Xylene cyanol

Xylene cyanol
Names
Preferred IUPAC name
Sodium 4-{(Z)-[3-methyl-4-(ethylamino)phenyl][3-methyl-4-(ethylimino)cyclohexa-2,5-dien-1-ylidene]methyl}-3-sulfobenzene-1-sulfonate
Other names
Acid Blue 147
xylene cyanole
xylene cyanol FF
xylene cyanole FF
C.I. 42135
Identifiers
CAS Number
  • 2650-17-1 ☒N
3D model (JSmol)
  • Interactive image
ChemSpider
  • 21106494 checkY
ECHA InfoCard 100.018.334 Edit this at Wikidata
EC Number
  • 220-167-5
PubChem CID
  • 44135495
CompTox Dashboard (EPA)
  • DTXSID20883877 Edit this at Wikidata
InChI
  • InChI=1S/C25H28N2O6S2.Na/c1-5-26-22-11-7-18(13-16(22)3)25(19-8-12-23(27-6-2)17(4)14-19)21-10-9-20(32-34(28)29)15-24(21)33-35(30)31;/h7-15,26H,5-6H2,1-4H3,(H,28,29)(H,30,31);/q;+1/p-1/b25-19-,27-23-; checkY
    Key: NLIVDORGVGAOOJ-KRQUPCAFSA-M checkY
  • InChI=1S/C25H28N2O6S2.Na/c1-5-26-22-11-7-18(13-16(22)3)25(19-8-12-23(27-6-2)17(4)14-19)21-10-9-20(32-34(28)29)15-24(21)33-35(30)31;/h7-15,26H,5-6H2,1-4H3,(H,28,29)(H,30,31);/q;+1/p-1/b25-19-,27-23-;
  • Key: NLIVDORGVGAOOJ-KRQUPCAFSA-M
  • [Na+].CCNc1ccc(cc1C)/C(=C2/C=C\C(=[NH+]\CC)C(=C2)C)c3ccc(OS([O-])=O)cc3OS([O-])=O
Properties
Chemical formula
 C25H27N2NaO6S2
Molar mass 538.61 g·mol−1
Hazards
GHS labelling:
Pictograms
 GHS07: Exclamation mark
Warning
Hazard statements
 H315, H319, H335
Precautionary statements
 P261, P264, P271, P280, P302+P352, P304+P340, P305+P351+P338, P312, P321, P332+P313, P337+P313, P362, P403+P233, P405, P501
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Infobox references
Chemical compound

Xylene cyanol can be used as an electrophoretic color marker, or tracking dye, to monitor the process of agarose gel electrophoresis and polyacrylamide gel electrophoresis. Bromophenol blue and orange G can also be used for this purpose.

Once mixed with the sample, the concentration of xylene cyanol is typically about 0.005% to 0.03%.

Migration speed

In 1% agarose gels, xylene cyanol migrates at about the same rate as a 4 to 5 kilobase pair DNA fragment,[1] although this depends on the buffer used. Xylene cyanol on a 6% polyacrylamide gel migrates at the speed of a 140 base pair DNA fragment. On 20% denaturating (7 M urea) polyacrylamide gel electrophoresis (PAGE), xylene cyanol migrates at about the rate of 25 bases oligonucleotide.

References

  1. ^ Lela Buckingham and Maribeth L. Flaws (2007). Molecular Diagnostics: Fundamentals, Methods, & Clinical Applications. F.A. Davis Company. p. 91. ISBN 9780803616592.

External links

  • Xylene cyanol at OpenWetWare