N-Boc-L-Ala-L-Val-Gly-OH | 56396-17-9

• 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-Boc-L-Ala-L-Val-Gly-OH
• 英文别名: Boc-L-Ala-L-Val-Gly-OH；Boc-Ala-Val-Gly-OH
• CAS: 56396-17-9
• 化学式: C₁₅H₂₇N₃O₆
• 分子量: 345.396
• InChiKey: OCMOJKOCWCEOAG-ONGXEEELSA-N

物化性质

• 沸点：
  626.6±50.0 °C(Predicted)
• 密度：
  1.166±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.24
• 重原子数：
  24.0
• 可旋转键数：
  7.0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.73
• 拓扑面积：
  133.83
• 氢给体数：
  4.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  N-Boc-L-Ala-L-Val-Gly-OH 在 ammonium hydroxide 作用下， 生成 Boc-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
• 作为产物：
  描述：

  methyl 2-(2-amino-3-methylbutanamido)acetate 在 sodium hydroxide 作用下， 生成 N-Boc-L-Ala-L-Val-Gly-OH
  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

文献信息

• Trifluoroacetyl as an Orthogonal Protecting Group for Guanidines
  作者：Sandra Bartoli、Kim B. Jensen、Jeremy D. Kilburn

  DOI：10.1021/jo0348874

  日期：2003.11.1

  The trifluoroacetyl moiety has been used as a new protecting group for guanidine functionality. The protecting group is easily cleaved under mild basic conditions and is complementary to the Boc, Cbz, and Ddpe protecting groups. The protecting group can be applied to peptide synthesis in solution as well as on a solid phase as it is orthogonal to a Boc and Cbz strategy and semiorthogonal to an Fmoc

  三氟乙酰基部分已被用作胍官能团的新保护基。该保护基在温和的碱性条件下容易裂解，并且与Boc，Cbz和Ddpe保护基互补。该保护基可以在溶液中以及在固相上应用于肽合成，因为它与Boc和Cbz策略正交且与Fmoc策略半正交。
• Gowda, B.K. Kempe; Rangappa; Gowda, D. Channe, Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 2002, vol. 41, # 5, p. 1039 - 1044
  作者：Gowda, B.K. Kempe、Rangappa、Gowda, D. Channe

  DOI：——

  日期：——