Industrial Biotransformations

Alcohol dehydrogenase
Lactobacillus kefiri
O
1) Reaction conditions
[1]: 0.45 M 2,5-hexanedione
pH: 6.0
T: 30 °C
medium: aqueous
reaction type: asymmetric reduction
catalyst: whole cells
enzyme: alcohol dehydrogenase
strain: Lactobacillus kefiri
2) Remarks
● 2,5-Hexanedione (acetonylacetone) is routinely available from diketene chemistry.
● Process also works for other diones, such as 2,4-pentanedione (acetylacetone), 3,6-octanedione,
2,7-dimethyl-3,6-octanedione and 2,6-heptanedione.
● In contrast to the application of the isolated alcohol dehydrogenase no additional cofactor is
necessary.
● Glucose is a cheap cosubstrate and hydrogen source for this process.
EC 1.1.1.1
1 = 2,5-hexanedione
2 = (R)-5-hydroxyhexan-2-one
3 = (2R,5R)-hexanediol Jülich Chiral Solutions
Fig. 1.1.1.1 – 1
O
O
Lactobacillus kefiri Lactobacillus kefiri
1 2 3
● The applied biocatalyst is a genetically unmodified wild-type microorganism, therefore no
formalities according to the law for genetically engineered strains are necessary.
OH
OH
OH
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