| 213544-50-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吲哚及其衍生物
• CAS: 213544-50-4
• 化学式: C₂₆H₂₈N₄O₄
• 分子量: 460.533
• InChiKey: ZONUUPVXUPOMIT-UHFFFAOYSA-N

反应信息

• 作为反应物：
  描述：

  在 盐酸 、 ethandithiol 作用下， 以 乙醇 为溶剂， 反应 1.5h， 以54%的产率得到(S)-2-[(S)-2-Acetylamino-3-(1H-indol-3-yl)-propionylamino]-3-(1H-indol-3-yl)-propionic acid ethyl ester
  参考文献：
  名称：

  The retro-mannich cleavage of δ 1 ,δ 1 ′-tryptophan dimers

  摘要：

  Under acidic conditions tryptophan sidechains crosslink to form delta(1), delta(1)'-tryptophan dimers through a Mannich-type mechanism. Tryptophan dimers are readily cleaved at high temperatures under acidic conditions making it impossible to isolate tryptophan dimers under standard conditions of acidic protein hydrolysis. In a prescriptive sense this cleavage can be used to recover peptides that have undergone tryptophan crosslinking, although the yields drop with increasing peptide length due to competitive cleavage of the amide bonds. The best conditions for cleavage involve ting the dimeric peptides in dilute ethanolic HCl at 150 degrees C in the presence of ten equivalents of ethanedithiol. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0968-0896(98)00071-6
• 作为产物：
  描述：

  (S)-2-[(S)-2-Acetylamino-3-(1H-indol-3-yl)-propionylamino]-3-(1H-indol-3-yl)-propionic acid ethyl ester 在 三氟乙酸 作用下， 反应 12.0h， 以31%的产率得到
  参考文献：
  名称：

  The retro-mannich cleavage of δ 1 ,δ 1 ′-tryptophan dimers

  摘要：

  Under acidic conditions tryptophan sidechains crosslink to form delta(1), delta(1)'-tryptophan dimers through a Mannich-type mechanism. Tryptophan dimers are readily cleaved at high temperatures under acidic conditions making it impossible to isolate tryptophan dimers under standard conditions of acidic protein hydrolysis. In a prescriptive sense this cleavage can be used to recover peptides that have undergone tryptophan crosslinking, although the yields drop with increasing peptide length due to competitive cleavage of the amide bonds. The best conditions for cleavage involve ting the dimeric peptides in dilute ethanolic HCl at 150 degrees C in the presence of ten equivalents of ethanedithiol. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0968-0896(98)00071-6