Oxidative damage of aromatic dipeptides by the environmental oxidants NO2 and O3

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Oxidative damage of aromatic dipeptides by the environmental oxidants NO2 and O3. / Gamon, L. F.; White, J. M.; Wille, U.

I: Organic and Biomolecular Chemistry, Bind 12, Nr. 41, 07.11.2014, s. 8280-8287.

Publikation: Bidrag til tidsskriftTidsskriftartikelForskningfagfællebedømt

Harvard

Gamon, LF, White, JM & Wille, U 2014, 'Oxidative damage of aromatic dipeptides by the environmental oxidants NO2 and O3', Organic and Biomolecular Chemistry, bind 12, nr. 41, s. 8280-8287. https://doi.org/10.1039/c4ob01577k

APA

Gamon, L. F., White, J. M., & Wille, U. (2014). Oxidative damage of aromatic dipeptides by the environmental oxidants NO2 and O3. Organic and Biomolecular Chemistry, 12(41), 8280-8287. https://doi.org/10.1039/c4ob01577k

Vancouver

Gamon LF, White JM, Wille U. Oxidative damage of aromatic dipeptides by the environmental oxidants NO2 and O3. Organic and Biomolecular Chemistry. 2014 nov 7;12(41):8280-8287. https://doi.org/10.1039/c4ob01577k

Author

Gamon, L. F. ; White, J. M. ; Wille, U. / Oxidative damage of aromatic dipeptides by the environmental oxidants NO2 and O3. I: Organic and Biomolecular Chemistry. 2014 ; Bind 12, Nr. 41. s. 8280-8287.

Bibtex

@article{06edd7754d6047359efee47cc637df1c,
title = "Oxidative damage of aromatic dipeptides by the environmental oxidants NO2 and O3",
abstract = "Irreversible oxidative damage at both aromatic side chains and dipeptide linkage occurs in the aromatic N- and C-protected dipeptides 7-11 upon exposure to the environmental pollutants NO2 and O3. The reaction proceeds through initial oxidation of the aromatic ring by in situ generated NO3, or by NO2, respectively, which leads to formation of nitroaromatic products. The indole ring in Phe-Trp undergoes oxidative cyclization to a pyrroloindoline. An important reaction pathway for dipeptides with less oxidisable aromatic side chains proceeds through fragmentation of the peptide bond with concomitant acyl migration. This process is likely initiated by an ionic reaction of the amide nitrogen with the NO2 dimer, N2O4. This journal is",
author = "Gamon, {L. F.} and White, {J. M.} and U. Wille",
year = "2014",
month = "11",
day = "7",
doi = "10.1039/c4ob01577k",
language = "English",
volume = "12",
pages = "8280--8287",
journal = "Organic & Biomolecular Chemistry",
issn = "1477-0520",
publisher = "Royal Society of Chemistry",
number = "41",

}

RIS

TY - JOUR

T1 - Oxidative damage of aromatic dipeptides by the environmental oxidants NO2 and O3

AU - Gamon, L. F.

AU - White, J. M.

AU - Wille, U.

PY - 2014/11/7

Y1 - 2014/11/7

N2 - Irreversible oxidative damage at both aromatic side chains and dipeptide linkage occurs in the aromatic N- and C-protected dipeptides 7-11 upon exposure to the environmental pollutants NO2 and O3. The reaction proceeds through initial oxidation of the aromatic ring by in situ generated NO3, or by NO2, respectively, which leads to formation of nitroaromatic products. The indole ring in Phe-Trp undergoes oxidative cyclization to a pyrroloindoline. An important reaction pathway for dipeptides with less oxidisable aromatic side chains proceeds through fragmentation of the peptide bond with concomitant acyl migration. This process is likely initiated by an ionic reaction of the amide nitrogen with the NO2 dimer, N2O4. This journal is

AB - Irreversible oxidative damage at both aromatic side chains and dipeptide linkage occurs in the aromatic N- and C-protected dipeptides 7-11 upon exposure to the environmental pollutants NO2 and O3. The reaction proceeds through initial oxidation of the aromatic ring by in situ generated NO3, or by NO2, respectively, which leads to formation of nitroaromatic products. The indole ring in Phe-Trp undergoes oxidative cyclization to a pyrroloindoline. An important reaction pathway for dipeptides with less oxidisable aromatic side chains proceeds through fragmentation of the peptide bond with concomitant acyl migration. This process is likely initiated by an ionic reaction of the amide nitrogen with the NO2 dimer, N2O4. This journal is

UR - http://www.scopus.com/inward/record.url?scp=84907646531&partnerID=8YFLogxK

U2 - 10.1039/c4ob01577k

DO - 10.1039/c4ob01577k

M3 - Journal article

C2 - 25207524

AN - SCOPUS:84907646531

VL - 12

SP - 8280

EP - 8287

JO - Organic & Biomolecular Chemistry

JF - Organic & Biomolecular Chemistry

SN - 1477-0520

IS - 41

ER -

ID: 194816335