GDP-6-deoxy-D-mannose | 15839-70-0

• 物质功能分类: 生物化工 - 生化试剂 - 糖类
• 分子结构分类: 有机化合物 - 核苷、核苷酸和类似物 - 嘌呤核苷酸
• 英文名称: GDP-6-deoxy-D-mannose
• 英文别名: GDP-Fuc；Guanosine 5′-diphospho-β-L-fucose sodium salt；GDP-fucose；O^5'-[2-(α-D-6-deoxy-galactopyranosyloxy)-1,2-dihydroxy-diphosphoryl]-guanosine；GDP-α-Fucose
• CAS: 15839-70-0；15839-74-4；16597-51-6；18657-20-0；27180-10-5；27461-48-9；31701-20-9；55331-70-9；68509-82-0
• 化学式: C₁₆H₂₅N₅O₁₅P₂
• 分子量: 589.347
• InChiKey: LQEBEXMHBLQMDB-NRDKGJPRSA-N

物化性质

• 密度：
  2.42±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -3.6
• 重原子数：
  38.0
• 可旋转键数：
  8.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.69
• 拓扑面积：
  311.49
• 氢给体数：
  9.0
• 氢受体数：
  17.0

安全信息

• 危险性防范说明：
  P261,P280,P301+P312,P302+P352,P305+P351+P338
• 危险性描述：
  H302,H315,H319,H335

反应信息

• 作为反应物：
  描述：

  Ac-Tyr(SO3-)-Asp-Phe-Leu-Pro-Glu-Thr(NeuAc(α2,3)Gal(β1,4)GlcNAc(β1,6)GalNAcα)Glu-NH2 、 GDP-6-deoxy-D-mannose 在 manganese(ll) chloride human α-1,3-FucT 、 Triton X-100 、 alkaline phosphatase 作用下， 以 various solvent(s) 为溶剂， 反应 48.0h， 以63%的产率得到Ac-Tyr-Asp-Phe-Leu-Pro-Glu-Thr(NeuAc(α2,3)Gal(β1,4)[Fuc(α1,3)]GlcNAc(β1,6)GalNAcα)Glu-NH2
  参考文献：
  名称：

  Multi-enzyme one-pot strategy for the synthesis of sialyl Lewis X-containing PSGL-1 glycopeptide

  摘要：

  An enzymatic one-pot three-step glycosylation strategy was developed for the synthesis of sLe(x) moiety of truncated PSGL-1 glycopeptide with and without sulfation. The method provided an efficient way to afford complex glycopeptides in a semi-preparative scale without further complicated and time-consuming purification process in each glycosylation step. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.carres.2006.04.047

文献信息

• An enzymatic strategy to asymmetrically branched N-glycans
  作者：Angie D. Calderon、Jun Zhou、Wanyi Guan、Zhigang Wu、Yuxi Guo、Jing Bai、Qing Li、Peng George Wang、Junqiang Fang、Lei Li

  DOI：10.1039/c7ob01765k

  日期：——

  Using a set of glycosidases and glycosyltransferases, an enzymatic strategy was developed to prepare asymmetricN-glycans excluding any chemical procedures.

  使用一组醣苷酶和醣基转移酶，开发出一种酶法策略，以制备不包括任何化学程序的不对称的N-糖基。
• Glycosyltransferase activity can be selectively modulated by chemical modifications of acceptor substrates
  作者：M.Carmen Galan、Christopher S Dodson、Andre P Venot、Geert-Jan Boons

  DOI：10.1016/j.bmcl.2004.02.024

  日期：2004.5

  A range of N-acetyllactosamine derivatives, which are modified by a wide range of functionalities at C-2' and C-6, have been synthesised and the kinetic parameters of transfer catalysed by recombinant alpha-2,6-sialyltransferase and alpha-1,3-fucoyltransferase VI determined. Several of the chemical modifications led to selective modulate the activity the enzymes and offer promising lead compounds for the development of oligosaccharide primers for selective metabolic inhibition of oligosaccharide biosynthesis. (C) 2004 Elsevier Ltd. All rights reserved.