5-octadecanoylaminofluorescein

Structural formula
General
Surname	5-octadecanoylaminofluorescein
other names	5-octadecanoylaminofluorescein AF AF18 F18 ODAF 5- (Octadecanoylamino) fluorescein
Molecular formula	C 38 H 47 NO 6 S
External identifiers / databases
CAS number 110698-53-8 PubChem 4640573 ChemSpider 3830516 Wikidata Q18409960
properties
Molar mass	613.8 g mol −1
Physical state	firmly
solubility	soluble in acetonitrile , dimethyl sulfoxide , ethanol and methanol
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 .

5-Octadecanoylaminofluorescein (ODAF) is a dye from the class of fluoresceins .

properties

ODAF is a weakly acidic hydroxanthene with a long lipophilic side chain ( stearic acid ) that is linked to the fluorescein chromophore by an acid amide . This makes the dye highly ambiphilic .

The absorption maximum depends on the pH value and is 497 nm in methanol (with traces of potassium hydroxide )  . Its emission maximum is given under the same conditions at 519 nm.

use

ODAF is used as a fluorescent dye in living cells because it is primarily located on the cell membrane .

In confocal microscopy , the fluidity of cell membranes can be examined by ODAF. The dye is also suitable for assessing the extent to which the cell membranes of some parasites are modified.

Finally, ODAF was used in spectroscopy to study cell-virus and cell-cell-membrane fusions.

Individual evidence

1. ↑ ^{a b c} Data sheet 5- (Octadecanoylamino) fluorescein, or fluorescence, ≥98.0% (HPCE) from Sigma-Aldrich , accessed on November 5, 2016 ( PDF ).
2. ↑ Richard W. Horobin, John A. Kiernan: Conn's Biological Stains: A Handbook of Dyes, Stains and Fluorochromes for Use in Biology and Medicine. 10th edition. BIOS Scientific Publ., Oxford 2002, ISBN 1-85996-099-5 , p. 229.