IAEDANS

Strukturformel
Strukturformel von IAEDANS
Allgemeines
Name IAEDANS
Andere Namen
  • 5-({2-[(Iodacetyl)amino]ethyl}amino)-1-naphthalinsulfonsäure (IUPAC)
  • 1,5-IAEDANS
Summenformel C14H15IN2O4S
Externe Identifikatoren/Datenbanken
CAS-Nummer 36930-63-9
EG-Nummer 253-277-7
ECHA-InfoCard 100.048.418
PubChem 91621
ChemSpider 82727
Wikidata Q908770
Eigenschaften
Molare Masse 434,25 g·mol−1
Aggregatzustand

fest

Sicherheitshinweise
GHS-Gefahrstoffkennzeichnung[1]
keine GHS-Piktogramme

H- und P-Sätze H: keine H-Sätze
P: keine P-Sätze
Soweit möglich und gebräuchlich, werden SI-Einheiten verwendet.
Wenn nicht anders vermerkt, gelten die angegebenen Daten bei Standardbedingungen (0 °C, 1000 hPa).

IAEDANS ist ein organischer Fluoreszenzfarbstoff, der in der Biochemie häufig zum Markieren von Proteinen verwendet wird, da er leicht mit Thiolgruppen der Aminosäure Cystein reagiert und im neutralen pH-Wert-Bereich gut wasserlöslich ist. Da die Fluoreszenz stark lösungs- und umgebungsabhängig ist, eignet er sich recht gut für Bindungsmessungen durch Änderungen der Polarisation der emittierten Strahlung oder durch FRET. Der Farbstoff wird durch Ultraviolettstrahlung bei einer Wellenlänge von 336 nm angeregt und emittiert im Bereich um 490 nm. Die Absorption bei 336 nm erfolgt mit einem Extinktionskoeffizienten von 5700.

IAEDANS wurde Anfang der 1970er Jahre von Biochemiker Gregorio Weber erstmals synthetisiert und 1973 die optischen Eigenschaften sowie die Synthese beschrieben.[2]

Einzelnachweise

  1. ↑ Datenblatt N-(Iodoacetaminoethyl)-1-naphthylamine-5-sulfonic acid bei Sigma-Aldrich, abgerufen am 17. Oktober 2016 (PDF).
  2. ↑ Earl N. Hudson, Gregorio Weber: Synthesis and characterization of two fluorescent sulfhydryl reagents. In: Biochemistry. Band 12, Nr. 21, 1973, S. 4154–4161, doi:10.1021/bi00745a019.

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