6-phospho-D-gluconate

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 6-phospho-D-gluconate
• 英文别名: gluconate-6-phosphate；6-phosphogluconate；6-Phospho-gluconate；[(2R,3R,4S,5R)-5-carboxy-2,3,4,5-tetrahydroxypentyl] hydrogen phosphate
• 化学式: C₆H₁₂O₁₀P
• 分子量: 275.129
• InChiKey: BIRSGZKFKXLSJQ-SQOUGZDYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  -3.8
• 重原子数：
  17
• 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：
  188
• 氢给体数：
  6
• 氢受体数：
  10

反应信息

• 作为反应物：
  描述：

  6-phospho-D-gluconate 在 phosphogluconate 2-dehydrogenase β-烟酰胺腺嘌呤二核苷酸 作用下， 生成 (2,3,4-三羟基-5-氧代戊基)磷酸二氢酯
  参考文献：
  名称：

  Reversible and in situ formation of organic arsenates and vanadates as organic phosphate mimics in enzymatic reactions: mechanistic investigation of aldol reactions and synthetic applications

  摘要：

  DOI：

  10.1021/jo00262a021
• 作为产物：
  描述：

  glucose-6-phosphate 在 glucose-6-phosphate dehydrogenase 、 β-烟酰胺腺嘌呤二核苷酸 作用下， 生成 6-phospho-D-gluconate
  参考文献：
  名称：

  Chemical Methods for the Simultaneous Quantitation of Metabolites and Proteins from Single Cells

  摘要：

  We describe chemical approaches for integrated metabolic and proteomic assays from single cells. Quantitative assays for intracellular metabolites, including glucose uptake and three other species, are designed as surface-competitive binding assays with fluorescence readouts. This enables integration into a microarray format with functional protein immunoassays, all of which are incorporated into the microchambers of a single-cell barcode chip (SCBC). By using the SCBC, we interrogate the response of human-derived glioblastoma cancer cells to epidermal growth factor receptor inhibition. We report, for the first time, on both the intercellular metabolic heterogeneity as well as the baseline and drug-induced changes in the metabolite-phosphoprotein correlation network.

  DOI：

  10.1021/jacs.5b00944

文献信息

• Reversible and in situ formation of organic arsenates and vanadates as organic phosphate mimics in enzymatic reactions: mechanistic investigation of aldol reactions and synthetic applications
  作者：Dale G. Drueckhammer、J. Robert Durrwachter、Richard L. Pederson、Debbie C. Crans、Lacy Daniels、Chi Huey Wong

  DOI：10.1021/jo00262a021

  日期：1989.1
• Chemical Methods for the Simultaneous Quantitation of Metabolites and Proteins from Single Cells
  作者：Min Xue、Wei Wei、Yapeng Su、Jungwoo Kim、Young Shik Shin、Wilson X. Mai、David A. Nathanson、James R. Heath

  DOI：10.1021/jacs.5b00944

  日期：2015.4.1

  We describe chemical approaches for integrated metabolic and proteomic assays from single cells. Quantitative assays for intracellular metabolites, including glucose uptake and three other species, are designed as surface-competitive binding assays with fluorescence readouts. This enables integration into a microarray format with functional protein immunoassays, all of which are incorporated into the microchambers of a single-cell barcode chip (SCBC). By using the SCBC, we interrogate the response of human-derived glioblastoma cancer cells to epidermal growth factor receptor inhibition. We report, for the first time, on both the intercellular metabolic heterogeneity as well as the baseline and drug-induced changes in the metabolite-phosphoprotein correlation network.