5-[(3aS,4S,6aR)-2-oxo-hexahydro-1H-thieno[3,4-d]imidazolidin-4-yl]-N-[2-(methanesulfonylsulfanyl)ethyl]pentanamide

• ChemBase编号: 154094
• 分子式: C13H23N3O4S3
• 平均质量: 381.53442
• 单一同位素质量: 381.08506923
• SMILES: CS(=O)(=O)SCCNC(=O)CCCC[C@H]1[C@@H]2[C@H](CS1)NC(=O)N2
• Canonical SMILES: O=C(NCCSS(=O)(=O)C)CCCC[C@@H]1SC[C@H]2[C@@H]1NC(=O)N2
• InChI: InChI=1S/C13H23N3O4S3/c1-23(19,20)22-7-6-14-11(17)5-3-2-4-10-12-9(8-21-10)15-13(18)16-12/h9-10,12H,2-8H2,1H3,(H,14,17)(H2,15,16,18)/t9-,10-,12-/m0/s1
• InChIKey: CQPWMXNDGWWWHG-NHCYSSNCSA-N

名称和登记号

名称

• IUPAC标准名: 5-[(3aS,4S,6aR)-2-oxo-hexahydro-1H-thieno[3,4-d]imidazolidin-4-yl]-N-[2-(methanesulfonylsulfanyl)ethyl]pentanamide
• IUPAC传统名: 5-[(3aS,4S,6aR)-2-oxo-hexahydrothieno[3,4-d]imidazolidin-4-yl]-N-[2-(methanesulfonylsulfanyl)ethyl]pentanamide
• 别名: Methanesulfonothioic Acid S-[2-[[5-[(3aS,4S,6aR)-Hexahydro-2-oxo-1H-thieno[3,4-d]imidazol-4-yl]-1-oxopentyl]amino]ethyl] Ester; MTSEA-BIOTIN; N-Biotinylaminoethyl Methanethiosulfonate; 2-((Biotinoyl)amino)ethyl methanethiosulfonate; 2-[(Biotinoyl)-amino]-ethyl-methanthiosulfonat; N-Biotinylaminoethyl methanethiosulfonate; MTSEA Biotin

登记号

• CAS号: 162758-04-5
• MDL号: MFCD01320376
• PubChem SID: 162248233
• PubChem CID: 29973978

理论计算性质

• Acid pKa: 13.486689
• 质子受体: 4
• 质子供体: 3
• LogD (pH = 5.5): -0.7515388
• LogD (pH = 7.4): -0.7515384
• Log P: -0.7515381
• 摩尔折射率: 92.4239 cm^3
• 极化性: 37.264103 Å^3
• 极化表面积: 104.37 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; DMSO; DMSO: soluble
• 外观: White Solid
• 熔点: 95-103°C

安全信息

• 保存条件: -20°C Freezer, Under Inert Atmosphere
• 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

• 有效期: (limited shelf life, expiry date on the label)
• Empirical Formula (Hill Notation): C13H23N3O4S3

详细说明

Sigma Aldrich - 44521

Biochem/physiol Actions
Thiol-reactive reagent for labeling proteins at cysteine residues to study structure and function.

Toronto Research Chemicals - B394750

Reacts specifically and rapidly with thiols to form mixed disulfides. Used to probe the structures of the ACh receptor channel of the GABA receptor channel and of lactose permease. MTSEA-biotin has recently been used to probe the topology of the seroto

参考文献

• J. Biol. Chem., 273(20)
• 12675 (20)
• Adams, C.M., et al.: J. Biol. Chem., 273 (20)
• 30204 (20)
• Boileau, A. J., et al.: J. Neurosci., 19, 12, 4847 (20)
• Wagner, D.A.and Czajkowski, C.: J. Neurosci., 21, 67 (20)
• Traebert, M.: J. Membr. Biol., 180