Aesculin

From MedBib.com - Medicine & Nature

Aesculin
IUPAC name 7-hydroxy-6-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy- 6-(hydroxymethyl)-2-tetrahydropyranyl]oxy}-2-chromenone
Identifiers
CAS number 531-75-9
PubChem 5281417
SMILES
Properties
Molecular formula C15H16O9
Molar mass 340.282 g/mol
Except where noted otherwise, data are given for
materials in their standard state
(at 25 °C, 100 kPa)

Infobox references

Aesculin is a glucoside that naturally occurs in the horse chestnut (Aesculus hippocastanum),[1] California Buckeye (Aesculus californica)[2] and in daphnin (the dark green resin of Daphne mezereum).

Contents

Medical uses

Aesculin is used in a microbiology laboratory to aid in the identification of bacterial species (especially Enterococci).

Aesculin hydrolysis test

Aesculin is incorporated into agar with ferric citrate and bile salts (bile aesculin agar).[3] Hydrolysis of the aesculin forms aesculetin (6,7-dihydroxycoumarin) and glucose. The aesculetin forms dark brown or black complexes with ferric citrate, allowing the test to be read.

The bile aesculin agar is streaked and incubated at 37°C for 24 hours. The presence of a dark brown or black halo indicates that the test is positive. A positive test can occur with Enterococcus, Aerococcus and Leuconostoc. Aesculin will fluoresce under long wave ultraviolet light (360 nm): hydrolysis of aesculin results in loss of this fluorescence.

Enterococcus will often flag positive within four hours of the agar being inoculated.

Line notes

  1. ^ Plant poisons: Aesculin]
  2. ^ C. Michael Hogan, 2008
  3. ^ National Standard Methods (UK)

References