3-bromo-3-methyl-2-[(2-nitrophenyl)sulfanyl]-3H-indole

• ChemBase编号: 103060
• 分子式: C15H11BrN2O2S
• 平均质量: 363.22904
• 单一同位素质量: 361.9724606
• SMILES: CC1(Br)C(=Nc2c1cccc2)Sc1c(cccc1)[N+](=O)[O-]
• Canonical SMILES: [O-][N+](=O)c1ccccc1SC1=Nc2c(C1(C)Br)cccc2
• InChI: InChI=1S/C15H11BrN2O2S/c1-15(16)10-6-2-3-7-11(10)17-14(15)21-13-9-5-4-8-12(13)18(19)20/h2-9H,1H3
• InChIKey: BXTVQNYQYUTQAZ-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: 3-bromo-3-methyl-2-[(2-nitrophenyl)sulfanyl]-3H-indole
• IUPAC传统名: 3-bromo-3-methyl-2-[(2-nitrophenyl)sulfanyl]indole
• 别名: 2-(2-Nitrophenylsulfenyl)-3-methyl-3-bromoindolenine; BNPS-skatol; 3-Bromo-3-methyl-2-(2-nitrophenylthio)-3H-indole; 2-(2-nitrophenylsulfenyl)-3-methyl-3'-bromoindolenine; 3-Bromo-3-methyl-2-(2-nitrophenylthio)-3H-indole; 3-Bromo-3-methyl-2-(2-nitrophenylmercapto)-3H-indole; BNPS-SKATOLE

登记号

• CAS号: 27933-36-4
• EC号: 248-737-9
• MDL号: MFCD00037978
• Beilstein号: 1491457
• PubChem SID: 162090263; 24891797
• PubChem CID: 94388

理论计算性质

• 质子受体: 3
• 质子供体: 0
• LogD (pH = 5.5): 5.2755585
• LogD (pH = 7.4): 5.2755923
• Log P: 5.275593
• 摩尔折射率: 90.4539 cm^3
• 极化性: 33.04124 Å^3
• 极化表面积: 58.18 Å^2
• 可自由旋转的化学键: 3
• 里宾斯基五规则: false

分子性质

安全信息

• 保存条件: -20°C
• 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: ≥85%; ≥96.0% (TLC)
• Empirical Formula (Hill Notation): C15H11BrN2O2S

详细说明

MP Biomedicals - 02150479

Used to modify tryptophan in proteins when the sulfhydryl groups are protected.

Sigma Aldrich - B4651

Application
Peptide cleavage reagent specific for the carboxyl side of tryptophan residues.

Sigma Aldrich - 17625

Other Notes
For the specific cleavage of proteins at the carboxylic side of tryptophanyl residues1,2

参考文献

• Hunziker, P.E., et al., Biochem. J. , 187 : 515, (1980).