e.g. Filippa Pettersson or Cancer Res. 75(6) , 1102-12, (2015) or 10.1002/anie.201600521

Formation of pyrazines in Maillard model systems of lysine-containing dipeptides

F Van Lancker, A Adams…

Index: Van Lancker, Fien; Adams; De Kimpe, Norbert Journal of Agricultural and Food Chemistry, 2010 , vol. 58, # 4 p. 2470 - 2478

Full Text: HTML

Citation Number: 30

Abstract

Whereas most studies concerning the Maillard reaction have focused on free amino acids, little information is available on the impact of peptides and proteins on this important reaction in food chemistry. Therefore, the formation of flavor compounds from the model reactions of glucose, methylglyoxal, or glyoxal with eight dipeptides with lysine at the N- terminus was studied in comparison with the corresponding free amino acids by means of ...

N/A Structure

N2-L-lysyl-L-lysine dihydrochloride Structure

N2-L-lysyl-L-ly...

~%

Pyrazine Structure

methylpyrazine Structure

N/A Structure

LysAla*hydrobromide Structure

LysAla*hydrobromide

~%

Pyrazine Structure

methylpyrazine Structure

N/A Structure

H-Lys-Leu-OH Structure

~%

Pyrazine Structure

methylpyrazine Structure

N/A Structure

H-Lys-Ser-OH · HCl Structure

H-Lys-Ser-OH · HCl

~%

Pyrazine Structure

methylpyrazine Structure

N/A Structure

(2R)-2-[[(2S)-2,6-diaminohexanoyl]amino]-3-sulfanylpropanoic acid Structure

(2R)-2-[[(2S)-2...

~%

Pyrazine Structure

methylpyrazine Structure

L-cysteine Structure

L-Lysine Structure

N/A Structure

~%

Pyrazine Structure

L-Lysine Structure

N/A Structure

~%

Pyrazine Structure

methylpyrazine Structure

H-Lys-Glu-OH Structure

N/A Structure

~%

Pyrazine Structure

methylpyrazine Structure

N/A Structure

H-Lys-Gly-OH · HCl Structure

H-Lys-Gly-OH · HCl

~%

Pyrazine Structure

methylpyrazine Structure

L-serine Structure

L-Lysine Structure

N/A Structure

~%

Pyrazine Structure

Detail

L-leucine Structure

L-Lysine Structure

N/A Structure

~%

Pyrazine Structure

Detail

L-Lysine Structure

L-glutamic acid Structure

L-glutamic acid

N/A Structure

~%

Pyrazine Structure

Detail

L-Lysine Structure

N/A Structure

L-Phenylalanine Structure

L-Phenylalanine

~%

Pyrazine Structure

Detail

L-Lysine Structure

N/A Structure

Glycine Structure

~%

Pyrazine Structure

Detail

L-alanine Structure

L-Lysine Structure

N/A Structure

~%

Pyrazine Structure

Detail

L-cysteine Structure

L-Lysine Structure

D-(+)-Glucose Structure

~%

Pyrazine Structure

Detail

L-Lysine Structure

D-(+)-Glucose Structure

~%

Pyrazine Structure

methylpyrazine Structure

Detail

D-(+)-Glucose Structure

N2-L-lysyl-L-lysine dihydrochloride Structure

N2-L-lysyl-L-ly...

~%

Pyrazine Structure

methylpyrazine Structure

Detail

D-(+)-Glucose Structure

LysAla*hydrobromide Structure

LysAla*hydrobromide

~%

Pyrazine Structure

methylpyrazine Structure

Detail

D-(+)-Glucose Structure

H-Lys-Leu-OH Structure

~%

Pyrazine Structure

methylpyrazine Structure

Detail

D-(+)-Glucose Structure

H-Lys-Ser-OH · HCl Structure

H-Lys-Ser-OH · HCl

~%

Pyrazine Structure

methylpyrazine Structure

Detail

D-(+)-Glucose Structure

(2R)-2-[[(2S)-2,6-diaminohexanoyl]amino]-3-sulfanylpropanoic acid Structure

(2R)-2-[[(2S)-2...

~%

Pyrazine Structure

methylpyrazine Structure

Detail

L-Lysine Structure

D-(+)-Glucose Structure

~%

Pyrazine Structure

methylpyrazine Structure

Detail

D-(+)-Glucose Structure

H-Lys-Glu-OH Structure

~%

Pyrazine Structure

methylpyrazine Structure

Detail

D-(+)-Glucose Structure

H-Lys-Gly-OH · HCl Structure

H-Lys-Gly-OH · HCl

~%

Pyrazine Structure

methylpyrazine Structure

Detail

L-alanine Structure

L-Lysine Structure

D-(+)-Glucose Structure

~%

Pyrazine Structure

Detail

L-serine Structure

L-Lysine Structure

D-(+)-Glucose Structure

~%

Pyrazine Structure

Detail

L-serine Structure

L-Lysine Structure

Methylglyoxal Structure

~%

Pyrazine Structure

Detail

L-leucine Structure

L-Lysine Structure

D-(+)-Glucose Structure

~%

Pyrazine Structure

Detail

L-Lysine Structure

L-glutamic acid Structure

L-glutamic acid

D-(+)-Glucose Structure

~%

Pyrazine Structure

Detail

L-Lysine Structure

D-(+)-Glucose Structure

L-Phenylalanine Structure

L-Phenylalanine

~%

Pyrazine Structure

Detail

L-Lysine Structure

D-(+)-Glucose Structure

Glycine Structure

~%

Pyrazine Structure

Detail

(2R)-2-[[(2S)-2,6-diaminohexanoyl]amino]-3-sulfanylpropanoic acid Structure

(2R)-2-[[(2S)-2...

Methylglyoxal Structure

~%

2,5-Dimethylpyrazine Structure

2,5-Dimethylpyrazine

2,3-Dimethylpyrazine Structure

2,3-Dimethylpyrazine

Detail

H-Lys-Gly-OH · HCl Structure

H-Lys-Gly-OH · HCl

Methylglyoxal Structure

~%

methylpyrazine Structure

2,5-Dimethylpyrazine Structure

2,5-Dimethylpyrazine

Detail

L-alanine Structure

L-Lysine Structure

Methylglyoxal Structure

~%

methylpyrazine Structure

Detail

L-Lysine Structure

Glycine Structure

Methylglyoxal Structure

~%

methylpyrazine Structure

Detail

H-Lys-Ser-OH · HCl Structure

H-Lys-Ser-OH · HCl

Methylglyoxal Structure

~%

methylpyrazine Structure

2,5-Dimethylpyrazine Structure

2,5-Dimethylpyrazine

Detail

(2R)-2-[[(2S)-2,6-diaminohexanoyl]amino]-3-sulfanylpropanoic acid Structure

(2R)-2-[[(2S)-2...

Methylglyoxal Structure

~%

2,5-Dimethylpyrazine Structure

2,5-Dimethylpyrazine

2,3-Dimethylpyrazine Structure

2,3-Dimethylpyrazine

Detail

H-Lys-Glu-OH Structure

Methylglyoxal Structure

~%

methylpyrazine Structure

2,5-Dimethylpyrazine Structure

2,5-Dimethylpyrazine

Detail

L-serine Structure

L-Lysine Structure

Methylglyoxal Structure

~%

Pyrazine Structure

Detail

L-Lysine Structure

L-glutamic acid Structure

L-glutamic acid

Methylglyoxal Structure

~%

2,5-Dimethylpyrazine Structure

2,5-Dimethylpyrazine

Detail

L-cysteine Structure

L-Lysine Structure

Methylglyoxal Structure

~%

2,5-Dimethylpyrazine Structure

2,5-Dimethylpyrazine

Detail

L-Lysine Structure

Methylglyoxal Structure

~%

methylpyrazine Structure

2,5-Dimethylpyrazine Structure

2,5-Dimethylpyrazine

Detail

D-(+)-Glucose Structure

N2-L-lysyl-L-lysine dihydrochloride Structure

N2-L-lysyl-L-ly...

~%

Pyrazine Structure

methylpyrazine Structure

Detail

L-Lysine Structure

Methylglyoxal Structure

~%

methylpyrazine Structure

2,5-Dimethylpyrazine Structure

2,5-Dimethylpyrazine

Detail

N2-L-lysyl-L-lysine dihydrochloride Structure

N2-L-lysyl-L-ly...

Methylglyoxal Structure

~%

methylpyrazine Structure

2,5-Dimethylpyrazine Structure

2,5-Dimethylpyrazine

Detail

D-(+)-Glucose Structure

LysAla*hydrobromide Structure

LysAla*hydrobromide

~%

Pyrazine Structure

methylpyrazine Structure

Detail

LysAla*hydrobromide Structure

LysAla*hydrobromide

Methylglyoxal Structure

~%

methylpyrazine Structure

2,5-Dimethylpyrazine Structure

2,5-Dimethylpyrazine

Detail

D-(+)-Glucose Structure

H-Lys-Leu-OH Structure

~%

Pyrazine Structure

methylpyrazine Structure

Detail

H-Lys-Leu-OH Structure

Methylglyoxal Structure

~%

methylpyrazine Structure

2,5-Dimethylpyrazine Structure

2,5-Dimethylpyrazine

Detail

D-(+)-Glucose Structure

H-Lys-Ser-OH · HCl Structure

H-Lys-Ser-OH · HCl

~%

Pyrazine Structure

methylpyrazine Structure

Detail

H-Lys-Ser-OH · HCl Structure

H-Lys-Ser-OH · HCl

Methylglyoxal Structure

~%

methylpyrazine Structure

2,5-Dimethylpyrazine Structure

2,5-Dimethylpyrazine

Detail

D-(+)-Glucose Structure

(2R)-2-[[(2S)-2,6-diaminohexanoyl]amino]-3-sulfanylpropanoic acid Structure

(2R)-2-[[(2S)-2...

~%

Pyrazine Structure

methylpyrazine Structure

Detail

(2R)-2-[[(2S)-2,6-diaminohexanoyl]amino]-3-sulfanylpropanoic acid Structure

(2R)-2-[[(2S)-2...

Methylglyoxal Structure

~%

2,5-Dimethylpyrazine Structure

2,5-Dimethylpyrazine

2,3-Dimethylpyrazine Structure

2,3-Dimethylpyrazine

Detail

L-leucine Structure

L-Lysine Structure

Methylglyoxal Structure

~%

methylpyrazine Structure

Detail

L-Lysine Structure

D-(+)-Glucose Structure

~%

Pyrazine Structure

methylpyrazine Structure

Detail

D-(+)-Glucose Structure

H-Lys-Glu-OH Structure

~%

Pyrazine Structure

methylpyrazine Structure

Detail

D-(+)-Glucose Structure

H-Lys-Gly-OH · HCl Structure

H-Lys-Gly-OH · HCl

~%

Pyrazine Structure

methylpyrazine Structure

Detail

H-Lys-Glu-OH Structure

Methylglyoxal Structure

~%

methylpyrazine Structure

2,5-Dimethylpyrazine Structure

2,5-Dimethylpyrazine

Detail

H-Lys-Gly-OH · HCl Structure

H-Lys-Gly-OH · HCl

Methylglyoxal Structure

~%

methylpyrazine Structure

2,5-Dimethylpyrazine Structure

2,5-Dimethylpyrazine

Detail

L-alanine Structure

L-Lysine Structure

D-(+)-Glucose Structure

~%

Pyrazine Structure

Detail

L-alanine Structure

L-Lysine Structure

Methylglyoxal Structure

~%

methylpyrazine Structure

Detail

L-serine Structure

L-Lysine Structure

D-(+)-Glucose Structure

~%

Pyrazine Structure

Detail

L-serine Structure

L-Lysine Structure

Methylglyoxal Structure

~%

Pyrazine Structure

Detail

L-leucine Structure

L-Lysine Structure

D-(+)-Glucose Structure

~%

Pyrazine Structure

Detail

L-Lysine Structure

L-glutamic acid Structure

L-glutamic acid

D-(+)-Glucose Structure

~%

Pyrazine Structure

Detail

L-Lysine Structure

D-(+)-Glucose Structure

L-Phenylalanine Structure

L-Phenylalanine

~%

Pyrazine Structure

Detail

L-Lysine Structure

D-(+)-Glucose Structure

Glycine Structure

~%

Pyrazine Structure

Detail

L-Lysine Structure

L-Phenylalanine Structure

L-Phenylalanine

Methylglyoxal Structure

~%

methylpyrazine Structure

Detail

L-Lysine Structure

Glycine Structure

Methylglyoxal Structure

~%

methylpyrazine Structure

Detail

L-Lysine Structure

D-(+)-Glucose Structure

~%

Pyrazine Structure

methylpyrazine Structure

Detail

D-(+)-Glucose Structure

N2-L-lysyl-L-lysine dihydrochloride Structure

N2-L-lysyl-L-ly...

~%

Pyrazine Structure

methylpyrazine Structure

Detail

N2-L-lysyl-L-lysine dihydrochloride Structure

N2-L-lysyl-L-ly...

Methylglyoxal Structure

~%

methylpyrazine Structure

2,5-Dimethylpyrazine Structure

2,5-Dimethylpyrazine

Detail

LysAla*hydrobromide Structure

LysAla*hydrobromide

Methylglyoxal Structure

~%

methylpyrazine Structure

2,5-Dimethylpyrazine Structure

2,5-Dimethylpyrazine

Detail

H-Lys-Ser-OH · HCl Structure

H-Lys-Ser-OH · HCl

Methylglyoxal Structure

~%

methylpyrazine Structure

2,5-Dimethylpyrazine Structure

2,5-Dimethylpyrazine

Detail

H-Lys-Glu-OH Structure

Methylglyoxal Structure

~%

methylpyrazine Structure

2,5-Dimethylpyrazine Structure

2,5-Dimethylpyrazine

Detail

H-Lys-Gly-OH · HCl Structure

H-Lys-Gly-OH · HCl

Methylglyoxal Structure

~%

methylpyrazine Structure

2,5-Dimethylpyrazine Structure

2,5-Dimethylpyrazine

Detail

L-alanine Structure

L-Lysine Structure

D-(+)-Glucose Structure

~%

Pyrazine Structure

Detail

L-alanine Structure

L-Lysine Structure

Methylglyoxal Structure

~%

methylpyrazine Structure

Detail

L-serine Structure

L-Lysine Structure

Methylglyoxal Structure

~%

Pyrazine Structure

Detail

H-Lys-Leu-OH Structure

Methylglyoxal Structure

~%

methylpyrazine Structure

2,5-Dimethylpyrazine Structure

2,5-Dimethylpyrazine

Detail

(2R)-2-[[(2S)-2,6-diaminohexanoyl]amino]-3-sulfanylpropanoic acid Structure

(2R)-2-[[(2S)-2...

Methylglyoxal Structure

~%

2,5-Dimethylpyrazine Structure

2,5-Dimethylpyrazine

2,3-Dimethylpyrazine Structure

2,3-Dimethylpyrazine

Detail

L-Lysine Structure

L-glutamic acid Structure

L-glutamic acid

Methylglyoxal Structure

~%

2,5-Dimethylpyrazine Structure

2,5-Dimethylpyrazine

Detail

L-Lysine Structure

L-Phenylalanine Structure

L-Phenylalanine

Methylglyoxal Structure

~%

methylpyrazine Structure

Detail

H-Lys-Leu-OH Structure

Methylglyoxal Structure

~%

methylpyrazine Structure

2,5-Dimethylpyrazine Structure

2,5-Dimethylpyrazine

Detail

H-Lys-Glu-OH Structure

Methylglyoxal Structure

~%

methylpyrazine Structure

2,5-Dimethylpyrazine Structure

2,5-Dimethylpyrazine

Detail

L-Lysine Structure

L-glutamic acid Structure

L-glutamic acid

Methylglyoxal Structure

~%

2,5-Dimethylpyrazine Structure

2,5-Dimethylpyrazine

Detail

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