(S)-2-[(R)-2-Amino-3-(1H-indol-3-yl)-propionylamino]-3-phenyl-propionic acid methyl ester | 94778-78-6

• 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: (S)-2-[(R)-2-Amino-3-(1H-indol-3-yl)-propionylamino]-3-phenyl-propionic acid methyl ester
• 英文别名: methyl (2S)-2-[[(2R)-2-amino-3-(1H-indol-3-yl)propanoyl]amino]-3-phenylpropanoate
• CAS: 94778-78-6
• 化学式: C₂₁H₂₃N₃O₃
• 分子量: 365.432
• InChiKey: MLDMMCLBZPZHCX-MJGOQNOKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  27
• 可旋转键数：
  8
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.24
• 拓扑面积：
  97.2
• 氢给体数：
  3
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (S)-2-[(R)-2-Amino-3-(1H-indol-3-yl)-propionylamino]-3-phenyl-propionic acid methyl ester 在 sodium hydroxide 、 O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate 、 N,N-二异丙基乙胺 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 生成 (S)-2-[(R)-2-[(S)-2-tert-Butoxycarbonylamino-3-(4-hydroxy-phenyl)-propionylamino]-3-(1H-indol-3-yl)-propionylamino]-3-phenyl-propionic acid
  参考文献：
  名称：

  Novel antibiotics: second generation macrocyclic peptides designed to trap Holliday junctions

  摘要：

  Described are the syntheses of 15 macrocyclic peptides designed to trap Holliday junctions (HJs) in bacteria during site-specific and homologous recombination. This leads to inhibiting bacterial growth. These second generation macrocycles were based on the C-2 symmetrical HJ. They were synthesized using a strategy that permits elucidation of the amino acid role in binding HJs. The syntheses of these macrocycles are an important step in the development of a new class of antibiotics. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2004.09.084
• 作为产物：
  描述：

  BOC-D-色氨酸 在 O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate 、 N,N-二异丙基乙胺 、 三氟乙酸 作用下， 以 二氯甲烷 、 苯甲醚 为溶剂， 生成 (S)-2-[(R)-2-Amino-3-(1H-indol-3-yl)-propionylamino]-3-phenyl-propionic acid methyl ester
  参考文献：
  名称：

  Novel antibiotics: second generation macrocyclic peptides designed to trap Holliday junctions

  摘要：

  Described are the syntheses of 15 macrocyclic peptides designed to trap Holliday junctions (HJs) in bacteria during site-specific and homologous recombination. This leads to inhibiting bacterial growth. These second generation macrocycles were based on the C-2 symmetrical HJ. They were synthesized using a strategy that permits elucidation of the amino acid role in binding HJs. The syntheses of these macrocycles are an important step in the development of a new class of antibiotics. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2004.09.084

文献信息

• Novel antibiotics: second generation macrocyclic peptides designed to trap Holliday junctions
  作者：Lisa A. Liotta、Irene Medina、Jennifer L. Robinson、Chris L. Carroll、Po-Shen Pan、Ricardo Corral、Jennifer V.C. Johnston、Kristina M. Cook、Fiona A. Curtis、Gary J. Sharples、Shelli R. McAlpine

  DOI：10.1016/j.tetlet.2004.09.084

  日期：2004.11

  Described are the syntheses of 15 macrocyclic peptides designed to trap Holliday junctions (HJs) in bacteria during site-specific and homologous recombination. This leads to inhibiting bacterial growth. These second generation macrocycles were based on the C-2 symmetrical HJ. They were synthesized using a strategy that permits elucidation of the amino acid role in binding HJs. The syntheses of these macrocycles are an important step in the development of a new class of antibiotics. (C) 2004 Elsevier Ltd. All rights reserved.