358.~.~..~...~..... .~~...~........~~~~....~..
/ Oxidative
cleavagerCOOH IDAIRY CHEMISTRY AND BIOCHEMISTRYt
- Addition compound
I- N-substituted glycosylamine
3a. Schiff base3b. Enol form(Galactose) (Glucose) > Fructosylysh <
H 0’ OCH3 II
0
PvrldoslneJHC -OH
HC -OH
HZC -OHI
IErvthroluc
&idOR
RI C-CH-NH I
11 /W2)4
I
NH
I
y+2
CGQH
CarboxymethvlBROWNINGFigure 9.8 Initial steps of the Maillard reaction with the formation of furosine (after hydrolysis
with 7.8 M HCI) as well as of N-E-carboxymethyl lysine and erythronic acid (from Erbersdobler
and Dehn-Muller, 1989).