Gal2deoxy-1-P

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: Gal2deoxy-1-P
• 英文别名: 2-deoxy-α-D-lyxo-hexopyranosyl-1-phosphate；2-deoxy-α-D-galactopyranosyl phosphate；Gal2D-1-P；[(2R,4R,5R,6R)-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl] dihydrogen phosphate
• 化学式: C₆H₁₃O₈P
• 分子量: 244.138
• InChiKey: HNZXPUVQOHFZLT-KVTDHHQDSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -2.7
• 重原子数：
  15
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  137
• 氢给体数：
  5
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  尿苷(5')二氢二磷酰(1)-alpha-D-葡萄糖 、 Gal2deoxy-1-P 在 Gal-1-P-uridyl transferase 作用下， 生成
  参考文献：
  名称：

  En route to deoxygenated N-acetyllactosamine analogues employing uridyl and galactosyl transferases

  摘要：

  All monodeoxygenated galactoses were treated with galactokinase, and for the 2-, 3-, and 4-deoxy compounds, transformation into the corresponding galactopyranosyl phosphates could be observed. In case of the 2-deoxy derivative, further reaction via UDP-2-deoxy-D-lyxo-hexose (UDP-2-deoxygalactose), which was also obtained chemically, the multiple enzymatic system could be employed to prepare 2'-deoxy-N-acetyllactosamine. (C) 2009 Elsevier Ltd. Ail rights reserved.

  DOI：

  10.1016/j.carres.2009.05.015
• 作为产物：
  描述：

  2-Deoxy-D-galactose 在 盐酸 、 Bifidobacterium infantis ATCC₁₅₆₉₇ galactokinase 、 5’-三磷酸腺苷 、 三羟甲基氨基甲烷 、 magnesium chloride 作用下， 以 水 为溶剂， 反应 2.0h， 以96%的产率得到Gal2deoxy-1-P
  参考文献：
  名称：

  Efficient chemoenzymatic synthesis of novel galacto-N-biose derivatives and their sialylated forms

  摘要：

  通过单糖开始，使用一锅两酶系统高效合成了新型半乳糖-N-生物素衍生物及其唾液酸化形式。

  DOI：

  10.1039/c5cc03746h

文献信息

• Studies on the Substrate Specificity of <i>Escherichia coli</i> Galactokinase
  作者：Jie Yang、Xun Fu、Qiang Jia、Jie Shen、John B. Biggins、Jiqing Jiang、Jingjing Zhao、Joshua J. Schmidt、Peng G. Wang、Jon S. Thorson

  DOI：10.1021/ol034642d

  日期：2003.6.1

  rapidly synthesize sugar phosphates. Compared with chemical synthesis, enzymatic (kinase) routes to sugar phosphates would be attractive for this application. This work focuses upon the development of a high-throughput colorimetric galactokinase (GalK) assay and its application toward probing the substrate specificity and kinetic parameters of Escherichia coli GalK. The demonstrated dinitrosalicylic

  体外糖随机化（IVG）技术取决于快速合成糖磷酸酯的能力。与化学合成相比，酶促（激酶）途径转化为糖磷酸酯对于该应用而言将是有吸引力的。这项工作专注于高通量比色半乳糖激酶（GalK）检测方法的开发及其在探测大肠杆菌GalK的底物特异性和动力学参数方面的应用。证明的二硝基水杨酸测定法也应普遍适用于多种糖加工酶。[反应：看文字]
• A highly efficient galactokinase from Bifidobacterium infantis with broad substrate specificity
  作者：Lei Li、Yonghui Liu、Wenjun Wang、Jiansong Cheng、Wei Zhao、Peng Wang

  DOI：10.1016/j.carres.2012.04.022

  日期：2012.7

  Galactokinase (GalK), particularly GalK from Escherichia coli, has been widely employed for the synthesis of sugar-1-phosphates. In this study, a GalK from Bifidobacterium infantis ATCC 15697 (BiGalK) was cloned and over-expressed with a yield of over 80 mg/L cell cultures. The k(cat)/K-m value of recombinant BiGalK toward galactose (164 s (1) mM (1) ) is 296 times higher than that of GalK from E. coli, indicating that BiGalK is much more efficient in the phosphorylation of galactose. The enzyme also exhibits activity toward galacturonic acid, which has never been observed on other wild type GalKs. Further activity assays showed that BiGalK has broad substrate specificity toward both sugars and phosphate donors. These features make BiGalK an attractive candidate for the large scale preparation of galactose-1-phosphate and derivatives. (C) 2012 Elsevier Ltd. All rights reserved.
• Efficient chemoenzymatic synthesis of novel galacto-N-biose derivatives and their sialylated forms
  作者：Lei Li、Yonghui Liu、Tiehai Li、Wenjun Wang、Zaikuan Yu、Cheng Ma、Jingyao Qu、Wei Zhao、Xi Chen、Peng G. Wang

  DOI：10.1039/c5cc03746h

  日期：——

  Novel galacto-N-biose derivatives and their sialylated form were efficiently synthesizedviaone-pot two-enzyme systems starting with monosaccharides.

  通过单糖开始，使用一锅两酶系统高效合成了新型半乳糖-N-生物素衍生物及其唾液酸化形式。

• En route to deoxygenated N-acetyllactosamine analogues employing uridyl and galactosyl transferases
  作者：Daniel Lazarevic、Harald Streicher、Joachim Thiem

  DOI：10.1016/j.carres.2009.05.015

  日期：2009.8

  All monodeoxygenated galactoses were treated with galactokinase, and for the 2-, 3-, and 4-deoxy compounds, transformation into the corresponding galactopyranosyl phosphates could be observed. In case of the 2-deoxy derivative, further reaction via UDP-2-deoxy-D-lyxo-hexose (UDP-2-deoxygalactose), which was also obtained chemically, the multiple enzymatic system could be employed to prepare 2'-deoxy-N-acetyllactosamine. (C) 2009 Elsevier Ltd. Ail rights reserved.