一种通用的聚糖模拟策略产生了 DC-SIGN 的非碳水化合物抑制剂。
A general glycomimetic strategy yields non-carbohydrate inhibitors of DC-SIGN.
机构信息
Department of Chemistry, University of Wisconsin-Madison, 1101 University Avenue, Madison, WI 53706, USA.
出版信息
Chem Commun (Camb). 2010 Sep 28;46(36):6747-9. doi: 10.1039/c0cc00830c. Epub 2010 Aug 18.
Abstract
Shikimic acid can be transformed into monovalent and multivalent glycomimetics that target different members of the C-type lectin class, including DC-SIGN, a dendritic cell lectin that facilitates HIV transmission.
摘要
莽草酸可以转化为单价和多价糖模拟物，靶向 C 型凝集素家族的不同成员，包括 DC-SIGN，一种树突状细胞凝集素，有助于 HIV 传播。
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本文引用的文献
1
Polyvalent Interactions in Biological Systems: Implications for Design and Use of Multivalent Ligands and Inhibitors.生物系统中的多价相互作用：对多价配体和抑制剂设计与应用的启示
Angew Chem Int Ed Engl. 1998 Nov 2;37(20):2754-2794. doi: 10.1002/(SICI)1521-3773(19981102)37:20<2754::AID-ANIE2754>3.0.CO;2-3.
2
Chemical approaches to glycobiology.糖生物学的化学方法。
Annu Rev Biochem. 2010;79:619-53. doi: 10.1146/annurev.biochem.77.070606.100917.
3
Inhibition of DC-SIGN-mediated HIV infection by a linear trimannoside mimic in a tetravalent presentation.四价线性三聚甘露糖类似物抑制 DC-SIGN 介导的 HIV 感染。
ACS Chem Biol. 2010 Mar 19;5(3):301-12. doi: 10.1021/cb900216e.
4
Multivalent display of quinic acid based ligands for targeting E-selectin expressing cells.用于靶向表达E-选择素细胞的基于奎尼酸的配体的多价展示。
J Med Chem. 2009 Oct 8;52(19):5906-15. doi: 10.1021/jm900308r.
5
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Nat Rev Drug Discov. 2009 Aug;8(8):661-77. doi: 10.1038/nrd2852. Epub 2009 Jul 24.
6
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Chembiochem. 2009 Jul 20;10(11):1806-9. doi: 10.1002/cbic.200900294.
7
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ACS Chem Biol. 2009 May 15;4(5):357-66. doi: 10.1021/cb900013d.
8
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9
Interfering with the sugar code: design and synthesis of oligosaccharide mimics.干扰糖密码：寡糖模拟物的设计与合成
Chemistry. 2008;14(25):7434-41. doi: 10.1002/chem.200800597.
10
A polymeric domain that promotes cellular internalization.促进细胞内化的聚合物结构域。
J Am Chem Soc. 2008 Apr 30;130(17):5626-7. doi: 10.1021/ja8001716. Epub 2008 Apr 8.
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