Strecker Aldehyde Formation in Wine : New Insights into the Role of Gallic Acid, Glucose, and Metals in Phenylacetaldehyde Formation
Strecker degradation (SD) leading to the formation of phenylacetaldehyde (PA) was studied in wine systems. New insights were gained by using two full factorial designs focusing on the effects of (1) pH and (2) temperature. In each design of experiments (DoE) three factors, glucose, gallic acid, and metals at two levels (present or absence), were varied while phenylalanine was kept constant. The obtained results gave a clear indication, with statistical significance, that in wine conditions, the SD occurs in the presence of metals preferentially via the phenolic oxidation independent of the temperature (40 or 80 °C). The reaction of the amino acid with the o-quinone formed by the oxidation of the gallic acid seems to be favored when compared with the SD promoted by the reaction with α-dicarbonyls formed by MR between glucose and phenylalanine. In fact, kinetics results showed that the presence of glucose had an inhibitory effect on PA rate of formation. PA formation was 4 times higher in the control wine when compared to the same wine with 10 g/L glucose added. By gallic acid quinone quantitation it is shown that glucose affects directly the concentration of the quinone. decreasing the rate of quinone formation. This highlights the role of sugar in o-quinone concentration and consequently in the impact on Strecker aldehyde formation, a promising new perspective regarding wine shelf-life understanding.
| Medienart: |
E-Artikel |
|---|
| Erscheinungsjahr: |
2018 |
|---|---|
| Erschienen: |
2018 |
| Enthalten in: |
Zur Gesamtaufnahme - volume:66 |
|---|---|
| Enthalten in: |
Journal of agricultural and food chemistry - 66(2018), 10 vom: 14. März, Seite 2459-2466 |
| Sprache: |
Englisch |
|---|
| Beteiligte Personen: |
Monforte, Ana Rita [VerfasserIn] |
|---|
| Links: |
|---|
| Themen: |
632XD903SP |
|---|
| Anmerkungen: |
Date Completed 27.03.2018 Date Revised 27.03.2018 published: Print-Electronic Citation Status MEDLINE |
|---|
| doi: |
10.1021/acs.jafc.7b00264 |
|---|
| funding: |
|
|---|---|
| Förderinstitution / Projekttitel: |
|
| PPN (Katalog-ID): |
NLM26930228X |
|---|
| LEADER | 01000naa a22002652 4500 | ||
|---|---|---|---|
| 001 | NLM26930228X | ||
| 003 | DE-627 | ||
| 005 | 20231224224310.0 | ||
| 007 | cr uuu---uuuuu | ||
| 008 | 231224s2018 xx |||||o 00| ||eng c | ||
| 024 | 7 | |a 10.1021/acs.jafc.7b00264 |2 doi | |
| 028 | 5 | 2 | |a pubmed24n0897.xml |
| 035 | |a (DE-627)NLM26930228X | ||
| 035 | |a (NLM)28238260 | ||
| 040 | |a DE-627 |b ger |c DE-627 |e rakwb | ||
| 041 | |a eng | ||
| 100 | 1 | |a Monforte, Ana Rita |e verfasserin |4 aut | |
| 245 | 1 | 0 | |a Strecker Aldehyde Formation in Wine |b New Insights into the Role of Gallic Acid, Glucose, and Metals in Phenylacetaldehyde Formation |
| 264 | 1 | |c 2018 | |
| 336 | |a Text |b txt |2 rdacontent | ||
| 337 | |a ƒaComputermedien |b c |2 rdamedia | ||
| 338 | |a ƒa Online-Ressource |b cr |2 rdacarrier | ||
| 500 | |a Date Completed 27.03.2018 | ||
| 500 | |a Date Revised 27.03.2018 | ||
| 500 | |a published: Print-Electronic | ||
| 500 | |a Citation Status MEDLINE | ||
| 520 | |a Strecker degradation (SD) leading to the formation of phenylacetaldehyde (PA) was studied in wine systems. New insights were gained by using two full factorial designs focusing on the effects of (1) pH and (2) temperature. In each design of experiments (DoE) three factors, glucose, gallic acid, and metals at two levels (present or absence), were varied while phenylalanine was kept constant. The obtained results gave a clear indication, with statistical significance, that in wine conditions, the SD occurs in the presence of metals preferentially via the phenolic oxidation independent of the temperature (40 or 80 °C). The reaction of the amino acid with the o-quinone formed by the oxidation of the gallic acid seems to be favored when compared with the SD promoted by the reaction with α-dicarbonyls formed by MR between glucose and phenylalanine. In fact, kinetics results showed that the presence of glucose had an inhibitory effect on PA rate of formation. PA formation was 4 times higher in the control wine when compared to the same wine with 10 g/L glucose added. By gallic acid quinone quantitation it is shown that glucose affects directly the concentration of the quinone. decreasing the rate of quinone formation. This highlights the role of sugar in o-quinone concentration and consequently in the impact on Strecker aldehyde formation, a promising new perspective regarding wine shelf-life understanding | ||
| 650 | 4 | |a Journal Article | |
| 650 | 4 | |a Strecker degradation | |
| 650 | 4 | |a o-quinone | |
| 650 | 4 | |a phenolic | |
| 650 | 4 | |a phenolic oxidation | |
| 650 | 4 | |a phenylacetaldehyde | |
| 650 | 4 | |a sugar | |
| 650 | 7 | |a Aldehydes |2 NLM | |
| 650 | 7 | |a Metals |2 NLM | |
| 650 | 7 | |a Quinones |2 NLM | |
| 650 | 7 | |a Gallic Acid |2 NLM | |
| 650 | 7 | |a 632XD903SP |2 NLM | |
| 650 | 7 | |a Acetaldehyde |2 NLM | |
| 650 | 7 | |a GO1N1ZPR3B |2 NLM | |
| 650 | 7 | |a Glucose |2 NLM | |
| 650 | 7 | |a IY9XDZ35W2 |2 NLM | |
| 650 | 7 | |a phenylacetaldehyde |2 NLM | |
| 650 | 7 | |a U8J5PLW9MR |2 NLM | |
| 700 | 1 | |a Martins, Sara I F S |e verfasserin |4 aut | |
| 700 | 1 | |a Silva Ferreira, Antonio C |e verfasserin |4 aut | |
| 773 | 0 | 8 | |i Enthalten in |t Journal of agricultural and food chemistry |d 1967 |g 66(2018), 10 vom: 14. März, Seite 2459-2466 |w (DE-627)NLM000005665 |x 1520-5118 |7 nnns |
| 773 | 1 | 8 | |g volume:66 |g year:2018 |g number:10 |g day:14 |g month:03 |g pages:2459-2466 |
| 856 | 4 | 0 | |u http://dx.doi.org/10.1021/acs.jafc.7b00264 |3 Volltext |
| 912 | |a GBV_USEFLAG_A | ||
| 912 | |a GBV_NLM | ||
| 951 | |a AR | ||
| 952 | |d 66 |j 2018 |e 10 |b 14 |c 03 |h 2459-2466 | ||