(2R)-3-{[(2R)-2-carboxy-2-(phenylformamido)ethyl]disulfanyl}-2-(phenylformamido)propanoic acid

• ChemBase编号: 152287
• 分子式: C20H20N2O6S2
• 平均质量: 448.5126
• 单一同位素质量: 448.07627837
• SMILES: c1ccc(cc1)C(=O)N[C@@H](CSSC[C@@H](C(=O)O)NC(=O)c1ccccc1)C(=O)O
• Canonical SMILES: OC(=O)[C@@H](NC(=O)c1ccccc1)CSSC[C@@H](C(=O)O)NC(=O)c1ccccc1
• InChI: InChI=1S/C20H20N2O6S2/c23-17(13-7-3-1-4-8-13)21-15(19(25)26)11-29-30-12-16(20(27)28)22-18(24)14-9-5-2-6-10-14/h1-10,15-16H,11-12H2,(H,21,23)(H,22,24)(H,25,26)(H,27,28)/t15-,16-/m0/s1
• InChIKey: GUTXMPQWQSOAIY-HOTGVXAUSA-N

名称和登记号

名称

• IUPAC标准名: (2R)-3-{[(2R)-2-carboxy-2-(phenylformamido)ethyl]disulfanyl}-2-(phenylformamido)propanoic acid
• IUPAC传统名: (2R)-3-{[(2R)-2-carboxy-2-(phenylformamido)ethyl]disulfanyl}-2-(phenylformamido)propanoic acid
• 别名: N,N′-二苯甲酰基-L-胱氨酸; N,N′-Dibenzoyl-L-cystine

登记号

• CAS号: 25129-20-8
• EC号: 246-640-6
• MDL号: MFCD00063220
• Beilstein号: 2068210
• PubChem SID: 24860333; 162246432
• PubChem CID: 13479156

理论计算性质

• Acid pKa: 2.989745
• 质子受体: 6
• 质子供体: 4
• LogD (pH = 5.5): -2.3499713
• LogD (pH = 7.4): -4.8591323
• Log P: 1.9731579
• 摩尔折射率: 115.1004 cm^3
• 极化性: 43.92961 Å^3
• 极化表面积: 132.8 Å^2
• 可自由旋转的化学键: 11
• 里宾斯基五规则: true

分子性质

理化性质

• 熔点: 195-200 °C (dec.)
• 比旋光度: [α]20/D -215±8°, c = 1% in ethanol

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

产品相关信息

• Empirical Formula (Hill Notation): C20H20N2O6S2

详细说明

Sigma Aldrich - 33562

Other Notes
LiBH4 手性修饰剂，用于芳香族、杂芳族和不饱和酮不对称还原为醇6,7,8,9
包装
5 g in glass bottle
Application
Reactant involved in:
• Synthesis of integrin antagonists1
• Dissipative self-assembly of molecular gelator using chemical fuel2
• Synthesis of crosslinkable hydrogel for proliferation of encapsulated human derm fibroblast3
• Analysis for use as metallo-β-lactamase inhibitors4
• Amplification of bifunctional disulfide ligands for calmodulin5