H-Cys(1)-Leu-OMe.H-Cys(1)-Leu-OMe | 467443-85-2

• 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: H-Cys(1)-Leu-OMe.H-Cys(1)-Leu-OMe
• 英文别名: methyl (2S)-2-[[(2R)-2-amino-3-[[(2R)-2-amino-3-[[(2S)-1-methoxy-4-methyl-1-oxopentan-2-yl]amino]-3-oxopropyl]disulfanyl]propanoyl]amino]-4-methylpentanoate
• CAS: 467443-85-2
• 化学式: C₂₀H₃₈N₄O₆S₂
• 分子量: 494.677
• InChiKey: MUHPLYVCYYSSAB-VGWMRTNUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 重原子数：
  32
• 可旋转键数：
  17
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  213
• 氢给体数：
  4
• 氢受体数：
  10

反应信息

• 作为反应物：
  描述：

  3-{3-(3-氯-3-氧代丙氧基)-2,2-二[(3-氯-3-氧代丙氧基)甲基]丙氧基}丙酰氯 、 H-Cys(1)-Leu-OMe.H-Cys(1)-Leu-OMe 在 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 12.0h， 以41%的产率得到
  参考文献：
  名称：

  Self-Assembling, Cystine-Derived, Fused Nanotubes Based on Spirane Architecture:  Design, Synthesis, and Crystal Structure of Cystinospiranes

  摘要：

  A novel family of cystine-based spirobicyclic peptides (cystinospiranes) has been synthesized by a single-step procedure involving condensation of pentaerythritol-derived tetrachloride with either the simple L-cystine dimethyl ester or its C,C'-extended bispeptides leading to a variety of 19-membered spirobicyclic peptides or its N,N'-extended bispeptides affording the ring-expanded 25-membered cystinospiranes. The design is flexible with respect to the ring size that can be adjusted depending upon the length of the N,N'-extended cystine bispeptide, and the choice of an amino acid, as illustrated here with the preparation of a large number of cystinospiranes containing a wide variety of amino acids. X-ray crystal structure of the parent spirane (5a) revealed nanotube formation by vertical stacking of relatively flat spirobicyclic molecules through contiguous NH- - -O=C hydrogen bonding. The fused pair of parallel nanotubes is open-ended, hollow, and extends to infinity. Crystallographic parameters are the following: C33H52N4O16S4, space group C2, a = 42.181(3) Angstrom, b = 5.1165(7) Angstrom, c = 11.8687(9) Angstrom, beta = 106.23(1)degrees.

  DOI：

  10.1021/ja0101734
• 作为产物：
  描述：

  N,N'-双(叔丁氧羰基)-L-胱氨酸 在 N-羟基丁二酰亚胺 、 N,N'-二环己基碳二亚胺 、 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 生成 H-Cys(1)-Leu-OMe.H-Cys(1)-Leu-OMe
  参考文献：
  名称：

  Self-Assembling, Cystine-Derived, Fused Nanotubes Based on Spirane Architecture:  Design, Synthesis, and Crystal Structure of Cystinospiranes

  摘要：

  A novel family of cystine-based spirobicyclic peptides (cystinospiranes) has been synthesized by a single-step procedure involving condensation of pentaerythritol-derived tetrachloride with either the simple L-cystine dimethyl ester or its C,C'-extended bispeptides leading to a variety of 19-membered spirobicyclic peptides or its N,N'-extended bispeptides affording the ring-expanded 25-membered cystinospiranes. The design is flexible with respect to the ring size that can be adjusted depending upon the length of the N,N'-extended cystine bispeptide, and the choice of an amino acid, as illustrated here with the preparation of a large number of cystinospiranes containing a wide variety of amino acids. X-ray crystal structure of the parent spirane (5a) revealed nanotube formation by vertical stacking of relatively flat spirobicyclic molecules through contiguous NH- - -O=C hydrogen bonding. The fused pair of parallel nanotubes is open-ended, hollow, and extends to infinity. Crystallographic parameters are the following: C33H52N4O16S4, space group C2, a = 42.181(3) Angstrom, b = 5.1165(7) Angstrom, c = 11.8687(9) Angstrom, beta = 106.23(1)degrees.

  DOI：

  10.1021/ja0101734

文献信息

• Self-Assembling, Cystine-Derived, Fused Nanotubes Based on Spirane Architecture:  Design, Synthesis, and Crystal Structure of Cystinospiranes
  作者：Darshan Ranganathan、Manoj P. Samant、Isabella L. Karle

  DOI：10.1021/ja0101734

  日期：2001.6.1

  A novel family of cystine-based spirobicyclic peptides (cystinospiranes) has been synthesized by a single-step procedure involving condensation of pentaerythritol-derived tetrachloride with either the simple L-cystine dimethyl ester or its C,C'-extended bispeptides leading to a variety of 19-membered spirobicyclic peptides or its N,N'-extended bispeptides affording the ring-expanded 25-membered cystinospiranes. The design is flexible with respect to the ring size that can be adjusted depending upon the length of the N,N'-extended cystine bispeptide, and the choice of an amino acid, as illustrated here with the preparation of a large number of cystinospiranes containing a wide variety of amino acids. X-ray crystal structure of the parent spirane (5a) revealed nanotube formation by vertical stacking of relatively flat spirobicyclic molecules through contiguous NH- - -O=C hydrogen bonding. The fused pair of parallel nanotubes is open-ended, hollow, and extends to infinity. Crystallographic parameters are the following: C33H52N4O16S4, space group C2, a = 42.181(3) Angstrom, b = 5.1165(7) Angstrom, c = 11.8687(9) Angstrom, beta = 106.23(1)degrees.
• Design, synthesis and membrane ion transport properties of cystine- and serine-based cyclo -4-oxa-heptane-1,7-bisamides
  作者：Darshan Ranganathan、Manoj P Samant、R Nagaraj、E Bikshapathy

  DOI：10.1016/s0040-4039(02)00979-6

  日期：2002.7

  A new class of cyclobisamides, having the general profile of amino acid (cystine or serine)-ether composites, as potentially efficient ion transporters has been designed and synthesized. In model membranes, the adamantane harboring composites exhibited 57-66% of gramicidin A activity in ion transport. (C) 2002 Elsevier Science Ltd. All rights reserved.