Experimental study demonstrates regio- and stereoselective deuterium labeling of glutamic acid via tetramic acid intermediates, indicating a versatile route to synthesize diverse isotopomers.
In this study, stereoselective deuterium labeling of the side chain of glutamic acid was investigated. Treatment of tetramic acid derived from d-serine and Meldrum’s acid with sodium borohydride-d4 and/or acetic acid-d1, followed by formal dehydration, enabled the construction of a 3,4-didehydropyroglutaminol framework bearing deuterium labels at the olefin position. Further catalytic hydrogenation or deuteration of olefins ultimately enabled the synthesis of seven isotopomers of glutamic acid regio- and stereoselectively deuterated at the β- and γ-positions.
No takes yet. Share an insight, caveat, or question.
Oba et al. (2026) studied this question.
Synapse has enriched 5 closely related papers on similar clinical questions. Consider them for comparative context: