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

• ChemBase编号: 134151
• 分子式: C10H18N4O2S
• 平均质量: 258.34052
• 单一同位素质量: 258.11504684
• SMILES: C1[C@H]2[C@@H]([C@@H](S1)CCCCC(=O)NN)NC(=O)N2
• Canonical SMILES: NNC(=O)CCCC[C@@H]1SC[C@H]2[C@@H]1NC(=O)N2
• InChI: InChI=1S/C10H18N4O2S/c11-14-8(15)4-2-1-3-7-9-6(5-17-7)12-10(16)13-9/h6-7,9H,1-5,11H2,(H,14,15)(H2,12,13,16)/t6-,7-,9-/m0/s1
• InChIKey: KOZWHQPRAOJMBN-ZKWXMUAHSA-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]pentanehydrazide
• IUPAC传统名: 5-[(3aS,4S,6aR)-2-oxo-hexahydrothieno[3,4-d]imidazolidin-4-yl]pentanehydrazide
• 别名: (+)-Biotin hydrazide

登记号

• CAS号: 66640-86-6
• MDL号: MFCD00078532
• Beilstein号: 28347
• PubChem SID: 24892012; 162228428; 24848623
• PubChem CID: 83872

理论计算性质

• Acid pKa: 12.749984
• 质子受体: 3
• 质子供体: 4
• LogD (pH = 5.5): -0.78654814
• LogD (pH = 7.4): -0.78402865
• Log P: -0.7839947
• 摩尔折射率: 66.3572 cm^3
• 极化性: 25.801302 Å^3
• 极化表面积: 96.25 Å^2
• 可自由旋转的化学键: 5
• 里宾斯基五规则: true

分子性质

理化性质

• 溶解度: DMSO: ≤20 mg/mL
• 外观: powder
• 熔点: 245-247 °C
• 比旋光度: [α]20/D +68±3°, c = 0.5% in DMF

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: ≥97% (TLC); ≥98.0% (CHN)
• Empirical Formula (Hill Notation): C10H18N4O2S

详细说明

Sigma Aldrich - B7639

Application
Reagent for labeling surface functional groups, biologically active molecules such as antibodies, lectins, sugars, nucleic acids or molecules with free carboxylic or keto groups. Typically used for coupling to glycoproteins through the carbohydrate by hydrazone formation.

Sigma Aldrich - 14403

Other Notes
The hydrazide functional group allows biotinylation of glycolipids and glycoproteins via the oligosaccharide moiety.; In affinity cytochemistry1; Biotinylation of DNA2; Immobilization of DNA3; For the synthesis of maleimidobiotins4