1-deoxy-D-fructose 6-phosphate

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1-deoxy-D-fructose 6-phosphate
• 英文别名: 1-deoxy-D-fructose-6-phosphate；deoxyfructose-6-phosphate；[(2R,3R,4S)-2,3,4-trihydroxy-5-oxohexyl] dihydrogen phosphate
• 化学式: C₆H₁₃O₈P
• 分子量: 244.138
• InChiKey: MHDHXMKIEXEWKI-HSUXUTPPSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -3.7
• 重原子数：
  15
• 可旋转键数：
  6
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.83
• 拓扑面积：
  145
• 氢给体数：
  5
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  乙酸酐 、 1-deoxy-D-fructose 6-phosphate 在 4-二甲氨基吡啶 作用下， 以 吡啶 为溶剂， 生成 Acetic acid (1R,2S)-2-acetoxy-1-((S)-1,2-diacetoxy-ethyl)-3-oxo-butyl ester
  参考文献：
  名称：

  Enzymatic synthesis of 1-deoxysugar-phosphates using E. coli 1-deoxy-d-xylulose 5-phosphate synthase

  摘要：

  The thiamine diphosphate-dependent enzyme 1-deoxy-D-xylulose 5-phosphate synthase from E. coli can use D-erythrose 4-phosphate and D-ribose 5-phosphate as alternative substrates. These reactions were used for the production of 1-deoxy-D-fructose 6-phosphate and 1-deoxy-D-sedoheptulose 7-phosphate and have potential application for the biosynthesis of other 1-deoxysugar phosphates. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(02)02018-x
• 作为产物：
  描述：

  (2,3-二羟基-4-氧代-丁氧基)膦酸 、 sodium pyruvate 在 焦磷酸硫胺素 、 2-巯基乙醇 1-deoxy-D-xylulose 5-phosphate synthase from E_. coli 、 三羟甲基氨基甲烷盐酸盐 、 magnesium chloride 作用下， 以 水 为溶剂， 反应 4.0h， 生成 1-deoxy-D-fructose 6-phosphate
  参考文献：
  名称：

  Enzymatic synthesis of 1-deoxysugar-phosphates using E. coli 1-deoxy-d-xylulose 5-phosphate synthase

  摘要：

  The thiamine diphosphate-dependent enzyme 1-deoxy-D-xylulose 5-phosphate synthase from E. coli can use D-erythrose 4-phosphate and D-ribose 5-phosphate as alternative substrates. These reactions were used for the production of 1-deoxy-D-fructose 6-phosphate and 1-deoxy-D-sedoheptulose 7-phosphate and have potential application for the biosynthesis of other 1-deoxysugar phosphates. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(02)02018-x

文献信息

• Efficient biocatalytic processes for highly valuable terminally phosphorylated C5 to C9<scp>d</scp>-ketoses
  作者：C. Guérard-Hélaine、M. Debacker、P. Clapés、A. Szekrenyi、V. Hélaine、M. Lemaire

  DOI：10.1039/c3gc42140f

  日期：——

  A green enzymatic strategy for the synthesis of terminally phosphorylated C5 to C9 naturally occurring D-ketose phosphates and analogues was developed using D-fructose-6-phosphate aldolase (FSA) as a catalyst. This enzyme has stereoselectively catalysed aldol reactions between glycolaldehyde phosphate or ribose-5-phosphate as an acceptor substrate and dihydroxyacetone, hydroxyacetone or hydroxybutanone as a donor. Furthermore, D-glycero-D-altro-2-octulose 8-phosphate was obtained using a straightforward one-pot domino biocatalytic system involving FSA, ribulose-5-phosphate epimerase and ribose-5-phosphate isomerase controlling five contiguous asymmetric centres and starting from achiral material.

  以 D-果糖-6-磷酸醛醇酶（FSA）为催化剂，开发了一种合成末端磷酸化的 C5 至 C9 天然 D-酮糖磷酸酯及其类似物的绿色酶法策略。这种酶可立体选择性地催化以磷酸乙醛或 5-磷酸核糖为受体底物与以二羟基丙酮、羟基丙酮或羟基丁酮为供体的醛醇反应。此外，还利用一个简单的一锅多米诺生物催化系统（包括 FSA、核酮糖-5-磷酸外切酶和核酮糖-5-磷酸异构酶），控制五个连续的不对称中心，并从非手性材料开始，获得了 D-甘油-D-麦芽糖-2-辛酮糖-8-磷酸酯。
• [EN] COMPOSITION FOR LOWERING BLOOD GLUCOSE COMPRISING HEXOSE MONOPHOSPHATE<br/>[FR] COMPOSITION A BASE D'HEXOSE MONOPHOSPHATE PERMETTANT DE REDUIRE LA GLYCEMIE
  申请人：KOREA RES INST OF BIOSCIENCE

  公开号：WO2006006757A1

  公开（公告）日：2006-01-19

  Disclosed is a composition comprising a hexose monophosphate for lowering blood glucose by the action of orally administered hexose monophosphate of stimulating insulin production by the pancreatic beta cells and increasing serum insulin levels.
• Enzymatic synthesis of 1-deoxysugar-phosphates using E. coli 1-deoxy-d-xylulose 5-phosphate synthase
  作者：Jordi Querol、Catherine Grosdemange-Billiard、Michel Rohmer、Albert Boronat、Santiago Imperial

  DOI：10.1016/s0040-4039(02)02018-x

  日期：2002.11

  The thiamine diphosphate-dependent enzyme 1-deoxy-D-xylulose 5-phosphate synthase from E. coli can use D-erythrose 4-phosphate and D-ribose 5-phosphate as alternative substrates. These reactions were used for the production of 1-deoxy-D-fructose 6-phosphate and 1-deoxy-D-sedoheptulose 7-phosphate and have potential application for the biosynthesis of other 1-deoxysugar phosphates. (C) 2002 Elsevier Science Ltd. All rights reserved.