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Merck
CN

30154

Alkyne cyanine dye 718

for copper catalyzed click labeling

别名:

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

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关于此项目

经验公式(希尔记法):
C40H49N3O6S2
化学文摘社编号:
分子量:
731.96
NACRES:
NA.32
PubChem Substance ID:
UNSPSC Code:
12352200
MDL number:
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InChI key

YNKZQYLIDKIPBB-GBYGALLISA-N

SMILES string

CC1(C)\C(=C/C=C2\CCC(\C=C\C3=[N+](CCCCS([O-])(=O)=O)c4ccccc4C3(C)C)=C2NCC#C)N(CCCCS(O)(=O)=O)c5ccccc15

InChI

1S/C40H49N3O6S2/c1-6-25-41-38-30(21-23-36-39(2,3)32-15-7-9-17-34(32)42(36)26-11-13-28-50(44,45)46)19-20-31(38)22-24-37-40(4,5)33-16-8-10-18-35(33)43(37)27-12-14-29-51(47,48)49/h1,7-10,15-18,21-24H,11-14,19-20,25-29H2,2-5H3,(H2,44,45,46,47,48,49)/b30-21+,36-23+

fluorescence

λex 672 nm; λem 718 nm in ethanol

storage temp.

−20°C

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.

Application

Alkyne cyanine dye 718 is a reagent for copper catalyzed click labeling.

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

存储类别

13 - Non Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

法规信息

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Charles T Anderson et al.
Proceedings of the National Academy of Sciences of the United States of America, 109(4), 1329-1334 (2012-01-11)
Polysaccharide-rich cell walls are a defining feature of plants that influence cell division and growth, but many details of cell-wall organization and dynamics are unknown because of a lack of suitable chemical probes. Metabolic labeling using sugar analogs compatible with
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
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
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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