(4S)-5-[(2S)-2-{[(1S)-2-carboxy-1-{[2-oxo-4-(trifluoromethyl)-2H-chromen-7-yl]carbamoyl}ethyl]carbamoyl}pyrrolidin-1-yl]-4-[(2S,3S)-2-acetamido-3-methylpentanamido]-5-oxopentanoic acid

• ChemBase编号: 106356
• 分子式: C32H38F3N5O11
• 平均质量: 725.6662296
• 单一同位素质量: 725.25199172
• SMILES: CC[C@H](C)[C@H](NC(=O)C)C(=O)N[C@@H](CCC(=O)O)C(=O)N1CCC[C@H]1C(=O)N[C@@H](CC(=O)O)C(=O)Nc1ccc2c(c1)oc(=O)cc2C(F)(F)F
• Canonical SMILES: CC[C@@H]([C@@H](C(=O)N[C@H](C(=O)N1CCC[C@H]1C(=O)N[C@H](C(=O)Nc1ccc2c(c1)oc(=O)cc2C(F)(F)F)CC(=O)O)CCC(=O)O)NC(=O)C)C
• InChI: InChI=1S/C32H38F3N5O11/c1-4-15(2)27(36-16(3)41)30(49)38-20(9-10-24(42)43)31(50)40-11-5-6-22(40)29(48)39-21(14-25(44)45)28(47)37-17-7-8-18-19(32(33,34)35)13-26(46)51-23(18)12-17/h7-8,12-13,15,20-22,27H,4-6,9-11,14H2,1-3H3,(H,36,41)(H,37,47)(H,38,49)(H,39,48)(H,42,43)(H,44,45)/t15-,20-,21-,22-,27-/m0/s1
• InChIKey: HWXKKVLJPWMVLL-FGGUPADCSA-N

名称和登记号

名称

• IUPAC标准名: (4S)-5-[(2S)-2-{[(1S)-2-carboxy-1-{[2-oxo-4-(trifluoromethyl)-2H-chromen-7-yl]carbamoyl}ethyl]carbamoyl}pyrrolidin-1-yl]-4-[(2S,3S)-2-acetamido-3-methylpentanamido]-5-oxopentanoic acid
• IUPAC传统名: (4S)-5-[(2S)-2-{[(1S)-2-carboxy-1-{[2-oxo-4-(trifluoromethyl)chromen-7-yl]carbamoyl}ethyl]carbamoyl}pyrrolidin-1-yl]-4-[(2S,3S)-2-acetamido-3-methylpentanamido]-5-oxopentanoic acid
• 别名: N-Acetyl-Ile-Glu-Pro-Asp-7-amino-4-trifluoromethylcoumarin; Ac-Ile-Glu-Pro-Asp-AFC; Ac-IEPD-AFC; Ac-Ile-Glu-Pro-Asp-7-Amino-4-trifluoromethylcoumarin

登记号

• MDL号: MFCD03452821
• PubChem SID: 162105412
• PubChem CID: 25108575

理论计算性质

• Acid pKa: 3.5597808
• 质子受体: 10
• 质子供体: 6
• LogD (pH = 5.5): -3.061189
• LogD (pH = 7.4): -6.2564764
• Log P: 0.14858253
• 摩尔折射率: 168.9272 cm^3
• 极化性: 64.15622 Å^3
• 极化表面积: 237.61 Å^2
• 可自由旋转的化学键: 16
• 里宾斯基五规则: false

分子性质

理化性质

• 溶解度: DMSO/DMF: soluble20 mM
• 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

药理学性质

• 相关基因信息: human ... GZMB(3002)mouse ... GZMB(171528)rat ... GZMB(14939), RGD1561819(502004), RGD1562700(502007)

产品相关信息

• 纯度: 97% (HPLC)
• 运输包装: dry ice
• 线性分子式: C32H38N5O11F3

详细说明

MP Biomedicals - 03AFC153

A fluorogenic substrate for Granzyme B.

Sigma Aldrich - A6345

Amino Acid Sequence
NAc-Ile-Glu-Pro-Asp-AFC
Application
Fluorogenic substrate for granzyme B.

参考文献

• Harris, J.L. et al., J. Biol. Chem., 273:27364 (1998).
• Thornberry, N.A. et al., Science, 281:1312 (1998).