NIR-664-N-succinimidyl ester

• Catalog No.: 12790
• CAS Number: 167638-53-1
• M. F.: C41H45N3O7S
• M. W.: 723.8769
• Purity: ≥70% (coupling to amines)

SYNONYMS

• IUPAC name: 2-[5-(5-{2-[(2,5-dioxopyrrolidin-1-yl)oxy]-2-oxoethyl}-1-ethyl-3,3-dimethyl-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 Traditional name: 2-[5-(5-{2-[(2,5-dioxopyrrolidin-1-yl)oxy]-2-oxoethyl}-1-ethyl-3,3-dimethylindol-2-ylidene)penta-1,3-dien-1-yl]-1,1-dimethyl-3-(4-sulfonatobutyl)benzo[e]indol-3-ium
• Synonyms: 4,5-Benzo-1′-ethyl-3,3,3′,3′-tetramethyl-1-(4-sulfobutyl)indodicarbocyanin-5′-acetic acid N-succinimidyl ester; 4,5-Benzo-5′-(N-succinimidyl-oxycarbonyl-methyl)-1′-ethyl-3,3,3′,3′-tetramethyl- 1-(4-sulfobutyl)indodicarbocyanine

DATABASE IDS

• MDL Number: MFCD01862927
• PubChem SID: 24847803
• CAS Number: 167638-53-1
• Beilstein Number: 7329943

PROPERTIES

• Empirical Formula (Hill Notation): C41H45N3O7S
• Purity: ≥70% (coupling to amines)
• Shipped in: dry ice
• Suitability: suitable for fluorescence
• Fluorescence: λex 667 nm; λem 689 nm in isopropanol
• Solubility: 1-hexanol: soluble
• Solubility: DMSO: soluble
• Solubility: chloroform: soluble
• Solubility: isopropanol: soluble
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: -20°C
• German water hazard class: 3

DETAILS

Description (English)

Other Notes
Diode laser-induced fluorescence detection in capillary electrophoresis5
Application
3-(2-Benzothiazolyl)-7-octadecyloxycoumarin is a fluorescent compound that can be used to label proteins by reacting at the amine of the N-terminal residue on the protein of interest. Such labeling can be utilized to investigate protein interactions with other molecules (i.e. nano-materials) by monitoring changes in fluorescence 1. Utilized in the development of bifunctional fluorochrome-chelate multifunctional single attachment point’s from a dipeptide scaffold 2. Utilized in the development of near-infrared dye-doped nanoparticles and were encapsulated into the nanoparticles by using microemulsion methodology for the development of highly sensitive fluorescent immunoassays 3,4. At high pH values, NIR-664-N-succinimidyl ester is stable and at low pH (~2) it is unstable and degrades to a non-fluorescent derivative. At high concentrations, the dye molecules form complex aggregates, quenching their fluorescence. A reduction in fluorescence as a function of dye concentration can be correlated with the occurrence of homo-Förster resonance energy transfer in the nanoparticle 3. This dye has a quantum efficiency of 23%, a molar absorptivity of 187,000 L mol-1 cm-1 5, and a small Stokes shift 3.

Description (简体中文)

Other Notes
Diode laser-induced fluorescence detection in capillary electrophoresis5
Application
3-(2-Benzothiazolyl)-7-octadecyloxycoumarin is a fluorescent compound that can be used to label proteins by reacting at the amine of the N-terminal residue on the protein of interest. Such labeling can be utilized to investigate protein interactions with other molecules (i.e. nano-materials) by monitoring changes in fluorescence 1. Utilized in the development of bifunctional fluorochrome-chelate multifunctional single attachment point’s from a dipeptide scaffold 2. Utilized in the development of near-infrared dye-doped nanoparticles and were encapsulated into the nanoparticles by using microemulsion methodology for the development of highly sensitive fluorescent immunoassays 3,4. At high pH values, NIR-664-N-succinimidyl ester is stable and at low pH (~2) it is unstable and degrades to a non-fluorescent derivative. At high concentrations, the dye molecules form complex aggregates, quenching their fluorescence. A reduction in fluorescence as a function of dye concentration can be correlated with the occurrence of homo-Förster resonance energy transfer in the nanoparticle 3. This dye has a quantum efficiency of 23%, a molar absorptivity of 187,000 L mol-1 cm-1 5, and a small Stokes shift 3.