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Precursors and formation of pyrithione and other pyridyl-containing sulfur compounds in drumstick onion, Allium stipitatum

SYSNO ASEP	0359831
Document Type	J - Journal Article
R&D Document Type	Journal Article
Subsidiary J	Článek ve WOS
Title	Precursors and formation of pyrithione and other pyridyl-containing sulfur compounds in drumstick onion, Allium stipitatum
Author(s)	Kubec, R. (CZ) Krejčová, P. (CZ) Šimek, Petr (BC-A)_{RID, ORCID} Václavík, L. (CZ) Hajšlová, J. (CZ) Schraml, Jan (UCHP-M)_{RID, ORCID, SAI}
Number of authors	6
Source Title	Journal of Agricultural and Food Chemistry. - : American Chemical Society - ISSN 0021-8561 Roč. 59, č. 10 (2011), s. 5763-5770
Number of pages	8 s.
Language	eng - English
Country	US - United States
Keywords	Allium stipitatum ; S-(2-pyridyl)cysteine N-oxide ; marasmin
Subject RIV	CE - Biochemistry
R&D Projects	IAA400720706 GA AV ČR - Academy of Sciences of the Czech Republic (AV ČR)
CEZ	AV0Z50070508 - ENTU-I, BC-A (2005-2011)
	AV0Z40720504 - UCHP-M (2005-2011)
UT WOS	000290691300076
DOI	10.1021/jf200704n
Annotation	Two novel, cysteine derivatives were isolated from the bulbs of Allium stipitatum (Allium sub) and shown to be S-(2-pyridyl)cysteine N-oxide and S-(2-pyridyl) glutathione N-oxide. The former compound is the first example of a naturally occurring alliinase substrate that contains an N-oxide functionality instead of the S-oxide group. In addition, S-methylcysteine S-oxide (methiin) and S-methyl thiomethyl)cysteine 4-oxide (marasmin) were found in the bulbs. The alliinase-mediated formation of pyridyl-containing compounds following disruption of A. stipitatum bulbs was studied by a combination of HPLC-MS, HPLC-PDA, DART-MS, and NMR techniques. No pyridyl-containing thiosulfinates are present in homogenized bulbs. Instead, various pyridine N-oxides such as N-hydroxypyridine-2(1H)-thione (pyrithione), 2-(methyldithio)pyridine N-oxide, 2-(methylthio) methyldithio]pyridine N-oxide, di(2-pyridyl) disulfide N-oxide, and di(2-pyridyl) disulfide N,N0-dioxide are reported.
Workplace	Biology Centre (since 2006)
Contact	Dana Hypšová, eje@eje.cz, Tel.: 387 775 214
Year of Publishing	2012

Number of the records: 1