2-(5-{5-[(2-iodoacetamido)methyl]-1,3,3-trimethyl-2,3-dihydro-1H-indol-2-ylidene}penta-1,3-dien-1-yl)-1,1-dimethyl-3-(4-sulfonatobutyl)-1H-benzo[e]indol-3-ium

• ChemBase编号: 153658
• 分子式: C37H42IN3O4S
• 平均质量: 751.71655
• 单一同位素质量: 751.19407584
• SMILES: CC1(c2cc(ccc2N(/C/1=C/C=C/C=C/C1=[N+](c2ccc3ccccc3c2C1(C)C)CCCCS(=O)(=O)[O-])C)CNC(=O)CI)C
• Canonical SMILES: ICC(=O)NCc1ccc2c(c1)C(C)(C)/C(=C\C=C\C=C\C1=[N+](CCCCS(=O)(=O)[O-])c3c(C1(C)C)c1ccccc1cc3)/N2C
• InChI: InChI=1S/C37H42IN3O4S/c1-36(2)29-23-26(25-39-34(42)24-38)17-19-30(29)40(5)32(36)15-7-6-8-16-33-37(3,4)35-28-14-10-9-13-27(28)18-20-31(35)41(33)21-11-12-22-46(43,44)45/h6-10,13-20,23H,11-12,21-22,24-25H2,1-5H3,(H-,39,42,43,44,45)
• InChIKey: DSOHJESYBPIQMM-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: 2-(5-{5-[(2-iodoacetamido)methyl]-1,3,3-trimethyl-2,3-dihydro-1H-indol-2-ylidene}penta-1,3-dien-1-yl)-1,1-dimethyl-3-(4-sulfonatobutyl)-1H-benzo[e]indol-3-ium
• IUPAC传统名: 2-(5-{5-[(2-iodoacetamido)methyl]-1,3,3-trimethylindol-2-ylidene}penta-1,3-dien-1-yl)-1,1-dimethyl-3-(4-sulfonatobutyl)benzo[e]indol-3-ium
• 别名: 4,5-Benzo-5′-(iodoacetaminomethyl)-1′,3,3,3′,3′-pentamethyl-1-(4-sulfobutyl)indodicarbocyanine; NIR-664-iodoacetamide

登记号

• CAS号: 149021-66-9
• MDL号: MFCD01862918
• PubChem SID: 162247797; 24847661
• PubChem CID: 71311713

理论计算性质

• Acid pKa: -0.731327
• 质子受体: 5
• 质子供体: 1
• LogD (pH = 5.5): 6.057944
• LogD (pH = 7.4): 6.0580263
• Log P: 5.2013736
• 摩尔折射率: 210.0407 cm^3
• 极化性: 76.492615 Å^3
• 极化表面积: 92.55 Å^2
• 可自由旋转的化学键: 11
• 里宾斯基五规则: false

分子性质

理化性质

• 溶解度: 1-hexanol: soluble; methanol: soluble
• 荧光: λex 664 nm; λem 689 nm in methanol

安全信息

• 德国WGK号: 3
• 个人保护装置: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• 保存温度: 2-8°C

产品相关信息

• 纯度: ≥90% (HPLC)
• 适用性: suitable for fluorescence
• Empirical Formula (Hill Notation): C37H42IN3O4S

详细说明

Sigma Aldrich - 12535

Other Notes
Cyanine label for derivatization of thiols6
Application
NIR-664-iodoacetamide, is a cyanine-based dye, which is a very efficient sensor of the chemical environment because of its strong fluorescence response to the hydrophobic nature of its immediate microenvironment 1. Such changes result in an altered equilibrium between the monomer and aggregate states of this dye, which are demonstrated by absorption peaks at 665 and 615 nm, respectively 2. A fluorescent dye which can be covalently encapsulated into silica nanoparticles to elucidate the internal architecture using the methods of fluorescence correlation spectroscopy and fluorescence lifetime measurements 3,2. This dye has a quantum efficiency of 23%, a molar absorptivity of 187,000 L mol-1 cm-1 4, and a small Stokes shift 5.