醇衍生物，然后将其化学降解为一个小片段，该片段包含原始分子唯一的不对称中心。将该衍生物与由（R）-香茅醇制备的标准品进行旋光比较，结果表明多萜醇在C-3处具有S-构型。为了测定多萜醇的光学纯度，制备了一种非对映异构体衍生物，并与可通过高压液相色谱分离的标准非对映异构体进行比较。用该方法分析了猪肝、人肝和鸡输卵管中的多萜醇，发现它们的S-构型均大于95%。
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本文引用的文献
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Biochem J. 1963 Sep;88(3):470-82.
2
The characterization and stereochemistry of biosynthesis of dolichols in rat liver.大鼠肝脏中多萜醇生物合成的表征及立体化学
Biochem J. 1970 Jun;118(1):163-6. doi: 10.1042/bj1180163.
3
Biosynthesis of dolichol phosphate by subcellular fractions from liver.
FEBS Lett. 1977 Sep 15;81(2):411-4. doi: 10.1016/0014-5793(77)80566-8.
4
Specificity of polyprenyl phosphates in the in vitro formation of lipid-linked sugars.聚异戊二烯磷酸酯在脂质连接糖体外形成中的特异性。
Arch Biochem Biophys. 1977 Jun;181(2):393-401. doi: 10.1016/0003-9861(77)90244-2.
5
Synthesis of dolichol phosphate by a cell-free extract from pea.
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