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二环己叉基保护的克布拉糖醇的改进合成及其在L-手性肌醇衍生物合成中的应用。

Improved synthesis of dicyclohexylidene protected quebrachitol and its use in the synthesis of L-chiro-inositol derivatives.

作者信息

Baars Sylvia M, Hoberg John O

机构信息

School of Chemical and Physical Sciences, Victoria University of Wellington, Wellington, New Zealand.

出版信息

Carbohydr Res. 2006 Jul 24;341(10):1680-4. doi: 10.1016/j.carres.2006.04.030. Epub 2006 May 15.

DOI:10.1016/j.carres.2006.04.030
PMID:16697982
Abstract

A modified synthesis of 1L-1,2:3,4-di-O-cyclohexylidene-5-O-methyl-chiro-inositol has been accomplished that improves the overall procedure, yield, and environmental aspects of its formation. Several inositol analogues have been prepared from this intermediate for testing as biosynthetic inhibitors of glycosyl-phosphatidylinositol (GPI) anchor formation.

摘要

已完成1L-1,2:3,4-二-O-环己叉基-5-O-甲基手性肌醇的改进合成方法,该方法改进了其合成的整体步骤、产率和环境影响。已从该中间体制备了几种肌醇类似物,用于作为糖基磷脂酰肌醇(GPI)锚定形成的生物合成抑制剂进行测试。

相似文献

1
Improved synthesis of dicyclohexylidene protected quebrachitol and its use in the synthesis of L-chiro-inositol derivatives.二环己叉基保护的克布拉糖醇的改进合成及其在L-手性肌醇衍生物合成中的应用。
Carbohydr Res. 2006 Jul 24;341(10):1680-4. doi: 10.1016/j.carres.2006.04.030. Epub 2006 May 15.
2
Enzyme-catalysed synthesis of galactosylated 1D- and 1L-chiro-inositol, 1D-pinitol, myo-inositol and selected derivatives using the beta-galactosidase from the thermophile Thermoanaerobacter sp. strain TP6-B1.利用嗜热栖热放线菌属菌株TP6-B1的β-半乳糖苷酶,酶催化合成半乳糖基化的1D-和1L-手性肌醇、1D-松醇、肌醇及选定的衍生物。
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Synthesis and evaluation of 3-modified 1D-myo-inositols as inhibitors and substrates of phosphatidylinositol synthase and inhibitors of myo-inositol uptake by cells.3-修饰的一维肌醇作为磷脂酰肌醇合酶的抑制剂和底物以及细胞摄取肌醇的抑制剂的合成与评价。
J Med Chem. 1993 Nov 12;36(23):3628-35. doi: 10.1021/jm00075a018.
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Phospholipase cleavage of D- and L-chiro-glycosylphosphoinositides asymmetrically incorporated into liposomal membranes.磷脂酶对不对称掺入脂质体膜的D-和L-手性糖基磷脂酰肌醇的切割作用。
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Identification of chiro-inositol and its formation by isomerization of myo-inositol during hydrolysis of glycosylphosphatidylinositol-anchored proteins.在糖基磷脂酰肌醇锚定蛋白水解过程中通过肌醇异构化鉴定手性肌醇及其形成。
Arch Biochem Biophys. 1997 Jun 1;342(1):161-8. doi: 10.1006/abbi.1997.9991.
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Efficient syntheses of chiral myo-inositol derivatives--key intermediates in glycosylphosphatidylinositol (GPI) syntheses.手性肌醇衍生物的高效合成——糖基磷脂酰肌醇(GPI)合成中的关键中间体。
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Synthesis of 4/5-deoxy-4/5-nucleobase derivatives of 3-O-methyl-D-chiro-inositol as potential antiviral agents.
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Inositols and methylinositols in sea buckthorn (Hippophaë rhamnoides) berries.沙棘(沙棘属)浆果中的肌醇和甲基肌醇。
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Synthesis of galactosaminyl D-chiro-inositols.半乳糖胺基 D-手性肌醇的合成。
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Synthesis of azole nucleoside analogues of D-pinitol as potential antitumor agents.合成作为潜在抗肿瘤剂的D-松醇的唑核苷类似物。
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引用本文的文献

1
Quebrachitol: Global Status and Basic Research.肌醇半乳糖苷:全球现状与基础研究。
Nat Prod Bioprospect. 2017 Feb;7(1):113-122. doi: 10.1007/s13659-017-0120-3. Epub 2017 Jan 28.