52225
Alkyne MegaStokes dye 673
for copper catalyzed click labeling
Synonym(s):
4-{2-[7-(Diethylamino)-2-oxo-2H-1-benzopyran-3-yl]ethenyl}-1-(4-pentyn-1-yl)-3-sulfo-pyridinium inner salt
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About This Item
Empirical Formula (Hill Notation):
C25H26N2O5S
Molecular Weight:
466.55
MDL number:
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.32
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form
solid
fluorescence
λex 542 nm; λem 673 nm in ethanol
storage temp.
−20°C
SMILES string
CCN(CC)c1ccc2C=C(\C=C\c3cc[n+](CCC#C)cc3S([O-])(=O)=O)C(=O)Oc2c1
InChI
1S/C24H24N2O5S/c1-4-7-13-25-14-12-18(23(17-25)32(28,29)30)8-9-20-15-19-10-11-21(26(5-2)6-3)16-22(19)31-24(20)27/h1,8-12,14-17H,5-7,13H2,2-3H3
InChI key
ODMGQNUCRFIQIN-UHFFFAOYSA-N
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.
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.
Application
Alkyne MegaStokes dye 673 is a reagent used for copper catalyzed click labeling.
Packaging
Bottomless glass bottle. Contents are inside inserted fused cone.
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Daniel J Ferullo et al.
Methods (San Diego, Calif.), 48(1), 8-13 (2009-02-28)
We describe a method for synchronization of the cell cycle in the bacterium Escherichia coli. Treatment of asynchronous cultures with the amino acid analog, dl-serine hydroxamate, induces the stringent response, with concomitant arrest of DNA replication at initiation. Following release
Frédéric Mercier et al.
Bioconjugate chemistry, 22(1), 108-114 (2010-12-23)
The alkyne-azide Cu(I)-catalyzed Huisgen cycloaddition, a click-type reaction, was used to label a double-stranded oligonucleotide (siRNA) with fluorine-18. An alkyne solid support CPG for the preparation of monostranded oligonucleotides functionalized with alkyne has been developed. Two complementary azide labeling agents
Kido Nwe et al.
Cancer biotherapy & radiopharmaceuticals, 24(3), 289-302 (2009-06-23)
This update summarizes the growing application of "click" chemistry in diverse areas such as bioconjugation, drug discovery, materials science, and radiochemistry. This update also discusses click chemistry reactions that proceed rapidly with high selectivity, specificity, and yield. Two important characteristics
Migle Tomkuviene et al.
Nucleic acids research, 40(14), 6765-6773 (2012-05-09)
Biophysical and mechanistic investigation of RNA function requires site-specific incorporation of spectroscopic and chemical probes, which is difficult to achieve using current technologies. We have in vitro reconstituted a functional box C/D small ribonucleoprotein RNA 2'-O-methyltransferase (C/D RNP) from the
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