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Alkyne cyanine dye 718_Molecular_structure_CAS_1188292-54-7)
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Alkyne cyanine dye 718

Catalog No. 30154 Name Sigma Aldrich
CAS Number 1188292-54-7 Website http://www.sigmaaldrich.com
M. F. C40H49N3O6S2 Telephone 1-800-521-8956
M. W. 731.96356 Fax
Purity Email
Storage Chembase ID: 154782

SYNONYMS

IUPAC name
2-[2-(3-{2-[3,3-dimethyl-1-(4-sulfobutyl)-2,3-dihydro-1H-indol-2-ylidene]ethylidene}-2-[(prop-2-yn-1-yl)amino]cyclopent-1-en-1-yl)ethenyl]-3,3-dimethyl-1-(4-sulfonatobutyl)-3H-indol-1-ium
IUPAC Traditional name
2-[2-(3-{2-[3,3-dimethyl-1-(4-sulfobutyl)indol-2-ylidene]ethylidene}-2-(prop-2-yn-1-ylamino)cyclopent-1-en-1-yl)ethenyl]-3,3-dimethyl-1-(4-sulfonatobutyl)indol-1-ium
Synonyms
2-{2-[3-{2-[1,3-Dihydro-3,3-dimethyl-1-(4-sulfobutyl)-2H-indol-2-ylidene]ethylidene]}-2-(2-propyn-1-ylamino)-1-cyclopenten-1-yl]ethenyl}-3,3-dimethyl-1-(4-sulfobutyl)-3H-indolium inner salt

DATABASE IDS

CAS Number 1188292-54-7
MDL Number MFCD18452828

PROPERTIES

Empirical Formula (Hill Notation) C40H49N3O6S2
Fluorescence λex 672 nm; λem 718 nm in ethanol
MSDS Link Download
Storage Temperature -20°C
German water hazard class 3

DETAILS

Description (English)
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.
Description (简体中文)
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.

REFERENCES