Dec-Arg(Pmc)-Val-Lys(Boc)-D-Arg(Pmc)-CH2-Ala-Val-Gly-NH2

• 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: Dec-Arg(Pmc)-Val-Lys(Boc)-D-Arg(Pmc)-CH2-Ala-Val-Gly-NH2
• 英文别名: tert-butyl N-[(5S)-6-[[(3R)-1-[[(2S)-1-[[(2S)-1-[(2-amino-2-oxoethyl)amino]-3-methyl-1-oxobutan-2-yl]amino]-1-oxopropan-2-yl]amino]-6-[[amino-[(2,2,5,7,8-pentamethyl-3,4-dihydrochromen-6-yl)sulfonylamino]methylidene]amino]-2-oxohexan-3-yl]amino]-5-[[(2S)-2-[[(2S)-5-[[amino-[(2,2,5,7,8-pentamethyl-3,4-dihydrochromen-6-yl)sulfonylamino]methylidene]amino]-2-(decanoylamino)pentanoyl]amino]-3-methylbutanoyl]amino]-6-oxohexyl]carbamate
• 化学式: C₇₇H₁₂₉N₁₅O₁₆S₂
• 分子量: 1585.09
• InChiKey: MHYAQDLFGGNFDD-HZJKBLDGSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  9.2
• 重原子数：
  110
• 可旋转键数：
  47
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.7
• 拓扑面积：
  489
• 氢给体数：
  13
• 氢受体数：
  19

反应信息

• 作为反应物：
  描述：

  Dec-Arg(Pmc)-Val-Lys(Boc)-D-Arg(Pmc)-CH2-Ala-Val-Gly-NH2 在 盐酸 、 茴香硫醚 、 乙酸乙酯 、 苯甲醚 、 三氟乙酸 作用下， 生成 Dec-Arg-Val-Lys-D-Arg-CH2-Ala-Val-Gly-NH2*4HCl
  参考文献：
  名称：

  Synthesis of Tight Binding Inhibitors and Their Action on the Proprotein-Processing Enzyme Furin

  摘要：

  Furin is a subtilisin-like eukaryotic serine endoprotease which processes proproteins to biologically active proteins and peptides. Also, the envelope proteins of viruses, such as influenza and HIV viruses, need to be processed by furin for infectivity. This enzyme has a consensus substrate specificity for Arg-Xxx-Lys/Arg-Arg at the cleavage site. Two kinds of transition state analog peptides were designed and tested in vitro with furin. The ketomethylene series, Psi(COCH2), have K-i's in the submicromolar range; the aminomethyl ketone series, Psi(COCH2NH), have Ki's in the nanomolar range. The best inhibitor is Dec-Arg-Val-Lys-Arg-CH2-Ala-Val-Gly-NH2(2c) with a K-i of 3.4 nM.

  DOI：

  10.1021/jm00020a016
• 作为产物：
  描述：

  H-Ala-Val-Gly-NH2 、 Dec-Arg(Pmc)-Val-Lys(Boc)-(D,L)Arg(Pmc)-CH2Cl 在 碳酸氢钠 、 sodium iodide 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 4.0h， 生成 Dec-Arg(Pmc)-Val-Lys(Boc)-D-Arg(Pmc)-CH2-Ala-Val-Gly-NH2 、 Dec-Arg(Pmc)-Val-Lys(Boc)-Arg(Pmc)-CH2-Ala-Val-Gly-NH2
  参考文献：
  名称：

  Synthesis of Tight Binding Inhibitors and Their Action on the Proprotein-Processing Enzyme Furin

  摘要：

  Furin is a subtilisin-like eukaryotic serine endoprotease which processes proproteins to biologically active proteins and peptides. Also, the envelope proteins of viruses, such as influenza and HIV viruses, need to be processed by furin for infectivity. This enzyme has a consensus substrate specificity for Arg-Xxx-Lys/Arg-Arg at the cleavage site. Two kinds of transition state analog peptides were designed and tested in vitro with furin. The ketomethylene series, Psi(COCH2), have K-i's in the submicromolar range; the aminomethyl ketone series, Psi(COCH2NH), have Ki's in the nanomolar range. The best inhibitor is Dec-Arg-Val-Lys-Arg-CH2-Ala-Val-Gly-NH2(2c) with a K-i of 3.4 nM.

  DOI：

  10.1021/jm00020a016