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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 890581Generated: October 25, 2026

(+-)-Pantolactone → Keto-pantoyllactone

https://huagongshe.com/reaction/890581

Reaction equation

Participants

RoleNameHCIDCharge
Reactant(+-)-PantolactoneHCID 989—
Reactant(2S)-2,4-dihydroxy-3,3-dimethylbutanoic acidHCID 6323462—
ProductKeto-pantoyllactoneHCID 39—
Product(2R)-3-formyl-2,4-dihydroxy-3-methylbutanoic acidHCID 87100692—

Reaction Steps

Burkholderia caryophylli Lu681 (or other strains from Tab. 1) were grown in 25 ml of complex medium (for example HFP=1% peptone, 1% tryptone, 0.5% yeast extract, 0.3% NaCL) for 1 to 3 days, harvested, washed in Tris-HCl buffer (50 mM, pH 7.0) and resuspended (5 ml of 50 mM Tris/HCl, pH 7.0) and incubated with 50 mM ketopantolactone at 30° C. for 3 h. After removal of the cells, the concentrations of ketopantolactone, ketopantoic acid, D,L-pantolactone, D,L-, D-, and L-pantoic acid were determined by HPLC analysis (Tab. 1a). All the listed strains apart from Beauveria amorpha Lu7953 were able to reduce to pantoic acid the ketopantoic acid resulting from spontaneous hydrolysis of ketopantolactone. Since, however, D-pantoic acid was formed with all the strains instead of the L-pantoic acid described in Example 1, the conversion of pantolactone to L-pantoic acid cannot be produced by an oxidation-reduction process (via ketopantolactone and ketopantoic acid). No dependence of the L-pantolactone hydrolysis on cofactors was found in the dialyzed crude extract from Lu681 or Lu5351 and on use of the purified enzymes from Lu681 and Lu5351 either. The enzymatic activity can thus be attributed to a hydrolytic enzyme.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06998258B1
Source datasetuspto-grants-2006_02
ORD IDord-ed07a78b9cbb4502a683214f757fcd83
Source noteuspto-grants-2006_02