Xylene cyanol

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Structural formula
Structural formula of xylene cyanol
General
Surname Xylene cyanol
other names
  • Xylene cyanol blue
  • Acid Blue 147
  • CI 42135
  • Xylene cyanol FF
  • XC
Molecular formula C 25 H 27 N 2 NaO 6 S 2
Brief description

dark green solid

External identifiers / databases
CAS number
  • 2650-17-1
  • 4463-44-9
EC number 220-167-5
ECHA InfoCard 100.018.334
PubChem 23687514
ChemSpider 21106494
Wikidata Q2734627
properties
Molar mass 538.61 g mol −1
Physical state

firmly

Melting point

295 ° C (decomposition)

solubility

soluble in water

safety instructions
GHS labeling of hazardous substances
07 - Warning

Caution

H and P phrases H: 315-319-335
P: 261-305 + 351 + 338
As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions .

Xylene cyanol is a chemical compound from the group of triphenylmethane dyes .

properties

Xylene cyanol is a dark green solid. In dilute solution it is aquamarine, which is where the name xylene cyanol blue comes from.

use

Xylene cyanol is used as a dye to mark the front of the mobile phase in agarose or polyacrylamide gel electrophoresis in the sample buffer . It has two negative and one positive charges and because of the net negative charge it migrates in the same direction as DNA, so the migration of the molecules through the gel can be monitored. Use concentrations are mostly around 0.01 to 0.1 g / l. The rate of migration varies with gel composition. In an agarose gel it runs like 4000 to 5000 bp with a one percent agarose concentration (m / V) , with a two percent concentration like 800 bp. For six percent polyacrylamide gels, xylene cyanol corresponds to 240 bp and in ten percent to 120 bp. Due to its four additional methyl groups and the resulting reduced hydrophilicity, the compound moves more slowly than bromophenol blue, which is also used as a dye, and thus with larger DNA fragments.

Xylene cyanol is also used as a redox indicator in the titration of arsenic (III), cerium (IV), iron (II) compounds and hexacyanoferrate (II).

Individual evidence

  1. a b c d e f g data sheet Xylene Cyanol FF, for molecular biology, BioReagent at Sigma-Aldrich , accessed on December 9, 2015 ( PDF ).
  2. Data sheet xylene cyanol from AlfaAesar, accessed on December 9, 2015 ( PDF )(JavaScript required) .
  3. ^ A b Lela Buckingham: Molecular Diagnostics. FA Davis, 2011, ISBN 978-0-803-62975-2 . P. 98.
  4. Budin Michov: Electrophoresis Theory and Practice . Walter de Gruyter, 1996, ISBN 978-3-11-081942-7 , pp. 339 ( limited preview in Google Book search).
  5. Paul Heinz List, Ludwig Hörhammer: Chemicals and Drugs Part C: T-Z . Springer-Verlag, 2013, ISBN 978-3-642-67085-5 , p. 533 ( limited preview in Google Book search).