H-Thr(t-Bu)-Cys-Pro-Pro-Cys-Pro-Ala-Pro-OH | 122908-59-2

• 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-Thr(t-Bu)-Cys-Pro-Pro-Cys-Pro-Ala-Pro-OH
• 英文别名: H-Thr(tBu)-Cys(H)-Pro-Pro-Cys(H)-Pro-Ala-Pro-OH
• CAS: 122908-59-2
• 化学式: C₃₇H₆₀N₈O₁₀S₂
• 分子量: 841.063
• InChiKey: PLRVWMGYVHKQQL-XYIVDDOISA-N

反应信息

• 作为反应物：
  描述：

  H-Thr(t-Bu)-Cys-Pro-Pro-Cys-Pro-Ala-Pro-OH 在 偶氮二甲酸二叔丁酯 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 2.0h， 以30%的产率得到(S)-1-[(S)-2-({(S)-1-[(3S,9R,14R,17S)-9-((2S,3R)-2-Amino-3-tert-butoxy-butyrylamino)-2,8,16-trioxo-11,12-dithia-1,7,15-triaza-tricyclo[15.3.0.0^3,7]icosane-14-carbonyl]-pyrrolidine-2-carbonyl}-amino)-propionyl]-pyrrolidine-2-carboxylic acid
  参考文献：
  名称：

  Fully synthetic immunogens. Part I. Kinetic studies on air oxidation of the human IgG1 bis-cysteinyl fragment 225-232

  摘要：

  DOI：

  10.1016/s0040-4020(01)85466-1
• 作为产物：
  描述：

  Fmoc-L-丙氨酸 、 Fmoc-L-脯氨酸 、 Fmoc-S-三苯甲基-L-半胱氨酸 、 Fmoc-O-叔丁基-L-苏氨酸 在 N,N-二异丙基乙胺 、 哌啶 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 生成 H-Thr(t-Bu)-Cys-Pro-Pro-Cys-Pro-Ala-Pro-OH
  参考文献：
  名称：

  Synthetic study on cystinyl peptides using solution and solid phase methodology: human IgG1 hinge region

  摘要：

  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.

  DOI：

  10.1007/s00726-010-0485-7