L-N¹-Boc-N⁶-(1-hydroxyiminoethyl)-lysine tert-butyl ester | 288096-00-4

• 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: L-N¹-Boc-N⁶-(1-hydroxyiminoethyl)-lysine tert-butyl ester
• 英文别名: tert-butyl (2S)-6-[1-(hydroxyamino)ethylideneamino]-2-[(2-methylpropan-2-yl)oxycarbonylamino]hexanoate
• CAS: 288096-00-4
• 化学式: C₁₇H₃₃N₃O₅
• 分子量: 359.466
• InChiKey: PMYYZBDJWQXXBT-ZDUSSCGKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  25
• 可旋转键数：
  12
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.82
• 拓扑面积：
  109
• 氢给体数：
  3
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  L-N¹-Boc-N⁶-(1-hydroxyiminoethyl)-lysine tert-butyl ester 在 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 反应 2.0h， 以35%的产率得到L-N⁶-(1-hydroxyiminoethyl)-lysine
  参考文献：
  名称：

  Examination of N -hydroxylation as a prerequisite mechanism of nitric oxide synthase inactivation

  摘要：

  L-N-5-(1-Hydroxyiminoethyl)-ornithine (L-NHIO) and L-N-6-(1-hydroxyiminoethyl)-lysine (L-NHIL) were synthesized and tested as potential intermediates in the mechanism-based inactivation of nitric oxide synthase (NOS) by L-N-5-iminoethylornithine (L-NIO) and L-N-6-iminoethyllysine (L-NIL). Although these compounds were determined to be competitive inhibitors, mechanism-based inactivation was not observed. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(00)00171-2
• 作为产物：
  描述：

  N-alpha-叔丁氧羰基-L-赖氨酸 在 4-二甲氨基吡啶 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 作用下， 以 二氯甲烷 为溶剂， 生成 L-N¹-Boc-N⁶-(1-hydroxyiminoethyl)-lysine tert-butyl ester
  参考文献：
  名称：

  Examination of N -hydroxylation as a prerequisite mechanism of nitric oxide synthase inactivation

  摘要：

  L-N-5-(1-Hydroxyiminoethyl)-ornithine (L-NHIO) and L-N-6-(1-hydroxyiminoethyl)-lysine (L-NHIL) were synthesized and tested as potential intermediates in the mechanism-based inactivation of nitric oxide synthase (NOS) by L-N-5-iminoethylornithine (L-NIO) and L-N-6-iminoethyllysine (L-NIL). Although these compounds were determined to be competitive inhibitors, mechanism-based inactivation was not observed. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(00)00171-2

文献信息

• Examination of N -hydroxylation as a prerequisite mechanism of nitric oxide synthase inactivation
  作者：Tristan S. Maurer、Jianping Pan、Brian P. Booth、Thomas I. Kalman、Ho-Leung Fung

  DOI：10.1016/s0960-894x(00)00171-2

  日期：2000.5

  L-N-5-(1-Hydroxyiminoethyl)-ornithine (L-NHIO) and L-N-6-(1-hydroxyiminoethyl)-lysine (L-NHIL) were synthesized and tested as potential intermediates in the mechanism-based inactivation of nitric oxide synthase (NOS) by L-N-5-iminoethylornithine (L-NIO) and L-N-6-iminoethyllysine (L-NIL). Although these compounds were determined to be competitive inhibitors, mechanism-based inactivation was not observed. (C) 2000 Elsevier Science Ltd. All rights reserved.