3',6'-dihydroxy-3-oxo-3H-spiro[2-benzofuran-1,9'-xanthene]-6-carboxylic acid

• ChemBase编号: 126421
• 分子式: C21H12O7
• 平均质量: 376.31578
• 单一同位素质量: 376.05830272
• SMILES: c1cc2c(cc1C(=O)O)C1(c3ccc(cc3Oc3c1ccc(c3)O)O)OC2=O
• Canonical SMILES: Oc1ccc2c(c1)Oc1c(C32OC(=O)c2c3cc(cc2)C(=O)O)ccc(c1)O
• InChI: InChI=1S/C21H12O7/c22-11-2-5-14-17(8-11)27-18-9-12(23)3-6-15(18)21(14)16-7-10(19(24)25)1-4-13(16)20(26)28-21/h1-9,22-23H,(H,24,25)
• InChIKey: BZTDTCNHAFUJOG-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: 3',6'-dihydroxy-3-oxo-3H-spiro[2-benzofuran-1,9'-xanthene]-6-carboxylic acid
• IUPAC传统名: carboxyfluorescein
• 别名: 3',6'-Dihydroxy-3-oxo-spiro[isobenzofuran-1(3H),9'-[9H]xanthene]-6-carboxylic Acid; (3,6,9-Trihydroxyxanthen-9-yl)terephthalic Acid; 6-Carboxyfluorescein; 6-FAM; Carboxyfluorescein; FLUOS; 6-Carboxyfluorescein

登记号

• CAS号: 3301-79-9
• MDL号: MFCD00036873
• Beilstein号: 54341
• PubChem SID: 24892266; 162220755
• PubChem CID: 76806
• CHEBI ID: 39073
• Chemspider ID: 69262
• 维基百科标题: Carboxyfluorescein

理论计算性质

• Acid pKa: 3.542912
• 质子受体: 5
• 质子供体: 3
• LogD (pH = 5.5): 1.5872847
• LogD (pH = 7.4): 0.15534905
• Log P: 3.5379257
• 摩尔折射率: 98.4763 cm^3
• 极化性: 36.78754 Å^3
• 极化表面积: 113.29 Å^2
• 可自由旋转的化学键: 1
• 里宾斯基五规则: true

分子性质

理化性质

• 溶解度: Acetone; Chloroform; Dichloromethane; DMSO: soluble; H2O: soluble (pH ≥ 5); Methanol
• 外观: Orange Solid
• 熔点: >300 °C(lit.); >300°C
• 紫外吸收波长: λmax 492 nm, 0.1 N in NaOH
• 荧光: λex 492 nm; λem 517 nm (pH 8.0); λex 492 nm; λem 517 nm in 0.1 M Tris pH 8.0

安全信息

• 保存条件: -20°C Freezer
• 欧盟危险性物质标志: 刺激性(Irritant) (Xi)
• 德国WGK号: 3
• 危险公开号: 36/37/38
• 安全公开号: 26-36/37
• GHS危险品标识: GHS07
• GHS警示词: Warning
• GHS危险声明: H315-H319-H335
• GHS警示性声明: P261-P305 + P351 + P338
• 个人保护装置: dust mask type N95 (US), Eyeshields, Gloves
• 保存温度: 2-8°C

产品相关信息

• 纯度: ~97% (HPLC); ≥95% (HPLC); 95+%
• 级别: for fluorescence
• Empirical Formula (Hill Notation): C21H12O7

详细说明

Sigma Aldrich - C0662

Application
Fluorescent dye.
包装
50 mg in poly bottle

Sigma Aldrich - 54115

Application
Fluorescent dye.

Toronto Research Chemicals - C178325

A useful reagent for the preparation of hydrolytically stable fluorescent conjugates and is a useful starting material for the synthesis of other fluorescein-derives reagent.

参考文献

• Theisen, P., et al.: Tetrahedron Lett., 33, 5033 (1992)
• Mattingly, P.: Bioconjgate Chem., 3, 430 (1992, Bertrand, R., et al.: Biochemistry, 34, 9500 (1995)