3573-50-0

• 常用中文名：2-Deoxy-D-glucose 6-phosphate
• 常用英文名：2-Deoxy-D-glucose-6-phosphate
• CAS号：3573-50-0
• 分子式：C₆H₁₃O₈P
• 分子量：244.14
• 相关类别： 研究领域 代谢疾病
• 发布时间：2016-04-23 17:33:40
• 更新时间：2024-01-13 20:07:56
• 2-脱氧-D-葡萄糖6-磷酸是2-脱氧-D-葡萄糖(2-DG)的中间体[1]。2-脱氧-D-葡萄糖被并入糖原[2]。

名称

• 英文名: 2-deoxy-D-glucose 6-phosphate
• 英文别名: 2-Deoxy-D-glucose-6-phosphate; D-lyxo-2-Desoxy-hexose-6-phosphat; 2-deoxyglucose-6-phosphate; O6-phosphono-D-lyxo-2-deoxy-hexose; [(2R,3S,4R)-2,3,4-trihydroxy-6-oxohexyl] dihydrogen phosphate; D-lyxo-3,4,5-Trihydroxy-6-phosphonooxy-hexanal; [(2R,3S,4R)-2,3,4-trihydroxy-6-keto-hexyl] dihydrogen phosphate; O6-Phosphono-D-lyxo-2-desoxy-hexose

物化性质

• 密度: 1.694g/cm3
• 沸点: 606.9ºC at 760mmHg
• 分子式: C₆H₁₃O₈P
• 分子量: 244.14
• 闪点: 320.8ºC
• 精确质量: 244.03500
• PSA: 146.49000
• 折射率: 1.574

生物活性

• 描述: 2-脱氧-D-葡萄糖6-磷酸是2-脱氧-D-葡萄糖(2-DG)的中间体[1]。2-脱氧-D-葡萄糖被并入糖原[2]。
• 相关类别:
  信号通路 >> 其他 >> 其他
  研究领域 >> 代谢疾病
• 体外研究: 作为D-葡萄糖模拟物,2-脱氧-D-葡萄糖(2-DG)由于2-脱氧-D-葡萄糖-6-磷酸(2-DG6P)的形成和细胞内积累而抑制糖酵解,抑制己糖激酶和葡萄糖-6-磷酸异构酶的功能,并诱导细胞死亡[3]。使用31P核磁共振波谱检测2-脱氧葡萄糖-6-磷酸(2-DG6P)的积累,用于评估离体灌注心脏胰岛素刺激前后的葡萄糖摄取[4]。
• 参考文献:

  [1]. Kuo SC, et al. Inhibition by 2-deoxy-D-glucose of synthesis of glycoprotein enzymes by protoplasts of Saccharomyces: relation to inhibition of sugar uptake and metabolism. J Bacteriol. 1972;111(2):419-429.

  [2]. Doenst T, et al. Complexities underlying the quantitative determination of myocardial glucose uptake with 2-deoxyglucose. J Mol Cell Cardiol. 1998;30(8):1595-1604.

  [3]. Pajak B, et al. 2-Deoxy-d-Glucose and Its Analogs: From Diagnostic to Therapeutic Agents. Int J Mol Sci. 2019;21(1):234. Published 2019 Dec 29.

  [4]. Paternostro G, et al. Decreased GLUT-4 mRNA content and insulin-sensitive deoxyglucose uptake show insulin resistance in the hypertensive rat heart. Cardiovasc Res. 1995;30(2):205-211.

合成路线

1949-89-9 ~% 3573-50-0

文献：Foster et al. Journal of the Chemical Society, 1951 , p. 980,985

3971-45-7 ~% 3573-50-0

文献：Foster et al. Journal of the Chemical Society, 1951 , p. 980,985

146669-00-3 ~% 3573-50-0

文献：Foster et al. Journal of the Chemical Society, 1951 , p. 980,985

907573-39-1 ~% 3573-50-0

文献：Foster et al. Journal of the Chemical Society, 1951 , p. 980,985

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