N,N'-Bis(tert-butoxycarbonyl)-L-cystine bis(pentafluorophenyl) ester | 172694-22-3

• 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,N'-Bis(tert-butoxycarbonyl)-L-cystine bis(pentafluorophenyl) ester
• 英文别名: (Boc-Cys-OPfp)2；Boc-Cys(1)-OPfp.Boc-Cys(1)-OPfp；(2,3,4,5,6-pentafluorophenyl) (2R)-2-[(2-methylpropan-2-yl)oxycarbonylamino]-3-[[(2R)-2-[(2-methylpropan-2-yl)oxycarbonylamino]-3-oxo-3-(2,3,4,5,6-pentafluorophenoxy)propyl]disulfanyl]propanoate
• CAS: 172694-22-3
• 化学式: C₂₈H₂₆F₁₀N₂O₈S₂
• 分子量: 772.639
• InChiKey: SQQOMFSWWFEYFB-UWVGGRQHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.3
• 重原子数：
  50
• 可旋转键数：
  17
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  180
• 氢给体数：
  2
• 氢受体数：
  20

反应信息

• 作为反应物：
  描述：

  N,N'-Bis(tert-butoxycarbonyl)-L-cystine bis(pentafluorophenyl) ester 在 盐酸 、 三乙胺 作用下， 以 1,4-二氧六环 、 二氯甲烷 为溶剂， 反应 2.17h， 生成
  参考文献：
  名称：

  Synthesis of Cysteine and Homoglutathione Conjugates of Crop Protection Agents Containing Electrophilic Centers

  摘要：

  DOI：

  10.1021/jo00129a065
• 作为产物：
  描述：

  五氟苯酚 、 N,N'-双(叔丁氧羰基)-L-胱氨酸 在 N,N'-二环己基碳二亚胺 作用下， 以 1,4-二氧六环 为溶剂， 反应 10.0h， 以89%的产率得到N,N'-Bis(tert-butoxycarbonyl)-L-cystine bis(pentafluorophenyl) ester
  参考文献：
  名称：

  Le Gall, Thierry; Passos, Mario S.; Ibrahim, Saad K., Journal of the Chemical Society. Perkin transactions I, 1999, # 12, p. 1657 - 1664

  摘要：

  DOI：

文献信息

• Synthetic study on cystinyl peptides using solution and solid phase methodology: human IgG1 hinge region
  作者：P. Niederhafner、V. Gut、J. Ježek、M. Buděšínský、V. Kašička、E. Wünsch、J. Hlaváček

  DOI：10.1007/s00726-010-0485-7

  日期：2010.8

  Synthetic study on cystinyl peptides using solution and solid phase methodology was carried out with the central hinge region of immunoglobulin IgG1. In the solid phase synthesis of hexadecapeptide 1c, the time necessary for the formation of disulfide bonds between linear precursors was shortened four times by the action of pure oxygen in buffered solution, in comparison with air oxidation. The product was thus obtained devoid of impurities from side reactions. In the preparation of the shortened bis-cystinyl analogs 2k and 3d of the natural hexadecapeptide 1c, both the classical and polyethylene glycol (PEG6000) solution methods were utilized using a disulfide synthon (Boc-Cys-OPfp)(2) to obtain peptide chains in a natural parallel alignment. In the PEG6000 strategy, lysine as a linker on both sides of the polymer was attached to enhance the loading capacity. The leucine residue, instead of proline one, was introduced to the carboxy terminus to facilitate a specific enzymatic cleavage of the peptides from PEG6000 by thermolysine.
• Synthesis of Cysteine and Homoglutathione Conjugates of Crop Protection Agents Containing Electrophilic Centers
  作者：Gary A. Roth

  DOI：10.1021/jo00129a065

  日期：1995.12
• Le Gall, Thierry; Passos, Mario S.; Ibrahim, Saad K., Journal of the Chemical Society. Perkin transactions I, 1999, # 12, p. 1657 - 1664
  作者：Le Gall, Thierry、Passos, Mario S.、Ibrahim, Saad K.、Morlat-Therias, Sandrine、Sudbrake, Claas、Fairhurst, Shirley A.、Queiros, M. Arlete、Pickett, Christopher J.

  DOI：——

  日期：——