1996
DOI: 10.1128/jb.178.5.1469-1472.1996
|View full text |Cite
|
Sign up to set email alerts
|

Carboxylation of epoxides to beta-keto acids in cell extracts of Xanthobacter strain Py2

Abstract: A novel enzymatic reaction involved in the metabolism of aliphatic epoxides by Xanthobacter strain Py2 is described. Cell extracts catalyzed the CO 2 -dependent carboxylation of propylene oxide (epoxypropane) to form acetoacetate and ␤-hydroxybutyrate. The time courses of acetoacetate and ␤-hydroxybutyrate formation indicate that acetoacetate is the primary product of propylene oxide carboxylation and that ␤-hydroxybutyrate is a secondary product formed by the reduction of acetoacetate. Analogous C 5 carboxyla… Show more

Help me understand this report

Search citation statements

Order By: Relevance

Paper Sections

Select...
1

Citation Types

2
71
0

Year Published

1996
1996
2021
2021

Publication Types

Select...
3
3
1

Relationship

1
6

Authors

Journals

citations
Cited by 51 publications
(73 citation statements)
references
References 14 publications
2
71
0
Order By: Relevance
“…This proposal is strengthened by the recent identification of component II as an NADPH:disulfide oxidoreductase (12). Interestingly, in the absence of CO 2 , epoxide carboxylase catalyzes the isomerization of aliphatic epoxides to form ketones at rates comparable to those observed for carboxylation (4,9) as shown in Equation 3.…”
mentioning
confidence: 70%
See 2 more Smart Citations
“…This proposal is strengthened by the recent identification of component II as an NADPH:disulfide oxidoreductase (12). Interestingly, in the absence of CO 2 , epoxide carboxylase catalyzes the isomerization of aliphatic epoxides to form ketones at rates comparable to those observed for carboxylation (4,9) as shown in Equation 3.…”
mentioning
confidence: 70%
“…Assay of Epoxide Carboxylase Activity-Epoxide carboxylase activity was measured by monitoring the time-dependent depletion of epoxypropane by gas chromatography as described previously (4). Assays were performed in sealed vials (9 ml) containing a source of enzyme (cell-free extract, column fractions, or purified components) in 50 mM Tris-HCl (pH 8.2), containing 10% glycerol using reagents and reaction conditions described previously (11).…”
Section: Growth Of Bacteria and Preparation Of Cell-freementioning
confidence: 99%
See 1 more Smart Citation
“…For example, the carboxylation of propylene oxide (epoxypropane), an isomer of acetone, leads to the formation of acetoacetate, the same product proposed for acetone carboxylation (1). In the absence of CO 2 , the epoxide carboxylase catalyzes the isomerization of epoxides to the corresponding ketones (1,25). These ketone products are not further metabolized.…”
mentioning
confidence: 99%
“…Interestingly, the metabolism of epoxides in Xanthobacter strain Py2 involves a CO 2 -dependent carboxylation reaction, catalyzed by an epoxide carboxylase, which produces ␤-keto acids as products (1,19). For example, the carboxylation of propylene oxide (epoxypropane), an isomer of acetone, leads to the formation of acetoacetate, the same product proposed for acetone carboxylation (1). In the absence of CO 2 , the epoxide carboxylase catalyzes the isomerization of epoxides to the corresponding ketones (1,25).…”
mentioning
confidence: 99%