2-(3-{4-tert-butyl-3-oxa-13-azatetracyclo[7.7.1.02,7.013,17]heptadeca-1(17),2(7),4,8-tetraen-6-ylidene}prop-1-en-1-yl)-1-{6-[(2,5-dioxopyrrolidin-1-yl)oxy]-6-oxohexyl}-3,3-dimethyl-3H-indol-1-ium-5-sulfonate

• ChemBase编号: 156555
• 分子式: C42H49N3O8S
• 平均质量: 755.91876
• 单一同位素质量: 755.32403654
• SMILES: CC1(c2cc(ccc2[N+](=C1/C=C/C=C\1/C=C(Oc2c1cc1c3c2CCCN3CCC1)C(C)(C)C)CCCCCC(=O)ON1C(=O)CCC1=O)S(=O)(=O)[O-])C
• Canonical SMILES: O=C(ON1C(=O)CCC1=O)CCCCC[N+]1=C(/C=C/C=C\2/C=C(Oc3c2cc2CCCN4c2c3CCC4)C(C)(C)C)C(c2c1ccc(c2)S(=O)(=O)[O-])(C)C
• InChI: InChI=1S/C42H49N3O8S/c1-41(2,3)35-25-27(31-24-28-13-10-21-43-22-11-14-30(39(28)43)40(31)52-35)12-9-15-34-42(4,5)32-26-29(54(49,50)51)17-18-33(32)44(34)23-8-6-7-16-38(48)53-45-36(46)19-20-37(45)47/h9,12,15,17-18,24-26H,6-8,10-11,13-14,16,19-23H2,1-5H3
• InChIKey: VRVHFNHPKUVWIW-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: 2-(3-{4-tert-butyl-3-oxa-13-azatetracyclo[7.7.1.0^2,^7.0^1^3,^1^7]heptadeca-1(17),2(7),4,8-tetraen-6-ylidene}prop-1-en-1-yl)-1-{6-[(2,5-dioxopyrrolidin-1-yl)oxy]-6-oxohexyl}-3,3-dimethyl-3H-indol-1-ium-5-sulfonate
• IUPAC传统名: 2-(3-{4-tert-butyl-3-oxa-13-azatetracyclo[7.7.1.0^2,^7.0^1^3,^1^7]heptadeca-1(17),2(7),4,8-tetraen-6-ylidene}prop-1-en-1-yl)-1-{6-[(2,5-dioxopyrrolidin-1-yl)oxy]-6-oxohexyl}-3,3-dimethylindol-1-ium-5-sulfonate
• 别名: 2-[3-(11-tert.-Butylpyrano[3,2-g]pyrido[3,2,1-ij]quinolin-9-ylidene)-1-propenyl]-1-[5-(succinimidooxycarbonyl)-pentyl]-3,3-dimethylindolio-5-sulfonate; Fluorescent red 635 reactive

登记号

• CAS号: 350496-77-4
• MDL号: MFCD03099336
• PubChem SID: 24864707; 162250692
• PubChem CID: 5853561

理论计算性质

• Acid pKa: -1.8692477
• 质子受体: 8
• 质子供体: 0
• LogD (pH = 5.5): 6.209396
• LogD (pH = 7.4): 6.2172847
• Log P: 3.6237683
• 摩尔折射率: 220.8769 cm^3
• 极化性: 80.05401 Å^3
• 极化表面积: 136.36 Å^2
• 可自由旋转的化学键: 12
• 里宾斯基五规则: false

分子性质

理化性质

• 溶解度: DMF: soluble
• 荧光: λex 635 nm; λem 665 nm in 0.1 M phosphate pH 7.0 (non-covalent binding to BSA enhances fluorescence emission)

安全信息

• 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
• 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

• 级别: for fluorescence
• Empirical Formula (Hill Notation): C42H49N3O8S

详细说明

Sigma Aldrich - 39779

Application
Amino-reactive biolabel excited by red lasers (He-Ne; 633 nm) and diode lasers (635-650 nm). Molar absorption 200′000 1/M cm, abs: (conjugate) 650 nm, em: (conjugate) 670 nm, QY is fairly low in aqueous media, but up to 0.4 for conjugates.
Features and Benefits
Hemicyanine dye Fluorescent red 630 match excitation by He-Ne laser line at 633 nm, Argon or Argon-Krypton laser lines at 647 nm and diode lasers (635-650 nm). BenefitsIdeal match to common excitation light sourcesHigh molar absorption (200.000 M-1cm-1) Fairly low quantum yield if dissolved inaqueous media, but very strong increase by coupling to target molecule.Superior solid state fluorescence making them certainly useful to label DNA for preparation of glass arrays
General description
Fluorescent red NHS is an aminoreactive fluorescent biolabel designed for excitation by red lasers (He/Ne; 633 nm) and diode lasers (635 - 650 nm). It can be used for covalent coupling to proteins and other biomolecules containing primary amino groups like aminomodified DNA-oligomers and aminomodified biotin. The chromophore responsible for absoprtion maximum is based on a bridged hemicyanine.Fluorescent red 635-NHS exhibits a fairly low fluorescence quantum yield if dissolved in aqueous media, but after coupling to a target signal intensity can rise up to one order of magnitude as demonstrated for protein conjugates and labeled oligomers. Together with the quantum yield the fluorescence lifetime increases drastically.Within the conjugate absorption of the label shifts slightly to the red while position and shape of the emission spectrum remain nearly unchanged.