2-(2-{2-[(3-azidopropyl)amino]-3-{2-[3,3-dimethyl-1-(4-sulfobutyl)-2,3-dihydro-1H-indol-2-ylidene]ethylidene}cyclopent-1-en-1-yl}ethenyl)-3,3-dimethyl-1-(4-sulfonatobutyl)-3H-indol-1-ium

• ChemBase编号: 154781
• 分子式: C40H52N6O6S2
• 平均质量: 777.00748
• 单一同位素质量: 776.33897541
• SMILES: CC1(c2ccccc2[N+](=C1/C=C/C1=C(/C(=C/C=C\2/C(c3ccccc3N2CCCCS(=O)(=O)O)(C)C)/CC1)NCCCN=[N+]=[N-])CCCCS(=O)(=O)[O-])C
• Canonical SMILES: [N-]=[N+]=NCCCNC1=C(CC/C/1=C\C=C\1/N(CCCCS(=O)(=O)O)c2c(C1(C)C)cccc2)/C=C/C1=[N+](CCCCS(=O)(=O)[O-])c2c(C1(C)C)cccc2
• InChI: InChI=1S/C40H52N6O6S2/c1-39(2)32-14-5-7-16-34(32)45(26-9-11-28-53(47,48)49)36(39)22-20-30-18-19-31(38(30)42-24-13-25-43-44-41)21-23-37-40(3,4)33-15-6-8-17-35(33)46(37)27-10-12-29-54(50,51)52/h5-8,14-17,20-23H,9-13,18-19,24-29H2,1-4H3,(H2,47,48,49,50,51,52)
• InChIKey: XEWMTEFQJKJRAZ-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: 2-(2-{2-[(3-azidopropyl)amino]-3-{2-[3,3-dimethyl-1-(4-sulfobutyl)-2,3-dihydro-1H-indol-2-ylidene]ethylidene}cyclopent-1-en-1-yl}ethenyl)-3,3-dimethyl-1-(4-sulfonatobutyl)-3H-indol-1-ium
• IUPAC传统名: 2-(2-{2-[(3-azidopropyl)amino]-3-{2-[3,3-dimethyl-1-(4-sulfobutyl)indol-2-ylidene]ethylidene}cyclopent-1-en-1-yl}ethenyl)-3,3-dimethyl-1-(4-sulfonatobutyl)indol-1-ium
• 别名: 2-{2-{2-[(3-Azidopropyl)amino]-3-{2-[1,3-dihydro-3,3-dimethyl-1-(4-sulfobutyl)-2H-indol-2-ylidene]ethylidene}-1-cyclopenten-1-yl}ethenyl}-3,3-dimethyl-1-(4-sulfobutyl)-3H-indolium inner salt; Azide cyanine dye 728

登记号

• CAS号: 1188332-22-0
• MDL号: MFCD18452836
• PubChem SID: 162248919
• PubChem CID: 71311977

理论计算性质

• Acid pKa: -1.024793
• 质子受体: 10
• 质子供体: 2
• LogD (pH = 5.5): 3.307688
• LogD (pH = 7.4): 3.280485
• Log P: 0.74565554
• 摩尔折射率: 229.6408 cm^3
• 极化性: 82.96219 Å^3
• 极化表面积: 159.28 Å^2
• 可自由旋转的化学键: 18
• 里宾斯基五规则: false

分子性质

理化性质

• 荧光: λex 670 nm; λem 728 nm in ethanol

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
• 保存温度: -20°C

产品相关信息

• Empirical Formula (Hill Notation): C40H52N6O6S2

详细说明

Sigma Aldrich - 89524

General description
The MegaStokes dyes for ?click" biological labeling, licensed by LuminoChem are virtually covering the whole visible spectrum reaching the infra-red regime. Besides dyes that are being capable of participating in classical copper catalyzed 1,3-dipolar cycloaddition reaction with the counterparting function, we also provide dyes containing cyclooctyne moiety an alkyne derivative that enables copper free clicking to azides.These dyes are noteworthy for their large Stokes-shift (120 or 125 nm). Dyes for this kind are exceptionally useful in fluorescence resonance electron transfer (FRET) applications as they do not interfere with the spectral bands of the second fluorophore a common problem in FRET technology. Azido sugars have been used for click-labeling of surface glycoproteins, recently. We have adapted this system to demonstrate the ability of our dyes to undergo bioorthogonal labeling reaction, efficiently. Prior to labeling, Chinese hamster ovary (CHO) cells were incubated with these MegaStockesdyes to test the possible cytostatic effects of these dyes. Experimental results have shown that neither dye is toxic up to 50 μM concentration.