5-[(3aS,4S,6aR)-2-oxo-hexahydro-1H-thieno[3,4-d]imidazolidin-4-yl]-N-[3-({3-[(4-azido-2-nitrophenyl)amino]propyl}(methyl)amino)propyl]pentanamide; acetic acid

• ChemBase ID: 133384
• Molecular Formular: C25H39N9O6S
• Molecular Mass: 593.69886
• Monoisotopic Mass: 593.27440101
• SMILES: CC(=O)O.CN(CCCNc1ccc(cc1[N+](=O)[O-])N=[N+]=[N-])CCCNC(=O)CCCC[C@H]1[C@@H]2[C@H](CS1)NC(=O)N2
• Canonical SMILES: CC(=O)O.[N-]=[N+]=Nc1ccc(c(c1)[N+](=O)[O-])NCCCN(CCCNC(=O)CCCC[C@@H]1SC[C@H]2[C@@H]1NC(=O)N2)C
• InChI: InChI=1S/C23H35N9O4S.C2H4O2/c1-31(12-4-10-25-17-9-8-16(29-30-24)14-19(17)32(35)36)13-5-11-26-21(33)7-3-2-6-20-22-18(15-37-20)27-23(34)28-22;1-2(3)4/h8-9,14,18,20,22,25H,2-7,10-13,15H2,1H3,(H,26,33)(H2,27,28,34);1H3,(H,3,4)/t18-,20-,22-;/m0./s1
• InChIKey: FFBLNTOMOSLSQM-AYEYRVMASA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 5-[(3aS,4S,6aR)-2-oxo-hexahydro-1H-thieno[3,4-d]imidazolidin-4-yl]-N-[3-({3-[(4-azido-2-nitrophenyl)amino]propyl}(methyl)amino)propyl]pentanamide; acetic acid
• IUPAC Traditional name: 5-[(3aS,4S,6aR)-2-oxo-hexahydrothieno[3,4-d]imidazolidin-4-yl]-N-[3-({3-[(4-azido-2-nitrophenyl)amino]propyl}(methyl)amino)propyl]pentanamide; acetic acid
• Synonyms: Photobiotin acetate salt; Biotin {3-[3-(4-azido-2-nitroanilino)-N-methylpropylamino]propylamide} acetate salt; N-(4-Azido-2-nitrophenyl)-N′-(3-biotinylaminopropyl)-N′-methyl-1,3-propanediamine acetate salt; N-(4-叠氮-2-硝基苯基)-N′-(3-生物素基氨丙基)-N′-甲基-1,3-丙二胺 乙酸盐; 生物素{3-[3-(4-叠氮-2-硝基苯胺)-N-甲基丙氨基]丙酰胺} 乙酸盐; 光敏生物素 乙酸盐

Database IDs

• CAS Number: 96087-38-6
• MDL Number: MFCD00210085
• PubChem SID: 162227661; 24890604
• PubChem CID: 16218863

CALCULATED PROPERTIES

• Log P: 2.1595738
• Molar Refractivity: 146.4148 cm^3
• Polarizability: 53.66079 Å^3
• Polar Surface Area: 160.75 Å^2
• Rotatable Bonds: 16
• Lipinski's Rule of Five: false
• Acid pKa: 13.479839
• H Acceptors: 8
• H Donor: 4
• LogD (pH = 5.5): -1.3132514
• LogD (pH = 7.4): 0.043591302

PROPERTIES

Physical Property

• Solubility: H2O: soluble10 mg/mL (Stable for at least 5 months if kept frozen and protected from light.)
• Apperance: film or powder

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: -20°C

Product Information

• Purity: ≥95% (HPLC); ≥98%
• Empirical Formula (Hill Notation): C23H35N9O4S · C2H4O2

DETAILS

Sigma Aldrich - A1935

Caution
光敏。
Application
光活化生物素类似物，用于可测量和可重现地制备稳定的 DNA 和 RNA 探针。用光敏生物素制备的核酸探针可检测小到 0.5pg 的目标 DNA。短时间光照下，光敏生物素可标记单链或双链核酸。通过核酸的醇提取和乙醇沉淀可除去未结合的光敏生物素。 虽然光敏生物素的主要应用是制备核酸探针，但其用作蛋白标记试剂在文献中也有引述。