Ac-Ala-Arg-Lys-Ser-Thr-Gly-Gly-Nle(N3)-Ala-Pro-Arg-Lys-NH2 | 1528739-12-9

• 分子结构分类: 有机化合物 - 有机聚合物 - 多肽
• 英文名称: Ac-Ala-Arg-Lys-Ser-Thr-Gly-Gly-Nle(N3)-Ala-Pro-Arg-Lys-NH2
• 英文别名: (2S)-1-[(2S)-2-[[(2S)-2-[[2-[[2-[[(2S,3R)-2-[[(2S)-2-[[(2S)-2-[[(2S)-2-[[(2S)-2-acetamidopropanoyl]amino]-5-(diaminomethylideneamino)pentanoyl]amino]-6-aminohexanoyl]amino]-3-hydroxypropanoyl]amino]-3-hydroxybutanoyl]amino]acetyl]amino]acetyl]amino]-6-azidohexanoyl]amino]propanoyl]-N-[(2S)-5-(diaminomethylideneamino)-1-[[(2S)-1,6-diamino-1-oxohexan-2-yl]amino]-1-oxopentan-2-yl]pyrrolidine-2-carboxamide
• CAS: 1528739-12-9
• 化学式: C₅₄H₉₈N₂₄O₁₅
• 分子量: 1323.52
• InChiKey: VUSMMJTVHHAFNB-LHBJQWPGSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -7.3
• 重原子数：
  93
• 可旋转键数：
  46
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.72
• 拓扑面积：
  619
• 氢给体数：
  20
• 氢受体数：
  21

反应信息

• 作为反应物：
  描述：

  、 Ac-Ala-Arg-Lys-Ser-Thr-Gly-Gly-Nle(N3)-Ala-Pro-Arg-Lys-NH2 在 copper(II) sulfate 、 sodium ascorbate 、 三[(1-苄基-1H-1,2,3-三唑-4-基)甲基]胺 作用下， 以 水 、 叔丁醇 为溶剂， 反应 0.33h， 以25%的产率得到
  参考文献：
  名称：

  Azide–alkyne cycloaddition affording enzymatically tunable bisubstrate based inhibitors of histone acetyltransferase PCAF

  摘要：

  A novel strategy to prepare bisubstrate based inhibitors for histone acetyltransferases is presented. To obtain these, azido peptides derived from histone H3 incorporating either a serine or a phosphoserine residue were connected to a propargyl coenzyme A derivative through copper catalyzed click chemistry. The resulting inhibitors were tested with therapeutically relevant acetyltransferase PCAF. Increased potency of the phosphoserine containing inhibitor was observed. The synthetic strategy presented may be used for developing bisubstrate based inhibitors against any acetyltransferase. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2013.11.060