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单葡萄糖基化聚糖链的氟取代寡糖类似物的合成,凝集素伴侣钙网蛋白和钙连蛋白的一种假定配体。

Synthesis of fluorine substituted oligosaccharide analogues of monoglucosylated glycan chain, a proposed ligand of lectin-chaperone calreticulin and calnexin.

作者信息

Ito Yukishige, Hagihara Shinya, Arai Midori A, Matsuo Ichiro, Takatani Maki

机构信息

RIKEN, The Institute of Physical and Chemical Research, 2-1 Hirosawa, Wako-shi, Saitama, 351-0198 Japan.

出版信息

Glycoconj J. 2004;21(5):257-66. doi: 10.1023/B:GLYC.0000045109.60425.2e.

DOI:10.1023/B:GLYC.0000045109.60425.2e
PMID:15486458
Abstract

As a part of a exploring the N-glycan-mediated glycoprotein quality control in endoplasmic reticulum, 2-fluorinated derivative Glcalpha1 --> 3Man(F) 1, Glcalpha1 --> 3Man(F)alpha1 --> 2Man2, and Glcalpha1 --> 3Man(F)alpha1 --> 2Manalpha1 --> 2Man 3 were synthesized in a concise manner. These oligosaccharides were subjected to binding studies with calreticulin by using isothermal titration calorimetry. It was revealed that disaccharide 1 was a poor ligand, while tri- (2) and tetrasaccharide (3) had observable affinity.

摘要

作为探索内质网中N-聚糖介导的糖蛋白质量控制的一部分,以简洁的方式合成了2-氟化衍生物Glcα1→3Man(F)1、Glcα1→3Man(F)α1→2Man2和Glcα1→3Man(F)α1→2Manα1→2Man 3。通过等温滴定量热法对这些寡糖与钙网蛋白进行结合研究。结果表明,二糖1是一种较差的配体,而三糖(2)和四糖(3)具有可观察到的亲和力。

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Synthesis of fluorine substituted oligosaccharide analogues of monoglucosylated glycan chain, a proposed ligand of lectin-chaperone calreticulin and calnexin.单葡萄糖基化聚糖链的氟取代寡糖类似物的合成,凝集素伴侣钙网蛋白和钙连蛋白的一种假定配体。
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本文引用的文献

1
Role of N-linked polymannose oligosaccharides in targeting glycoproteins for endoplasmic reticulum-associated degradation.N-连接多聚甘露糖寡糖在内质网相关降解靶向糖蛋白中的作用。
Cell Mol Life Sci. 2004 May;61(9):1025-41. doi: 10.1007/s00018-004-4037-8.
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Quality control and protein folding in the secretory pathway.分泌途径中的质量控制与蛋白质折叠
Annu Rev Cell Dev Biol. 2003;19:649-76. doi: 10.1146/annurev.cellbio.19.110701.153949.
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A novel role for N-glycans in the ERAD system.N-聚糖在内质网相关蛋白降解(ERAD)系统中的新作用。
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For whom the bell tolls: protein quality control of the endoplasmic reticulum and the ubiquitin-proteasome connection.丧钟为谁而鸣:内质网的蛋白质质量控制与泛素-蛋白酶体联系
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The contribution of N-glycans and their processing in the endoplasmic reticulum to glycoprotein biosynthesis.N-聚糖及其在内质网中的加工对糖蛋白生物合成的贡献。
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Pentafluoropropionyl and trifluoroacetyl groups for temporary hydroxyl group protection in oligomannoside synthesis.用于低聚甘露糖苷合成中临时羟基保护的五氟丙酰基和三氟乙酰基。
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Synthesis of monoglucosylated high-mannose-type dodecasaccharide, a putative ligand for molecular chaperone, calnexin, and calreticulin.
J Am Chem Soc. 2003 Mar 26;125(12):3402-3. doi: 10.1021/ja021288q.
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Quality control in the endoplasmic reticulum.内质网中的质量控制
Nat Rev Mol Cell Biol. 2003 Mar;4(3):181-91. doi: 10.1038/nrm1052.
9
UDP-Glc:glycoprotein glucosyltransferase recognizes structured and solvent accessible hydrophobic patches in molten globule-like folding intermediates.UDP-葡萄糖:糖蛋白葡糖基转移酶识别类熔球折叠中间体中的结构化且溶剂可及的疏水区域。
Proc Natl Acad Sci U S A. 2003 Jan 7;100(1):86-91. doi: 10.1073/pnas.262661199. Epub 2002 Dec 23.
10
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