methyl 3-{[(1S)-1-{[(2S)-1-[(2S)-2-{[(1S)-2-methyl-1-[(4-nitrophenyl)carbamoyl]propyl]carbamoyl}pyrrolidin-1-yl]-1-oxopropan-2-yl]carbamoyl}ethyl]carbamoyl}propanoate

• ChemBase编号: 106628
• 分子式: C27H38N6O9
• 平均质量: 590.62542
• 单一同位素质量: 590.27002683
• SMILES: COC(=O)CCC(=O)N[C@@H](C)C(=O)N[C@@H](C)C(=O)N1CCC[C@H]1C(=O)N[C@@H](C(C)C)C(=O)Nc1ccc(cc1)[N+](=O)[O-]
• Canonical SMILES: COC(=O)CCC(=O)N[C@H](C(=O)N[C@H](C(=O)N1CCC[C@H]1C(=O)N[C@H](C(=O)Nc1ccc(cc1)[N+](=O)[O-])C(C)C)C)C
• InChI: InChI=1S/C27H38N6O9/c1-15(2)23(26(38)30-18-8-10-19(11-9-18)33(40)41)31-25(37)20-7-6-14-32(20)27(39)17(4)29-24(36)16(3)28-21(34)12-13-22(35)42-5/h8-11,15-17,20,23H,6-7,12-14H2,1-5H3,(H,28,34)(H,29,36)(H,30,38)(H,31,37)/t16-,17-,20-,23-/m0/s1
• InChIKey: VLVGCNNWNUERRZ-OSAZLGQLSA-N

名称和登记号

名称

• IUPAC标准名: methyl 3-{[(1S)-1-{[(2S)-1-[(2S)-2-{[(1S)-2-methyl-1-[(4-nitrophenyl)carbamoyl]propyl]carbamoyl}pyrrolidin-1-yl]-1-oxopropan-2-yl]carbamoyl}ethyl]carbamoyl}propanoate
• IUPAC传统名: methyl 3-{[(1S)-1-{[(2S)-1-[(2S)-2-{[(1S)-2-methyl-1-[(4-nitrophenyl)carbamoyl]propyl]carbamoyl}pyrrolidin-1-yl]-1-oxopropan-2-yl]carbamoyl}ethyl]carbamoyl}propanoate
• 别名: N-(Methoxysuccinyl)-L-alanyl-L-alanyl-L-prolyl-L-valine 4-nitroanilide; N-(Methoxysuccinyl)-Ala-Ala-Pro-Val 4-nitroanilide; N-Methoxysuccinyl-Ala-Ala-Pro-Val p-nitroanilide; MeOSuc-Ala-Ala-Pro-Val-PNA; MeOSuc-AAPV-PNA; MeOSuc-Ala-Ala-Pro-Val-paranitroanilide

登记号

• CAS号: 70967-90-7
• MDL号: MFCD00077137
• Beilstein号: 6266359
• PubChem SID: 24896943; 162089029
• PubChem CID: 16219658

理论计算性质

• Acid pKa: 11.682319
• 质子受体: 8
• 质子供体: 4
• LogD (pH = 5.5): 0.1357817
• LogD (pH = 7.4): 0.13576175
• Log P: 0.13578199
• 摩尔折射率: 149.7824 cm^3
• 极化性: 57.16884 Å^3
• 极化表面积: 208.83 Å^2
• 可自由旋转的化学键: 14
• 里宾斯基五规则: false

分子性质

理化性质

• 溶解度: DMF: soluble25 mg/mL, clear, light yellow

安全信息

• 德国WGK号: 3
• 安全公开号: 22-24/25
• 个人保护装置: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• 保存温度: -20°C

产品相关信息

• 纯度: ≥97.0% (HPLC)
• 产品质量级别: PREMIUM
• Empirical Formula (Hill Notation): C27H38N6O9

详细说明

MP Biomedicals - 03PNA094

A specific chromogenic substrate for human neutrophil elastase (Kcat/Km = 120,000 vs. 2700 for pancreatic elastase). Cleavage can be monitored at ~410 nm. Sold on the basis of substrate content.

Sigma Aldrich - M4765

Substrates
Substrate for human leukocyte elastase.

Sigma Aldrich - 65352

Other Notes
Sensitive substrate for elastase from human leukocytes and porcine pancreas1

参考文献

• Thornberry, N.A. et al., Science, 281:1312 (1998).
• Thornberry, N.A. et al., J. Biol. Chem., 272:17907 (1997).
• Barrett, A.J., et al. 1989. Biochim. J. 260, 259.
• Nakajima, K., et al. 1979. J. Biol. Chem. 254, 4027.