We found a match
Your institution may have access to this item. Find your institution then sign in to continue.
- Title
Determination of the Chemical Structure of novel colored 1 H-pyrrol-3(2 H)-one derivatives formed by Maillard-type reactions.
- Authors
Hofmann, Thomas
- Abstract
The determination of the chemical structure of a previously unknown Maillard reaction product with an amino acid incorporated in a four-ring structure is reported. The red compounds 1a and 1b, isolated from a thermally treated aqueous solution of furan-2-carbaldehyde and L-alanine, were identified as ( S)-4{( E)-1-formyl -2-(2-furyl)ethenyl}-5-(2-furyl)-2-{( E)-(2-furyl)methylidene}-2, 3-dihydro-α-methyl-3-oxo-1 H-pyrrole-1-acetic acid and its 2-{( Z)-(2-furyl)methylidene}isomer, respectively, by several 1D- and 2D-NMR techniques, MS, UV, and IR spectroscopy as well as by synthetic experiments. 2D-NOESY and 2D-ROESY experiments performed for conformation analysis indicated the existence of two atropisomers.
- Publication
Helvetica Chimica Acta, 1997, Vol 80, Issue 6, p1843
- ISSN
0018-019X
- Publication type
Article
- DOI
10.1002/hlca.19970800608