Synthesis of deuterium labelled L- and D-glutamate semialdehydes and their evaluation as substrates for carboxymethylproline synthase (CarB)--implications for carbapenem biosynthesis.
Carboxymethylproline synthase was shown to condense L-glutamate semialdehyde with malonyl-coenzyme A to produce (2S,5S)-carboxymethylproline, while incubation of D-glutamate semialdehyde results only in uncoupled turnover of malonyl-CoA.
Sorensen
John L
JL
Chemistry Research Laboratory and Oxford Centre for Molecular Sciences, Department of Chemistry, University of Oxford, Mansfield Road, Oxford OX1 3TA, UK.
Sleeman
Mark C
MC
Schofield
Christopher J
CJ
D000447:Aldehydes / Q000737:chemistry*; D015780:Carbapenems / Q000096:biosynthesis*; D019755:Carbon-Carbon Lyases / Q000378:metabolism*; D003903:Deuterium / Q000737:chemistry*; D018698:Glutamic Acid / Q000737:chemistry*; D007553:Isotope Labeling; D015394:Molecular Structure; D013237:Stereoisomerism
D000447:Aldehydes; D015780:Carbapenems; D018698:Glutamic Acid; D003903:Deuterium; D019755:Carbon-Carbon Lyases; C484323:carboxymethylproline synthase