[C-11]-D-glucose | 89681-71-0

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: [C-11]-D-glucose
• 英文别名: [1-11C]glucose；(2R,3S,4R,5R)-2,3,4,5,6-pentahydroxy(111C)hexanal
• CAS: 89681-71-0
• 化学式: C₆H₁₂O₆
• 分子量: 179.147
• InChiKey: GZCGUPFRVQAUEE-NFAKDQETSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -2.9
• 重原子数：
  12
• 可旋转键数：
  5
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.83
• 拓扑面积：
  118
• 氢给体数：
  5
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  [C-11]-D-glucose 在 sodium tetrahydroborate 作用下， 反应 0.08h， 生成 [C-11]-D-glucitol
  参考文献：
  名称：

  Dence, C. S.; Powers, W. J.; Welch, M. J., Journal of labelled compounds and radiopharmaceuticals, 2001, vol. 44, p. S137 - S139

  摘要：

  DOI：
• 作为产物：
  描述：

  阿拉伯糖 、 在 镍 aluminum oxide 、 甲酸 、 borate buffer 作用下， 生成 [C-11]-D-mannose 、 [C-11]-D-glucose
  参考文献：
  名称：

  Solid phase-supported reaction of N.C.A. H11CN with arabinose: a simplified automated synthesis of D-[1-11C]glucose

  摘要：

  A simplified, automated synthesis for D-[1-C-11]glucose is described by the solid phase-supported reaction of (NH4CN)-C-11 with D-arabinose on an Alumina N Sep-Pak(TM). C-11-cyanide reacted instantaneously to produce [1-C-11]aldonitriles. Reduction with Raney nickel in formic acid and semipreparative HPLC afforded D-[1-C-11]glucose with radiochemical purity >95%. Compared with previously reported procedures a pH adjustment and rotary evaporation step is avoided resulting in a shortening of the synthesis time from 55 to 38 min. The radiochemical yield was 5 - 15% (2.5 - 8.5% non-corrected) based on (NH4CN)-C-11. For a typical production starting with 20 GBq of (NH4CN)-C-11 up to 500 MBq D-[1-C-11]glucose was obtained at end of synthesis as a sterile, formulated solution.

  DOI：

  10.1002/(sici)1099-1344(199804)41:4<287::aid-jlcr80>3.0.co;2-5

文献信息

• Solid phase-supported reaction of N.C.A. H11CN with arabinose: a simplified automated synthesis of D-[1-11C]glucose
  作者：D. Bender、A. D. Gee

  DOI：10.1002/(sici)1099-1344(199804)41:4<287::aid-jlcr80>3.0.co;2-5

  日期：1998.4

  A simplified, automated synthesis for D-[1-C-11]glucose is described by the solid phase-supported reaction of (NH4CN)-C-11 with D-arabinose on an Alumina N Sep-Pak(TM). C-11-cyanide reacted instantaneously to produce [1-C-11]aldonitriles. Reduction with Raney nickel in formic acid and semipreparative HPLC afforded D-[1-C-11]glucose with radiochemical purity >95%. Compared with previously reported procedures a pH adjustment and rotary evaporation step is avoided resulting in a shortening of the synthesis time from 55 to 38 min. The radiochemical yield was 5 - 15% (2.5 - 8.5% non-corrected) based on (NH4CN)-C-11. For a typical production starting with 20 GBq of (NH4CN)-C-11 up to 500 MBq D-[1-C-11]glucose was obtained at end of synthesis as a sterile, formulated solution.
• Dence, C. S.; Powers, W. J.; Welch, M. J., Journal of labelled compounds and radiopharmaceuticals, 2001, vol. 44, p. S137 - S139
  作者：Dence, C. S.、Powers, W. J.、Welch, M. J.

  DOI：——

  日期：——