2-(4-carbamimidoylphenyl)-1H-indole-6-carboximidamide

• ChemBase编号: 126866
• 分子式: C16H15N5
• 平均质量: 277.3238
• 单一同位素质量: 277.13274551
• SMILES: N=C(N)c1ccc(c2cc3ccc(cc3[nH]2)C(=N)N)cc1
• Canonical SMILES: NC(=N)c1ccc(cc1)c1cc2c([nH]1)cc(cc2)C(=N)N
• InChI: InChI=1S/C16H15N5/c17-15(18)10-3-1-9(2-4-10)13-7-11-5-6-12(16(19)20)8-14(11)21-13/h1-8,21H,(H3,17,18)(H3,19,20)
• InChIKey: FWBHETKCLVMNFS-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: 2-(4-carbamimidoylphenyl)-1H-indole-6-carboximidamide
• IUPAC传统名: DAPI
• 别名: DAPI; DAPI; 2-(4-Amidinophenyl)-6-indolecarbamidine, Dihydrochloride; 2-[4-(Aminoiminomethyl)phenyl]-1H-indole-6-carboximidamide Hydrochloride; 4',6-Diamidino-2-phenylindole Dihydrochloride; 4',6-Diamidino-2-phenylindole Dihydrochloride

登记号

• CAS号: 28718-90-3
• PubChem SID: 162221193
• PubChem CID: 2954
• CHEBI ID: 51231
• CHEMBL: 48217
• Chemspider ID: 2848
• 维基百科标题: DAPI

理论计算性质

• Acid pKa: 14.501453
• 质子受体: 4
• 质子供体: 5
• LogD (pH = 5.5): -3.3503847
• LogD (pH = 7.4): -3.3225315
• Log P: 1.4801712
• 摩尔折射率: 105.5032 cm^3
• 极化性: 33.95792 Å^3
• 极化表面积: 115.53 Å^2
• 可自由旋转的化学键: 3
• 里宾斯基五规则: true

分子性质

理化性质

• 溶解度: DMSO; Water
• 外观: Yellow Solid
• 熔点: >300°C (dec.)

安全信息

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

详细说明

Toronto Research Chemicals - D416050

A cell-permeable DNA-binding dye. Binds preferentially to DNA rich in adenine and thymine. Used in flow cytometry for measuring nuclear DNA content or for sorting isolated chromosomes.

参考文献

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• Zaitsev, E.N., and Kowalczykowsi, S.C.: Nucl. Acids Res., 26(1989)
• 650 (1989)
• Germ, M., et al.: Biochem. Biophys. Res. Commun., 261, 452 (19