The chemical synthesis of 2-O-(alpha-L-fucopyranosyl)-3-O-(alpha-D-galactopyranosyl)-D-galactose. The terminal structure of the blood-group B antigenic determinant.

作者信息

Lemieux R U, Driguez H

出版信息

J Am Chem Soc. 1975 Jul 9;97(14):4069-75. doi: 10.1021/ja00847a034.

DOI:10.1021/ja00847a034

PMID:51033

Abstract

摘要

相似文献

The chemical synthesis of 2-O-(alpha-L-fucopyranosyl)-3-O-(alpha-D-galactopyranosyl)-D-galactose. The terminal structure of the blood-group B antigenic determinant.

J Am Chem Soc. 1975 Jul 9;97(14):4069-75. doi: 10.1021/ja00847a034.

[Structure and immunochemical properties of the urinary oligosaccharides excreted during induced galactosuria].

Biochimie. 1976;58(7):815-25. doi: 10.1016/s0300-9084(76)80312-4.

A new synthesis of 3-O-beta-D-galactopyranosyl-D-galactose.

Carbohydr Res. 1977 Jan;53(1):123-8. doi: 10.1016/s0008-6215(00)85461-0.

Synthesis of blood-group substances. 6. Synthesis of O-alpha-L-fucopyranosyl-(1 leads to 2)-O-beta-D-galactopyranosyl-(1 leads to 4)-O-[alpha-L-fucopyranosyl-(1 leads to 3)]-2-acetamide-2-deoxy-alpha-D-glucopyranose, and postulated Lewis d antigenic determinant.

J Org Chem. 1977 Feb 18;42(4):720-4. doi: 10.1021/jo00424a032.

Stannylene derivatives in glycoside synthesis. Application to the synthesis of the blood-group B antigenic determinant.

J Chem Soc Perkin 1. 1979;7:1825-32. doi: 10.1039/p19790001825.

Synthesis of 2,3-epoxypropyl O-beta-D-galactopyranosyl-(1----6)-beta-D-galactopyranoside.

Carbohydr Res. 1986 Jan 1;145(2):332-40. doi: 10.1016/s0008-6215(00)90441-5.

Studies on synthesis of 1,2-cis-D-galactosides with partially benzylated intermediates.

Carbohydr Res. 1975 Aug;43(1):79-91. doi: 10.1016/s0008-6215(00)83974-9.

Synthesis of O-(2-acetamido-2-deoxy-alpha-td-galactopyranosyl)-N-tosyl-L-serine.

Carbohydr Res. 1977 Sep;58(1):235-9. doi: 10.1016/s0008-6215(00)83424-2.

Synthesis of galactose-containing analogues of (1-->6)-branched (1-->3)-glucohexaose and its lauryl glycoside.

Carbohydr Res. 2005 Mar 21;340(4):597-602. doi: 10.1016/j.carres.2005.01.011.

Synthesis of some cluster galactosides and their effect on the hepatic galactose-binding system.

Arch Biochem Biophys. 1980 Dec;205(2):388-95. doi: 10.1016/0003-9861(80)90121-6.

引用本文的文献

Expanding the scope of stereoselective α-galactosylation using glycosyl chlorides.

Bioorg Med Chem. 2022 Nov 1;73:117031. doi: 10.1016/j.bmc.2022.117031. Epub 2022 Sep 26.

The NKT cell TCR repertoire can accommodate structural modifications to the lipid and orientation of the terminal carbohydrate of iGb3.

RSC Adv. 2022 Jun 22;12(29):18493-18500. doi: 10.1039/d2ra02373c.

Synthesis and Glycosidation of Anomeric Halides: Evolution from Early Studies to Modern Methods of the 21st Century.

Chem Rev. 2022 Jul 13;122(13):11701-11758. doi: 10.1021/acs.chemrev.2c00029. Epub 2022 Jun 8.

Stereocontrolled α-Galactosylation under Cooperative Catalysis.

J Org Chem. 2020 Dec 18;85(24):15936-15944. doi: 10.1021/acs.joc.0c01279. Epub 2020 Oct 16.

Total Synthesis of a Partial Structure from Arabinogalactan and Its Application for Allergy Prevention.

Chemistry. 2021 Jan 13;27(3):928-933. doi: 10.1002/chem.202002287. Epub 2020 Oct 27.

Synthesis and Reactivity of α-Haloglycine Esters: Hyperconjugation in Action.

European J Org Chem. 2019 Oct 24;2019(39):6597-6605. doi: 10.1002/ejoc.201901033. Epub 2019 Aug 24.

Reagent Controlled Stereoselective Assembly of α-(1,3)-Glucans.

European J Org Chem. 2019 Mar 14;2019(10):1994-2003. doi: 10.1002/ejoc.201800894. Epub 2018 Oct 4.

Reagent Controlled Stereoselective Synthesis of α-Glucans.

J Am Chem Soc. 2018 Apr 4;140(13):4632-4638. doi: 10.1021/jacs.8b00669. Epub 2018 Mar 23.

Regioselective Benzoylation of Diols and Carbohydrates by Catalytic Amounts of Organobase.

Molecules. 2016 May 17;21(5):641. doi: 10.3390/molecules21050641.

Synthesis of cholesteryl-α-D-lactoside via generation and trapping of a stable β-lactosyl iodide.

Tetrahedron Lett. 2015 Jun 3;56(23):3690-3694. doi: 10.1016/j.tetlet.2015.05.012. Epub 2015 May 8.

文献AI研究员

20分钟写一篇综述，助力文献阅读效率提升50倍。

立即体验

用中文搜PubMed

大模型驱动的PubMed中文搜索引擎

马上搜索

文档翻译

学术文献翻译模型，支持多种主流文档格式。

立即体验