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NMR study of thiosulfate-assisted oxidation of L-cysteine

Tatyana Vyacheslavovna Berestova 1
Tatyana Vyacheslavovna Berestova
, 
Liana A Khamitova 1
Liana A Khamitova
, 
Olga Valer'evna Lusina 1
Olga Valer'evna Lusina
, 
Ludmila Georgievna Kuzina 1
Ludmila Georgievna Kuzina
, 
Alexander Nikolaevich Lobov 2
Alexander Nikolaevich Lobov
, 
Akhat Gaziz'yanovich Mustafin 1, 2
Akhat Gaziz'yanovich Mustafin
1 Department of Chemistry, Bashkir State University, Ufa, Russian Federation
2 Ufa Institute of Chemistry, Ufa Federal Research Centre of the Russian Academy of Sciences, Ufa, Russian Federation
10.1016/j.mencom.2023.01.031
Published 2022-12-26
Communication , Volume 33, Issue 1, 99-102
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Berestova T. V. et al. NMR study of thiosulfate-assisted oxidation of L-cysteine // Mendeleev Communications. 2022. Vol. 33. No. 1. pp. 99-102.
GOST all authors (up to 50) Copy
Berestova T. V., Khamitova L. A., Lusina O. V., Kuzina L. G., Lobov A. N., Mustafin A. G. NMR study of thiosulfate-assisted oxidation of L-cysteine // Mendeleev Communications. 2022. Vol. 33. No. 1. pp. 99-102.
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TY - JOUR
DO - 10.1016/j.mencom.2023.01.031
UR - https://mendcomm.colab.ws/publications/10.1016/j.mencom.2023.01.031
TI - NMR study of thiosulfate-assisted oxidation of L-cysteine
T2 - Mendeleev Communications
AU - Berestova, Tatyana Vyacheslavovna
AU - Khamitova, Liana A
AU - Lusina, Olga Valer'evna
AU - Kuzina, Ludmila Georgievna
AU - Lobov, Alexander Nikolaevich
AU - Mustafin, Akhat Gaziz'yanovich
PY - 2022
DA - 2022/12/26
PB - Mendeleev Communications
SP - 99-102
IS - 1
VL - 33
ER -
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@article{2022_Berestova,
author = {Tatyana Vyacheslavovna Berestova and Liana A Khamitova and Olga Valer'evna Lusina and Ludmila Georgievna Kuzina and Alexander Nikolaevich Lobov and Akhat Gaziz'yanovich Mustafin},
title = {NMR study of thiosulfate-assisted oxidation of L-cysteine},
journal = {Mendeleev Communications},
year = {2022},
volume = {33},
publisher = {Mendeleev Communications},
month = {Dec},
url = {https://mendcomm.colab.ws/publications/10.1016/j.mencom.2023.01.031},
number = {1},
pages = {99--102},
doi = {10.1016/j.mencom.2023.01.031}
}
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Berestova, Tatyana Vyacheslavovna, et al. “NMR study of thiosulfate-assisted oxidation of L-cysteine.” Mendeleev Communications, vol. 33, no. 1, Dec. 2022, pp. 99-102. https://mendcomm.colab.ws/publications/10.1016/j.mencom.2023.01.031.
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Keywords

disulfides
L-cysteine
L-cysteine S-sulfite
L-cysteine sulfenic acid
L-cystine
NMR study.
oxidation
thiols
thiosulfate

Abstract

The reaction of L-cysteine with sodium thiosulfate in aqueous solution at pH 9 affords mainly L-cystine with noticeable amounts of L-cysteine sulfonic anion -O2CCH(NH+)CH SO-. NMR study revealed the formation of intermediate L-cysteine sulfenic acid and L-cysteine S-sulfite, the latter existing in two active forms -O2CCH(NH2)CH2S(=S)O- and -O CCH(NH)CH SSO-.

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