The Relationship of Physicochemical Properties to the Antioxidative Activity of Free Amino Acids in Fenton System
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2015
Authors
Milić Komić, Sonja
Bogdanović Pristov, Jelena

Mutavdžić, Dragosav

Savić, Aleksandar G
Spasić, Mihajlo

Spasojević, Ivan

Article (Published version)

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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, 4245-4254Publisher:
- 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
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Institut za multidisciplinarna istraživanjaTY - 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 . .