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Allium discoloration: the precursor and formation of the red pigment in giant onion (Allium giganteum Regel) and some other subgenus Melanocrommyum species

The result's identifiers

  • Result code in IS VaVaI

    <a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F60077344%3A_____%2F11%3A00358482" target="_blank" >RIV/60077344:_____/11:00358482 - isvavai.cz</a>

  • Alternative codes found

    RIV/67985858:_____/11:00358482 RIV/60076658:12220/11:43881932 RIV/60461373:22330/11:43892755

  • Result on the web

    <a href="http://dx.doi.org/10.1021/jf104195k" target="_blank" >http://dx.doi.org/10.1021/jf104195k</a>

  • DOI - Digital Object Identifier

    <a href="http://dx.doi.org/10.1021/jf104195k" target="_blank" >10.1021/jf104195k</a>

Alternative languages

  • Result language

    angličtina

  • Original language name

    Allium discoloration: the precursor and formation of the red pigment in giant onion (Allium giganteum Regel) and some other subgenus Melanocrommyum species

  • Original language description

    The precursor of the orange-red pigment formed upon wounding the bulbs of Allium giganteum (Allium subg. Mclanocrommyum) was isolated and shown to be S-(2-pyrroly)cysteine S-oxide. In addition, two other pyrrolylsulfinyl derivatives were found in an extract from the bulbs, namely, 3-(2-pyrrolylsulfinyl)lactic acid and S-(3-pyrrolyl)c-ysteine S-oxide. Contrary to a previous report, the latter compound was shown not to serve as the precursor of the pigment, being in fact only an artifact formed du:ring isolation. The formation of pyrrolyl-containing compounds following disruption of A. giganteum bulbs was studied by a combination of LC-MS, LC-NMR and DART-MS. It was found that S-(2-pyrroly)cysteine S-oxide is cleaved by a C-S lyase (alliinase) to yield 2-pyrrolesulfenic acid. Two molecules of the latter compound give rise to highly reactive S-(2-pyrrolyl) 2-pyrrolethiosulfinate which in turn converts into red 2,2'-epidithio-3,3'-dipyrrole (dipyrrolo[2,3-d:2',3'-e]-1,2-dithiin).

  • Czech name

  • Czech description

Classification

  • Type

    J<sub>x</sub> - Unclassified - Peer-reviewed scientific article (Jimp, Jsc and Jost)

  • CEP classification

    CE - Biochemistry

  • OECD FORD branch

Result continuities

  • Project

    <a href="/en/project/IAA400720706" target="_blank" >IAA400720706: Structure of silyl moieties through J(29Si-13C) couplings as determined by triple {1H, 13C}29Si NMR experiments</a><br>

  • Continuities

    P - Projekt vyzkumu a vyvoje financovany z verejnych zdroju (s odkazem do CEP)<br>Z - Vyzkumny zamer (s odkazem do CEZ)

Others

  • Publication year

    2011

  • Confidentiality

    S - Úplné a pravdivé údaje o projektu nepodléhají ochraně podle zvláštních právních předpisů

Data specific for result type

  • Name of the periodical

    Journal of Agricultural and Food Chemistry

  • ISSN

    0021-8561

  • e-ISSN

  • Volume of the periodical

    59

  • Issue of the periodical within the volume

    5

  • Country of publishing house

    US - UNITED STATES

  • Number of pages

    8

  • Pages from-to

    1821-1828

  • UT code for WoS article

    000287824400044

  • EID of the result in the Scopus database