1019-73-4Relevant academic research and scientific papers
Discovery of N2-(1-Carboxyethyl)guanosine 50-monophosphate as an umami-enhancing maillard-modified nucleotide in yeast extracts
Festring, Daniel,Hofmann, Thomas
, p. 10614 - 10622 (2011/06/27)
Sensory-guided fractionation of a commercial yeast extract involving medium-pressure RP-18 chromatography and ion-pair chromatography, followed by LC-MS/MS, LC-TOF-MS, 1D/2D-NMR, and CD spectroscopy, led to the discovery of the previously not reported umami-enhancing nucleotide diastereomers (R)- and (S)-N2-(1-carboxyethyl)guanosine 5'-monophosphate. Model experiments confirmed the formation of these diastereomers by a Maillard-type glycation of guanosine 50-monophosphate with dihydroxyacetone and glyceraldehyde, respectively. Sensory studies revealed umami recognition threshold concentrations of 0.19 and 0.85 mmol/L for the (S)- and (R)-configured diastereomers, respectively, and demonstrated the taste-enhancing activity of these nucleotides on monosodium L-glutamate solutions.
