methyl (3S)-3-[(2S)-2-[(2S)-2-[(2S)-2-{[(benzyloxy)carbonyl]amino}-4-methoxy-4-oxobutanamido]-4-carbamoylbutanamido]-4-(methylsulfanyl)butanamido]-5-fluoro-4-oxopentanoate

• ChemBase编号: 106519
• 分子式: C29H40FN5O11S
• 平均质量: 685.7182032
• 单一同位素质量: 685.24290635
• SMILES: COC(=O)C[C@H](NC(=O)[C@H](CCSC)NC(=O)[C@H](CCC(=O)N)NC(=O)[C@H](CC(=O)OC)NC(=O)OCc1ccccc1)C(=O)CF
• Canonical SMILES: CSCC[C@@H](C(=O)N[C@H](C(=O)CF)CC(=O)OC)NC(=O)[C@@H](NC(=O)[C@@H](NC(=O)OCc1ccccc1)CC(=O)OC)CCC(=O)N
• InChI: InChI=1S/C29H40FN5O11S/c1-44-24(38)13-20(22(36)15-30)34-27(41)19(11-12-47-3)33-26(40)18(9-10-23(31)37)32-28(42)21(14-25(39)45-2)35-29(43)46-16-17-7-5-4-6-8-17/h4-8,18-21H,9-16H2,1-3H3,(H2,31,37)(H,32,42)(H,33,40)(H,34,41)(H,35,43)/t18-,19-,20-,21-/m0/s1
• InChIKey: QFITYVNVMNJELE-TUFLPTIASA-N

名称和登记号

名称

• IUPAC标准名: methyl (3S)-3-[(2S)-2-[(2S)-2-[(2S)-2-{[(benzyloxy)carbonyl]amino}-4-methoxy-4-oxobutanamido]-4-carbamoylbutanamido]-4-(methylsulfanyl)butanamido]-5-fluoro-4-oxopentanoate
• IUPAC传统名: methyl (3S)-3-[(2S)-2-[(2S)-2-[(2S)-2-{[(benzyloxy)carbonyl]amino}-4-methoxy-4-oxobutanamido]-4-carbamoylbutanamido]-4-(methylsulfanyl)butanamido]-5-fluoro-4-oxopentanoate
• 别名: Z-Asp(OMe)-Gln-Met-Asp(OMe)-FMK; Z-D(OMe)QMD(OMe)-FMK; Z-Asp(OMe)-Gln-Met-Asp(OMe)-Fluoromethylketone; Z-Asp(OMe)-Gln-Met-Asp(OMe) fluoromethyl ketone

登记号

• MDL号: MFCD03452876
• PubChem SID: 162089027
• PubChem CID: 644197

理论计算性质

• Acid pKa: 11.412848
• 质子受体: 8
• 质子供体: 5
• LogD (pH = 5.5): -1.1226894
• LogD (pH = 7.4): -1.1227262
• Log P: -1.1226889
• 摩尔折射率: 162.941 cm^3
• 极化性: 64.16699 Å^3
• 极化表面积: 238.39 Å^2
• 可自由旋转的化学键: 24
• 里宾斯基五规则: false

分子性质

理化性质

• 外观: white 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 - 03FK025

A potent, cell-permeable, and irreversible inhibitor of caspase-3, also recognizes caspase-1. When using with purified native or recombinant enzyme, pre-treatment with an esterase is required.

Sigma Aldrich - C0480

Amino Acid Sequence
Z-Asp-OMe-Gln-Met-Asp-OMe-FMK
Biochem/physiol Actions
A cell-permeable inhibitor of caspase 3 and 6, which exhibits competitive and irreversible inhibition.

参考文献

• Hirata, H. et al., J. Exp. Med., 187(4):587(1998).
• Talanian, R.V., et al. 1997. J. Biol. Chem. 272, 9677.