Brilliant sulfaflavin

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Structural formula
Brillantsulfaflavin or Acid Yellow 7
Brilliant sulfaflavin (R = CH 3 )
General
Surname Brilliant sulfaflavin
other names
  • 6-Amino-2- (4-methylphenyl) -1,3-dioxo-2,3-dihydro-1 H -benzo [ de ] isoquinoline-5-sulfonic acid
  • Acid Yellow 7
Molecular formula C 19 H 14 N 2 O 5 S
Brief description

orange powder

External identifiers / databases
CAS number 2391-30-2 (sodium salt)
EC number 219-238-3
ECHA InfoCard 100.017.491
PubChem 23678860
Wikidata Q27159455
properties
Molar mass 382.39 g · mol -1
Physical state

firmly

solubility

soluble in water and ethanol

safety instructions
GHS labeling of hazardous substances
no GHS pictograms
H and P phrases H: no H-phrases
P: no P-phrases
As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions .

Brillantsulfaflavin is a fluorescent dye from the naphthalimide family . Other names are Acid Yellow 7 , Brilliant Sulfoflavin FFA or Brilliant Acid Yellow 8G .

Upon excitation with violet light, for example the 439 nm mercury line, brilliant sulfaflavin emits yellow light.

use

Brilliant sulfaflavin as a pure substance and dissolved in ethanol with visible fluorescence through daylight

Brilliant sulfaflavin can be used as a dye for proteins in the course of protein characterization, for example as brilliant sulfaflavin staining , which makes proteins appear yellow in the fluorescence microscope . Protein fluorescence is also used in forensics to detect blood . With blue illumination around 450 nm, traces of blood fluoresce yellow-orange. It is specifically used in finding fingerprints and footprints in blood. In histology , brilliant sulfaflavin was used for fluorescent staining of cell nuclei .

Brillantsulfaflavin is used as a dye laser with emission wavelengths between 508 nm and 573 nm in cyclooctatetraene and 522 to 618 nm in methanol . In contrast to many other laser dyes, atmospheric oxygen does not reduce the lifetime of the triplet state .

Analogues

An analogue of brilliant sulfaflavin, Brilliant Sulfoflavin FF (synonym CI 56205) has one less methyl group in the ortho position to the nitrogen (R = H in the picture) and is widely used as an alternative. The two variants are very similar chemically and physically. Sulfaflavin is also structurally related to the Lucifer fluorescent dyes.

Individual evidence

  1. ↑ a b c MSDS from the manufacturer MPBio , accessed on December 27, 2019.
  2. ↑ Data sheet Brilliant Sulfaflavine from Sigma-Aldrich , accessed on November 3, 2014 ( PDF ).
  3. ↑ Brilliant Sulfaflavin data sheet from Santa Cruz Biotechnology, accessed December 3, 2014.
  4. ↑ a b c F. WD Rost: Fluorescence Microscopy. Cambridge University Press, 1992, ISBN 978-0-521-41088-5 , pp. 378ff ( limited preview in Google book search).
  5. ↑ DA Freeman, HA Crissman: Evaluation of six fluorescent protein stains for use in flow microfluorometry. In: Stain technology. Volume 50, Number 4, July 1975, pp. 279-284, ISSN  0038-9153 . PMID 52920 .
  6. ↑ Rastogi Publications: Laboratory Manual on Biotechnology. Rastogi Publications, 2008, ISBN 978-81-7133-918-1 , p. 62ff ( limited preview in Google book search).
  7. ^ Robert C Shaler: Crime Scene Forensics. CRC Press, 2011, ISBN 978-1-4398-5995-7 , p. 248ff ( limited preview in Google book search).
  8. ↑ A detailed description can be found under: Acid Yellow 7. BVDA, accessed on December 9, 2014.
  9. ^ V. Sears, C. Butcher, L. Fitzgerald: Enhancement of fingerprints in blood part: reactive techniques, Acid Yellow 7, and process sequences . In: Journal of Forensic Identification . tape 55 , no. 6 , 2005, p. 741-763 .
  10. ↑ SK Curtis, RR Cowden: Microfluorometric estimates of proteins associated with murine hepatocyte and thymocyte nuclei, residual structures, and nuclear matrix derivatives. In: Histochemistry. Volume 82, Number 4, 1985, pp. 331-339, ISSN  0301-5564 . PMID 4008276 .
  11. ^ Marvin J. Weber: Handbook of Laser Wavelengths. CRC Press, 1998, ISBN 978-1-4200-5015-8 , p. 249ff ( limited preview in Google book search).
  12. ^ HS Freeman: Colorants for Non-Textile Applications. Elsevier, 2000, ISBN 978-0-08-052938-7 , p. 324ff ( limited preview in the Google book search).
  13. ^ J. Marling, D. Gregg, S. Thomas: Effect of oxygen on flashlamp-pumped organic-dye lasers . In: IEEE Journal of Quantum Electronics . tape 6 , no. 9 , September 1970, p. 570-572 , doi : 10.1109 / JQE.1970.1076525 .
  14. ↑ External identifiers or database links for Brilliant Sulfoflavin FF : CAS number: 10166-30-0, PubChem : 75447 , ChemSpider : 67977 , Wikidata : Q18616869 .