(N_α-carbobenzyloxy-L-2-amino-6-acryloylamino)hexanoylglycine tert-butyl ester | 366780-99-6

• 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: (N_α-carbobenzyloxy-L-2-amino-6-acryloylamino)hexanoylglycine tert-butyl ester
• 英文别名: tert-butyl 2-[[(2S)-2-(phenylmethoxycarbonylamino)-6-(prop-2-enoylamino)hexanoyl]amino]acetate
• CAS: 366780-99-6
• 化学式: C₂₃H₃₃N₃O₆
• 分子量: 447.532
• InChiKey: OWDSSINHZRXMBO-SFHVURJKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  32
• 可旋转键数：
  15
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.48
• 拓扑面积：
  123
• 氢给体数：
  3
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  (N_α-carbobenzyloxy-L-2-amino-6-acryloylamino)hexanoylglycine tert-butyl ester 在 二甲基二环氧乙烷 作用下， 以 丙酮 为溶剂， 以100%的产率得到(N_α-carbobenzyloxy-L-2-amino-6-(oxiranecarbonylamino))hexanoylglycine tert-butyl ester
  参考文献：
  名称：

  Synthesis of dipeptide-bound epoxides and α,β-unsaturated amides as potential irreversible transglutaminase inhibitors

  摘要：

  Herein we report the synthesis of 24 novel peptides Lis potential irreversible inactivators of transglutaminase (TGase). These peptides were designed to resemble Cbz-L-Gln-Gly, known to be a good TGase substrate, and to include either alpha,beta -unsaturated amide groups or the corresponding epoxide groups. The side chain length: of the amino acid residue bearing the inhibitor group was also varied in order to permit investigation of this effect. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0968-0896(01)00292-9
• 作为产物：
  描述：

  N-alpha-Cbz-L-赖氨酸 在 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 、 三乙胺 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 反应 24.25h， 生成 (N_α-carbobenzyloxy-L-2-amino-6-acryloylamino)hexanoylglycine tert-butyl ester
  参考文献：
  名称：

  Synthesis of dipeptide-bound epoxides and α,β-unsaturated amides as potential irreversible transglutaminase inhibitors

  摘要：

  Herein we report the synthesis of 24 novel peptides Lis potential irreversible inactivators of transglutaminase (TGase). These peptides were designed to resemble Cbz-L-Gln-Gly, known to be a good TGase substrate, and to include either alpha,beta -unsaturated amide groups or the corresponding epoxide groups. The side chain length: of the amino acid residue bearing the inhibitor group was also varied in order to permit investigation of this effect. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0968-0896(01)00292-9

文献信息

• Synthesis of dipeptide-bound epoxides and α,β-unsaturated amides as potential irreversible transglutaminase inhibitors
  作者：Pierre de Macédo、Claudio Marrano、Jeffrey W Keillor

  DOI：10.1016/s0968-0896(01)00292-9

  日期：2002.2

  Herein we report the synthesis of 24 novel peptides Lis potential irreversible inactivators of transglutaminase (TGase). These peptides were designed to resemble Cbz-L-Gln-Gly, known to be a good TGase substrate, and to include either alpha,beta -unsaturated amide groups or the corresponding epoxide groups. The side chain length: of the amino acid residue bearing the inhibitor group was also varied in order to permit investigation of this effect. (C) 2001 Elsevier Science Ltd. All rights reserved.