Unveiling the phytoalexin biosynthetic puzzle in salt cress: unprecedented incorporation of glucobrassicin into wasalexins A and B.
Org Biomol Chem
; 8(22): 5150-8, 2010 Nov 21.
Article
em En
| MEDLINE
| ID: mdl-20848032
ABSTRACT
Salt cress (Thellungiella salsuginea also known as T. halophila) is a wild cruciferous extremophile highly resistant to salt, drought, and cold. The recent discovery that salt cress produces the phytoalexins wasalexins A and B, and the phytoanticipins 1-methoxyglucobrassicin and 4-methoxyglucobrassicin in relatively higher amounts than other cruciferous species, prompted investigation of their biosynthetic relationships. Toward this end, perdeuterated 1-methoxybrassinin, l-Trp, glucobrassicin, 1-methoxyindolyl-3-acetaldoxime, brassinin, and methionine, as well as the corresponding natural abundance compounds, were administered to salt cress plants previously irradiated with UV-light (λ(max) 254 nm). Remarkably, administration of hexadeuterated glucobrassicin led to incorporation of several deuterium atoms into wasalexins A and B, 1-methoxyglucobrassicin and 4-methoxyglucobrassicin. This unprecedented discovery suggests that glucobrassicin is a biosynthetic precursor of wasalexins and methoxylated glucosinolates in salt cress.
Texto completo:
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Base de dados:
MEDLINE
Assunto principal:
Sesquiterpenos
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Sulfetos
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Brassicaceae
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Glucosinolatos
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Indóis
Idioma:
En
Ano de publicação:
2010
Tipo de documento:
Article