4-{[(1S)-1-[(9-oxo-9,10-dihydroacridin-2-yl)carbamoyl]-2-phenylethyl]carbamoyl}butanoic acid

• ChemBase编号: 157996
• 分子式: C27H25N3O5
• 平均质量: 471.5045
• 单一同位素质量: 471.17942092
• SMILES: c1ccc(cc1)C[C@@H](C(=O)Nc1ccc2c(c1)c(=O)c1ccccc1[nH]2)NC(=O)CCCC(=O)O
• Canonical SMILES: O=C(N[C@H](C(=O)Nc1ccc2c(c1)c(=O)c1c([nH]2)cccc1)Cc1ccccc1)CCCC(=O)O
• InChI: InChI=1S/C27H25N3O5/c31-24(11-6-12-25(32)33)30-23(15-17-7-2-1-3-8-17)27(35)28-18-13-14-22-20(16-18)26(34)19-9-4-5-10-21(19)29-22/h1-5,7-10,13-14,16,23H,6,11-12,15H2,(H,28,35)(H,29,34)(H,30,31)(H,32,33)/t23-/m0/s1
• InChIKey: ARQVOICOWZVNEP-QHCPKHFHSA-N

名称和登记号

名称

• IUPAC标准名: 4-{[(1S)-1-[(9-oxo-9,10-dihydroacridin-2-yl)carbamoyl]-2-phenylethyl]carbamoyl}butanoic acid
• IUPAC传统名: 4-{[(1S)-1-[(9-oxo-10H-acridin-2-yl)carbamoyl]-2-phenylethyl]carbamoyl}butanoic acid
• 别名: N-(N-Glutaryl-L-phenylalanyl)-2-aminoacridone

登记号

• CAS号: 115930-63-7
• MDL号: MFCD01863061
• PubChem SID: 162252132; 24873119
• PubChem CID: 16213677

理论计算性质

• Acid pKa: 4.0676455
• 质子受体: 6
• 质子供体: 4
• LogD (pH = 5.5): 3.3815699
• LogD (pH = 7.4): 1.7072254
• Log P: 4.826228
• 摩尔折射率: 131.3354 cm^3
• 极化性: 49.63739 Å^3
• 极化表面积: 124.6 Å^2
• 可自由旋转的化学键: 9
• 里宾斯基五规则: true

分子性质

理化性质

• 溶解度: DMF: soluble; DMSO: soluble
• 熔点: 272 °C(lit.)
• 荧光: λex 398 nm; λem 440 nm in 0.1 M Tris pH 8.0 (fluoroescence decreases upon cleavage with α-chymotrypsin)

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: 2-8°C

产品相关信息

• 纯度: ≥98.0% (HPLC)
• 级别: for fluorescence
• Empirical Formula (Hill Notation): C27H25N3O5

详细说明

Sigma Aldrich - 49742

Analysis Note
In addition to the emission maximum at 440 nm, there is a lower maxima at 463 nm.
Application
suitable as spectrophotometric substrate for α-chymotrypsin (linear increase in absorbance at 450 nm)
Other Notes
Substrate for the continuous assay of α-chymotrypsin at wavelengths 450/570nm1