24461-32-3Relevant articles and documents
New insight into the pyruvate decarboxylase-catalysed formation of lactaldehyde from H-D exchange experiments: A 'water proof' active site
Lobell, Mario,Crout, David H. G.
, p. 1577 - 1581 (2007/10/03)
Pyruvate decarboxylase from Saccharomyces cerevisiae catalyses the formation of lactaldehyde from sodium glyoxylate and acetaldehyde. By using deuteriated sodium glyoxylate (sodium [2-2H]glyoxylate monohydrate) as a substrate it was verified that the lactaldehyde formed retains the deuterium atom. The implications of the observed result for the enzyme mechanism are discussed in the light of conclusions derived from recent molecular modelling studies.
ORGANIC CHEMISTRY IN WATER (PART V) NUCLEOPHILIC ADDITION OF WATER-SOLUBLE PHOSPHINES ON ACTIVATED ALKYNES: AN EFFICIENT SYNTHESIS OF NEW VINYLPHOSPHONIUM SALTS AND OF SPECIFICALLY DEUTERATED OLEFINS.
Larpent, Chantal,Meignan, Gerard,Patin, Henri
, p. 6381 - 6398 (2007/10/02)
Triphenylphosphine m-trisulfonate 1 and triphenylphosphine m-monosulfonate 2 react in water with activated alkynes R-CC-A (A = CO2H, CO2R1, COR2, CHO) affording new vinylphosphonium salts or vinylphosphine oxides or alkenes depending on the pH of the aqueous solution and on the nature of the substituent R.The reactions of 1 or 2 with alkynes bearing an electron-acceptor substituent R give rise to the corresponding trans disubstituted olefins.Specifically mono or dideuterated alkenes are thus obtained in good yields by sequential use of H2O-D2O.When R = H or Alkyl, vinylphosphonium salts or vinylphosphine oxides are quantitatively produced respectively in acidic or in neutral solution.
A NEW SYNTHESIS OF VINYLPHOSPHONIUM SALTS. APPLICATION FOR DEUTERIUM LABELING(1)
Larpent, Chantal,Patin, Henri
, p. 4577 - 4580 (2007/10/02)
Nucleophilic additions of water-soluble phosphines on γ-alcynic acids afford new vinylphosphonium salts which are easily transformed into specifically deuteriated olefins or phosphine oxides by using sequentially H2O or D2O.