<1-14C>-4-aminobutanoic acid | 763-94-0

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: <1-14C>-4-aminobutanoic acid
• 英文别名: γ-aminobutyric acid；4-aminobutyric-1-14C acid；γ-Amino-buttersaeure-(14C-1)；4-amino-[1-¹⁴C]butyric acid；Gaba carboxy-14C；4-amino(114C)butanoic acid
• CAS: 763-94-0
• 化学式: C₄H₉NO₂
• 分子量: 105.11
• InChiKey: BTCSSZJGUNDROE-DOMIDYPGSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -3.2
• 重原子数：
  7
• 可旋转键数：
  3
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  63.3
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  <1-14C>-4-aminobutanoic acid 在 吡啶 、 盐酸 、 三氯化磷 作用下， 反应 5.0h， 以72%的产率得到alendronate-1-14C
  参考文献：
  名称：

  A Peptide Prodrug Approach for Improving Bisphosphonate Oral Absorption

  摘要：

  This work was aimed at improving the absorption of bisphosphonates by targeting carrier systems in the intestine and the intestinal peptide carrier system (hPEPT1), in particular. C-14-Labeled pamidronate and alendronate as well as radiolabeled and "cold" peptidyl-bisphosphonates, Pro-[H-3]Phe-[C-14]pamidronate, and Pro-[H-3]Phe-[C-14]alendronate were synthesized. In situ single-pass perfusion studies revealed competitive inhibition of transport by Pro-Phe, suggesting peptide carrier-mediated transport. Prodrug transport in the Caco-2 cell line was significantly better than that of the parent drugs, and the prodrugs exhibited high affinity to the intestinal tissue. Oral administration of the dipeptidyl prodrugs resulted in a 3-fold increase in drug absorption following oral administration in rats, and the bioavailability of Pro-Phe-alendronate was 3.3 (F-TIBIA) and 1.9 (F-URINE) times higher than that of the parent drug. The results indicate that the oral absorption of bisphosphonates can be improved by peptidyl prodrugs via the hPEPT1; however, other transporters may also be involved.

  DOI：

  10.1021/jm980645y

文献信息

• Spermidine: an indirect precursor of the pyrrolidine rings of nicotine and nornicotine in Nicotiana glutinosa
  作者：Edward Leete

  DOI：10.1016/s0031-9422(00)83161-1

  日期：1985.1

  harvested, yielding radioactive nicotine (0.43 % incorporation) and nornicotine (0.07 % inc.). A systematic degradation of the alkaloids indicated that they were labelled equally at C-2′ and C-5′ of their pyrrolidine rings. These results are consistent with the hypothesis that spermidine is degraded to putrescine prior to its incorporation into the pyrrolidine rings of nicotine and nornicotine.

  摘要 亚精胺在其四碳部分（[6- 14 C]-1,5,10-三氮杂癸烷）中被不对称标记，被施用于烟草植物。7 天后收获植物，产生放射性烟碱（0.43% 掺入）和去甲烟碱（0.07% 掺入）。生物碱的系统降解表明它们在其吡咯烷环的 C-2' 和 C-5' 处被同等标记。这些结果与亚精胺在掺入尼古丁和降烟碱的吡咯烷环之前降解为腐胺的假设一致。
• Studies on phytosiderophores: Biosynthesis of mugineic acid and 2′-deoxymugineic acid in Hordeum vulgare L. var. Minorimugi
  作者：Shigenao Kawai、Kikukatsu Itoh、Sei-ichi Takagi、Takashi Iwashita、Kyosuke Nomoto

  DOI：10.1016/0040-4039(88)85333-4

  日期：1988.1

  The feeding study using L-[1-13C]methionine revealed that labelled carbons were incorporated into C-1, 4′, and 4″ of purified mugineic acid and 2′-deoxymugineic acid from their 13C-NMR spectra.

  使用1-喂养研究[1- 13 C]蛋氨酸表明标记的碳原子被纳入C-1,4'和4“从它们的纯化麦根酸和2'-脱氧麦根酸的13 C-NMR光谱。