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2-([1-(3-[[3-(DIMETHYL(3-[4-[(E)-(3-METHYL-1,3-BENZOXAZOL-3-IUM-2-YL)METHYLIDENE]-1(4H)-QUINOLINYL]PROPYL)AMMONIO)PROPYL](DIMETHYL)AMMONIO]PROPYL)-4(1H)-QUINOLINYLIDENE]METHYL)-3-METHYL-1,3-BENZOXAZOL-3-IUM TETRAIODIDE

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2-([1-(3-[[3-(DIMETHYL(3-[4-[(E)-(3-METHYL-1,3-BENZOXAZOL-3-IUM-2-YL)METHYLIDENE]-1(4H)-QUINOLINYL]PROPYL)AMMONIO)PROPYL](DIMETHYL)AMMONIO]PROPYL)-4(1H)-QUINOLINYLIDENE]METHYL)-3-METHYL-1,3-BENZOXAZOL-3-IUM TETRAIODIDE Basic information

Product Name:
2-([1-(3-[[3-(DIMETHYL(3-[4-[(E)-(3-METHYL-1,3-BENZOXAZOL-3-IUM-2-YL)METHYLIDENE]-1(4H)-QUINOLINYL]PROPYL)AMMONIO)PROPYL](DIMETHYL)AMMONIO]PROPYL)-4(1H)-QUINOLINYLIDENE]METHYL)-3-METHYL-1,3-BENZOXAZOL-3-IUM TETRAIODIDE
Synonyms:
  • QUINOLINIUM, 1,1'-[1,3-PROPANEDIYLBIS[(DIMETHYLIMINIO)-3,1-PROPANEDIYL]]BIS[4-[(3-METHYL-2(3H)-BENZOXAZOLYLIDENE)METHYL]-, TETRAIODIDE
  • YOYO 1
  • 1,1’-((4,4,7,7-tetramethyl)-4,7-diazaundecamethylene)bis-4-(3-methyl-2,3-dihydr
  • 2-([1-(3-[[3-(DIMETHYL(3-[4-[(E)-(3-METHYL-1,3-BENZOXAZOL-3-IUM-2-YL)METHYLIDENE]-1(4H)-QUINOLINYL]PROPYL)AMMONIO)PROPYL](DIMETHYL)AMMONIO]PROPYL)-4(1H)-QUINOLINYLIDENE]METHYL)-3-METHYL-1,3-BENZOXAZOL-3-IUM TETRAIODIDE
  • o(benzo-1,3-oxazole)-2-methylidene)quinolinium
  • 1,1'-((4,4,7,7-tetramethyl)-4,7-diazaundecamethylene)bis-4-(3-methyl-2,3-dihydro(benzo-1,3-oxazole)-2-methylidene)quinolinium
  • 1,1'-((4,4,7,7-Tetramethyl)-4,7-diazaundecamethylene)bis-4-(3-methyl-2,3-dihydro(benzo-1,3-oxazole)-2-methylidene)quinolinium tetraiodide
  • 1,1'-(1,3-Propanediylbis((dimethyliminio)-3,1-propanediyl))bis(4-(3-methyl-2(3H)-benzoxazolylidene)methyl)quinolinium tetraiodide
CAS:
143413-85-8
MF:
C49H58IN6O2+3
MW:
889.95
Product Categories:
  • Cyanine
Mol File:
143413-85-8.mol
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2-([1-(3-[[3-(DIMETHYL(3-[4-[(E)-(3-METHYL-1,3-BENZOXAZOL-3-IUM-2-YL)METHYLIDENE]-1(4H)-QUINOLINYL]PROPYL)AMMONIO)PROPYL](DIMETHYL)AMMONIO]PROPYL)-4(1H)-QUINOLINYLIDENE]METHYL)-3-METHYL-1,3-BENZOXAZOL-3-IUM TETRAIODIDE Chemical Properties

Melting point:
>250 ℃
solubility 
Soluble in dimethyl sulfoxide, water
form 
powder
color 
Orange-red
Appearance
orange solution
λmax
491 nm
ex/em
491/509 nm
ε(extinction coefficient)
98900 cm−1M−1
Φ(quantum yield)
0.52
Biological Applications
Nucleic acid hybridization; nucleic acid sequencing; detecting nucleic acids,cells,human papilloma virus (HPV),pathogens,spores,cancer cells,stress biomarkers,viruses
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2-([1-(3-[[3-(DIMETHYL(3-[4-[(E)-(3-METHYL-1,3-BENZOXAZOL-3-IUM-2-YL)METHYLIDENE]-1(4H)-QUINOLINYL]PROPYL)AMMONIO)PROPYL](DIMETHYL)AMMONIO]PROPYL)-4(1H)-QUINOLINYLIDENE]METHYL)-3-METHYL-1,3-BENZOXAZOL-3-IUM TETRAIODIDE Usage And Synthesis

Description

YODi-1 (Oxazole Yellow Homodimer, also known as YOYO®-1) is a green fluorescent carbocyanine dimeric dye. YODi-1 is a cell-impermeant nucleic acid stain that is nonfluorescent in the absence of nucleic acids but exhibits over a thousand-fold fluorescence enhancement upon binding to dsDNA.


The bright fluorescence signal and low background make YODi-1 ideal for staining nucleic acids on microarrays, as well as for nuclear and chromosome counterstaining in multicolor fluorescence labeling experiments. YODi-1 can also be used for the analysis of single molecules of DNA.

Chemical Properties

ex/em: 491/509 nm
Extinction coefficient (ε): 98900 cm??1M??1
Quantum yield (Φ): 0.52

Uses

Thiazole orange dimer YOYO 1 is a green fluorescent dye used for DNA staining. It belongs to the monomethine cyanine dye family and is a tetracationic homodimer of oxazole yellow (abbreviated as YO, hence the name YOYO), usually provided as a tetraiodide salt. In aqueous buffer, the free YOYO-1 dye (λmax 458 nm; λmax 564 nm) has a very low fluorescence quantum yield, but after binding to double-stranded DNA through diintercalation, the fluorescence intensity is increased by 3200 times (λmax 489 nm; λmax 509 nm).

References

[1] Wang L, et al.Ultrafast Transient Absorption Spectra of Photoexcited YOYO-1 molecules call for additional investigations of their fluorescence quenching mechanism. J Photochem Photobiol A Chem. 2018 Dec 1;367:411-419.

Abs/Em Maxima

490/508 nm

Fluoresene quantum yield

0.37

2-([1-(3-[[3-(DIMETHYL(3-[4-[(E)-(3-METHYL-1,3-BENZOXAZOL-3-IUM-2-YL)METHYLIDENE]-1(4H)-QUINOLINYL]PROPYL)AMMONIO)PROPYL](DIMETHYL)AMMONIO]PROPYL)-4(1H)-QUINOLINYLIDENE]METHYL)-3-METHYL-1,3-BENZOXAZOL-3-IUM TETRAIODIDESupplier

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2-([1-(3-[[3-(DIMETHYL(3-[4-[(E)-(3-METHYL-1,3-BENZOXAZOL-3-IUM-2-YL)METHYLIDENE]-1(4H)-QUINOLINYL]PROPYL)AMMONIO)PROPYL](DIMETHYL)AMMONIO]PROPYL)-4(1H)-QUINOLINYLIDENE]METHYL)-3-METHYL-1,3-BENZOXAZOL-3-IUM TETRAIODIDE(143413-85-8)Related Product Information