Identification of acrylate, the product of the dehydration of (R)-lactate catalysed by cell-free extracts from Clostridium propionicum.

Abstract

Cell extracts from Clostridium propionicum harvested in the late log-phase catalysed the dehydration of (R)-lactate to acrylate at a maximum rate of 0.06 U/mg protein. The unsaturated acid was identified by high-performance liquid chromatography and as p-bromophenacyl ester by gas chromatography combined with mass spectroscopy. The amount of acrylate formed was dependent on protein and (R)-lactate concentrations. However, due to product inhibition the yield of acrylate did not exceed 0.5%. Like the dehydration of (R)-2-hydroxyglutarate to glutaconate the dehydration of (R)-lactate to acrylate was inhibited by 1 mM hydroxylamine, 1mM azide, 0.1 mM dinitrophenol, 10 mM EDTA or by exposure to air. A radical mechanism is postulated.

• Authors: G Schweiger, W Buckel
• Journal: FEBS letters (FEBS Lett) Vol. 185 Issue 2 Pg. 253-6 (Jun 17 1985) ISSN: 0014-5793 [Print] England
• PMID: 3996603 (Publication Type: Journal Article, Research Support, Non-U.S. Gov't)

Chemical References

• Acrylates
• Lactates
• Hydro-Lyases
• lactate dehydratase

Topics

• Acrylates (metabolism)
• Catalysis
• Chemical Phenomena
• Chemistry
• Chromatography, Gas
• Chromatography, High Pressure Liquid
• Clostridium (enzymology, growth & development, metabolism)
• Hydro-Lyases (antagonists & inhibitors, metabolism)
• Lactates (metabolism)
• Mass Spectrometry