(3S)-3-[(2S)-2-[(2S)-2-{[(benzyloxy)carbonyl]amino}-3-methylbutanamido]propanamido]-5-fluoro-4-oxopentanoic acid

• ChemBase编号: 106532
• 分子式: C21H28FN3O7
• 平均质量: 453.4613232
• 单一同位素质量: 453.19112847
• SMILES: CC(C)[C@H](NC(=O)OCc1ccccc1)C(=O)N[C@@H](C)C(=O)N[C@@H](CC(=O)O)C(=O)CF
• Canonical SMILES: FCC(=O)[C@@H](NC(=O)[C@@H](NC(=O)[C@H](C(C)C)NC(=O)OCc1ccccc1)C)CC(=O)O
• InChI: InChI=1S/C21H28FN3O7/c1-12(2)18(25-21(31)32-11-14-7-5-4-6-8-14)20(30)23-13(3)19(29)24-15(9-17(27)28)16(26)10-22/h4-8,12-13,15,18H,9-11H2,1-3H3,(H,23,30)(H,24,29)(H,25,31)(H,27,28)/t13-,15-,18-/m0/s1
• InChIKey: SUUHZYLYARUNIA-YEWWUXTCSA-N

名称和登记号

名称

• IUPAC标准名: (3S)-3-[(2S)-2-[(2S)-2-{[(benzyloxy)carbonyl]amino}-3-methylbutanamido]propanamido]-5-fluoro-4-oxopentanoic acid
• IUPAC传统名: (3S)-3-[(2S)-2-[(2S)-2-{[(benzyloxy)carbonyl]amino}-3-methylbutanamido]propanamido]-5-fluoro-4-oxopentanoic acid
• 别名: Z-Val-Ala-Asp-FMK; Z-VAD-FMK; Z-Val-Ala-Asp-Fluoromethylketone; Z-VAD-FMK, Non-methylated; Z-Val-Ala-Asp fluoromethyl ketone

登记号

• CAS号: 634911-81-2
• MDL号: MFCD03452883
• PubChem SID: 162087211
• PubChem CID: 5497171

理论计算性质

• Acid pKa: 4.1306753
• 质子受体: 6
• 质子供体: 4
• LogD (pH = 5.5): -0.22448704
• LogD (pH = 7.4): -1.9194105
• Log P: 1.1600142
• 摩尔折射率: 109.3643 cm^3
• 极化性: 42.778816 Å^3
• 极化表面积: 150.9 Å^2
• 可自由旋转的化学键: 13
• 里宾斯基五规则: true

分子性质

理化性质

• 外观: powder

安全信息

• 德国WGK号: 3
• 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: ≥90% (TLC)
• 运输包装: dry ice

详细说明

MP Biomedicals - 03FK109

An irreversible general caspase inhibitor, non-methylated form.PROTECT FROM MOISTURE. Useful for studies involving recombinant, isolated, and purified caspase enzymes. Unlike Z-VAD(OMe)-FMK (Cat. No. FK009), this inhibitor does not require pretreatment with esterase for in vitro studies.

Sigma Aldrich - C2105

Amino Acid Sequence
Z-Val-Ala-Asp-OMe-FMK
Biochem/physiol Actions
Non-methylated competitive and irreversible inhibitor of caspase-1, as well as other caspases, which can be used directly with purified enzymes. It does not require esterase to hydrolyze the O-methyl ester like the cell-permeable form, Z-Val-Ala-Asp(OMe) fluoromethyl ketone (Product Code V-116).

参考文献

• Komoriya, A. et al., J. Exp. Med., 191:1819 (2000).
• Weissner, C. et al., Cell. Mol. Biol., 46:53 (2000).
• Misaghi, S., et al. 2004. Chem. Biol. 11, 1677.