(S)-2-Amino-6-carbamimidoyl-hexanoic acid; hydrochloride

• 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: (S)-2-Amino-6-carbamimidoyl-hexanoic acid; hydrochloride
• 英文别名: (2S)-2,7-diamino-7-iminoheptanoic acid;hydron;chloride
• 化学式: C₇H₁₅N₃O₂*2ClH
• 分子量: 246.137
• InChiKey: QDHZACJZLQSYAP-JEDNCBNOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.32
• 重原子数：
  13
• 可旋转键数：
  6
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.71
• 拓扑面积：
  113
• 氢给体数：
  5
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  (tert-butyl (S)-2-((tert-butoxycarbonyl)amino)-5-iodopentanoate) 在 palladium on activated charcoal 盐酸 、 disodium hydrogenphosphate 、 sodium amalgam 、 二碳酸二叔丁酯 、 盐酸羟胺 、 氢气 、 碳酸氢钠 作用下， 以 1,4-二氧六环 、 甲醇 、 乙酸乙酯 、 N,N-二甲基甲酰胺 为溶剂， 23.0 ℃ 、101.33 kPa 条件下， 反应 19.75h， 生成 (S)-2-Amino-6-carbamimidoyl-hexanoic acid; hydrochloride
  参考文献：
  名称：

  Synthesis of the L-arginine congener L-Indospicine and evaluation of its interaction with nitric oxide synthase

  摘要：

  L-Indospicine (Ind), a natural product amino acid analog of L-arginine, was synthesized from L-glutamic acid 2 in nine steps and 29% overall yield. Ind was evaluated as an alternative substrate or inhibitor of two nitric oxide synthase (NOS) isozymes. Ind did not act as either an alternative substrate or inhibitor of either NOS isozyme and these results were interpreted based on a recent model for substrate and inhibitor binding to the active site of NOS.

  DOI：

  10.1016/0960-894x(95)00569-f

文献信息

• Synthesis of the L-arginine congener L-Indospicine and evaluation of its interaction with nitric oxide synthase
  作者：Paul L. Feldman、Shannon Chi、Nicolas Sennequier、Dennis J. Stuehr

  DOI：10.1016/0960-894x(95)00569-f

  日期：1996.1

  L-Indospicine (Ind), a natural product amino acid analog of L-arginine, was synthesized from L-glutamic acid 2 in nine steps and 29% overall yield. Ind was evaluated as an alternative substrate or inhibitor of two nitric oxide synthase (NOS) isozymes. Ind did not act as either an alternative substrate or inhibitor of either NOS isozyme and these results were interpreted based on a recent model for substrate and inhibitor binding to the active site of NOS.