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The Relationship of Physicochemical Properties to the Antioxidative Activity of Free Amino Acids in Fenton System

Authorized Users Only
2015
Authors
Milić Komić, Sonja
Bogdanović Pristov, Jelena
Mutavdžić, Dragosav
Savić, Aleksandar G
Spasić, Mihajlo
Spasojević, Ivan
Article (Published version)
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Abstract
Herein we compared antioxidative activities (AA) of 25 free L-amino acids (FAA) against Fenton system-mediated hydroxyl radical (HO center dot) production in aqueous solution, and examined the relation between AA and a set of physicochemical properties. The tank order according -to AA was: Tip > notleucine > Phe, Lett > Ile > His >3,4-dihydrOxyphenylalanine, Arg > Val > Lys, Tyr, Pro > hydtoxyproline > alpha-aminobutyric acid > Gln, Thr, Ser > Glu, Ala, Gly, Asn, Asp. Sulfur-containing FAA generated different secondary reactive products, which were discriminated by the means of electron paramagnetic resonance spin-trapping spectroscopy. AA showed a general positive correlation with hydrophobicity. However, when taken separately, uncharged FAA exhibited strong positive correlation of AA with hydrophobicity whereas charged FAA showed negative or no significant correlation depending on the scale applied. A general strong negative correlation was found between AA and polarity. Steric param...eters and hydration numbers correlated positively with AA of rtoripolar side-chain FAA. In addition) a decrease of temperature which promotes hydrophobic hydration resulted in increased AA. This implies that HO-provoked oxidation of FAA is strongly affected by hydrophobic hydration. Our findings are important for the understanding of oxidation processes in natural and waste waters.

Source:
Environmental Science & Technology, 2015, 49, 7, 4245-4254
Publisher:
  • Amer Chemical Soc, Washington
Funding / projects:
  • Study of structure-function relationships in the plant cell wall and modifications of the wall structure by enzyme engineering (RS-173017)
  • Modulation of antioxidative metabolism in plants for improvement of plant abiotic stress tolerance and identification of new biomarkers for application in remediation and monitoring of degraded biotopes (RS-43010)
  • Molecular mechanisms of redox signalling in homeostasis: adaptation and pathology (RS-173014)

DOI: 10.1021/es5053396

ISSN: 0013-936X

PubMed: 25764263

WoS: 000352659000030

Scopus: 2-s2.0-84926443752
[ Google Scholar ]
17
13
URI
http://rimsi.imsi.bg.ac.rs/handle/123456789/853
Collections
  • Radovi istraživača / Researchers’ publications
Institution/Community
Institut za multidisciplinarna istraživanja
TY  - JOUR
AU  - Milić Komić, Sonja
AU  - Bogdanović Pristov, Jelena
AU  - Mutavdžić, Dragosav
AU  - Savić, Aleksandar G
AU  - Spasić, Mihajlo
AU  - Spasojević, Ivan
PY  - 2015
UR  - http://rimsi.imsi.bg.ac.rs/handle/123456789/853
AB  - Herein we compared antioxidative activities (AA) of 25 free L-amino acids (FAA) against Fenton system-mediated hydroxyl radical (HO center dot) production in aqueous solution, and examined the relation between AA and a set of physicochemical properties. The tank order according -to AA was: Tip > notleucine > Phe, Lett > Ile > His >3,4-dihydrOxyphenylalanine, Arg > Val > Lys, Tyr, Pro > hydtoxyproline > alpha-aminobutyric acid > Gln, Thr, Ser > Glu, Ala, Gly, Asn, Asp. Sulfur-containing FAA generated different secondary reactive products, which were discriminated by the means of electron paramagnetic resonance spin-trapping spectroscopy. AA showed a general positive correlation with hydrophobicity. However, when taken separately, uncharged FAA exhibited strong positive correlation of AA with hydrophobicity whereas charged FAA showed negative or no significant correlation depending on the scale applied. A general strong negative correlation was found between AA and polarity. Steric parameters and hydration numbers correlated positively with AA of rtoripolar side-chain FAA. In addition) a decrease of temperature which promotes hydrophobic hydration resulted in increased AA. This implies that HO-provoked oxidation of FAA is strongly affected by hydrophobic hydration. Our findings are important for the understanding of oxidation processes in natural and waste waters.
PB  - Amer Chemical Soc, Washington
T2  - Environmental Science & Technology
T1  - The Relationship of Physicochemical Properties to the Antioxidative Activity of Free Amino Acids in Fenton System
EP  - 4254
IS  - 7
SP  - 4245
VL  - 49
DO  - 10.1021/es5053396
ER  - 
@article{
author = "Milić Komić, Sonja and Bogdanović Pristov, Jelena and Mutavdžić, Dragosav and Savić, Aleksandar G and Spasić, Mihajlo and Spasojević, Ivan",
year = "2015",
abstract = "Herein we compared antioxidative activities (AA) of 25 free L-amino acids (FAA) against Fenton system-mediated hydroxyl radical (HO center dot) production in aqueous solution, and examined the relation between AA and a set of physicochemical properties. The tank order according -to AA was: Tip > notleucine > Phe, Lett > Ile > His >3,4-dihydrOxyphenylalanine, Arg > Val > Lys, Tyr, Pro > hydtoxyproline > alpha-aminobutyric acid > Gln, Thr, Ser > Glu, Ala, Gly, Asn, Asp. Sulfur-containing FAA generated different secondary reactive products, which were discriminated by the means of electron paramagnetic resonance spin-trapping spectroscopy. AA showed a general positive correlation with hydrophobicity. However, when taken separately, uncharged FAA exhibited strong positive correlation of AA with hydrophobicity whereas charged FAA showed negative or no significant correlation depending on the scale applied. A general strong negative correlation was found between AA and polarity. Steric parameters and hydration numbers correlated positively with AA of rtoripolar side-chain FAA. In addition) a decrease of temperature which promotes hydrophobic hydration resulted in increased AA. This implies that HO-provoked oxidation of FAA is strongly affected by hydrophobic hydration. Our findings are important for the understanding of oxidation processes in natural and waste waters.",
publisher = "Amer Chemical Soc, Washington",
journal = "Environmental Science & Technology",
title = "The Relationship of Physicochemical Properties to the Antioxidative Activity of Free Amino Acids in Fenton System",
pages = "4254-4245",
number = "7",
volume = "49",
doi = "10.1021/es5053396"
}
Milić Komić, S., Bogdanović Pristov, J., Mutavdžić, D., Savić, A. G., Spasić, M.,& Spasojević, I.. (2015). The Relationship of Physicochemical Properties to the Antioxidative Activity of Free Amino Acids in Fenton System. in Environmental Science & Technology
Amer Chemical Soc, Washington., 49(7), 4245-4254.
https://doi.org/10.1021/es5053396
Milić Komić S, Bogdanović Pristov J, Mutavdžić D, Savić AG, Spasić M, Spasojević I. The Relationship of Physicochemical Properties to the Antioxidative Activity of Free Amino Acids in Fenton System. in Environmental Science & Technology. 2015;49(7):4245-4254.
doi:10.1021/es5053396 .
Milić Komić, Sonja, Bogdanović Pristov, Jelena, Mutavdžić, Dragosav, Savić, Aleksandar G, Spasić, Mihajlo, Spasojević, Ivan, "The Relationship of Physicochemical Properties to the Antioxidative Activity of Free Amino Acids in Fenton System" in Environmental Science & Technology, 49, no. 7 (2015):4245-4254,
https://doi.org/10.1021/es5053396 . .

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