10366-91-3Relevant articles and documents
Purification and cDNA cloning of a wound inducible glucosyltransferase active toward 12-hydroxy jasmonic acid
Seto, Yoshiya,Hamada, Shigeki,Matsuura, Hideyuki,Matsushige, Mana,Satou, Chizuru,Takahashi, Kosaku,Masuta, Chikara,Ito, Hiroyuki,Matsui, Hirokazu,Nabeta, Kensuke
body text, p. 370 - 379 (2009/06/06)
Tuberonic acid (12-hydroxy epi-jasmonic acid, TA) and its glucoside (TAG) were isolated from potato leaflets (Solanum tuberosum L.) and shown to have tuber-inducing properties. The metabolism of jasmonic acid (JA) to TAG in plant leaflets, and translocation of the resulting TAG to the distal parts, was demonstrated in a previous study. It is thought that TAG generated from JA transmits a signal from the damaged parts to the undamaged parts by this mechanism. In this report, the metabolism of TA in higher plants was demonstrated using [12-3H]TA, and a glucosyltransferase active toward TA was purified from the rice cell cultures. The purified protein was shown to be a putative salicylic acid (SA) glucosyltransferase (OsSGT) by MALDI-TOF-MS analysis. Recombinant OsSGT obtained by overexpression in Escherichia coli was active not only toward TA but also toward SA. The OsSGT characterized in this research was not specific, but this is the first report of a glucosyltransferase active toward TA. mRNA expressional analysis of OsSGT and quantification of TA, TAG, SA and SAG after mechanical wounding indicated that OsSGT is involved in the wounding response. These results demonstrated a crucial role for TAG not only in potato tuber formation, but also in the stress response in plants and that the SA glucosyltransferase can work for TA glucosylation.
Synthesis and Characterization of the Salicylic Acid β-D-glucopyranoside
Grynkiewicz, G.,Achmatowicz, O.,Hennig, J.,Indulski, J.,Klessig, D.F.
, p. 1251 - 1254 (2007/10/02)
Simple unambiguous synthesis of salicylic acid β-D-glucopyranoside is described.Analytical and spectral characteristics of the compound, which is important for studies in plant physiology, is presented. Key words: glycosylation, carboxyphenyl, glucoside,
GLUCOSYLATION OF ISOMERIC HYDROXYBENZOIC ACIDS BY CELL SUSPENSION CULTURES OF MALLOTUS JAPONICUS
Tanaka, Shigeo,Hayakawa, Keiko,Umetani, Yasuko,Tabata, Mamoru
, p. 1555 - 1558 (2007/10/02)
Cultured cells of Mallotus japonicus converted exogenous o-hydroxybenzoic acid into its O-glucoside after a lag period of 8 hr during which time the aglycone was taken up rapidly by the cells, partly excreted and then re-absorbed.The glucosylation of the aglycone into o-O-β-D-glucosylbenzoic acid began almost simultaneously with the induction of glucosyltransferase activity, and ca 78percent of the aglycone administered was transformed into the glucoside in 12 hr.On the other hand, m- and p-hydroxybenzoic acids were glucosylated immediately after administration, the latter yielding both its O-glucoside and glucose ester.Inhibitor experiments suggested the possible participation of either 70S or 80S ribosomes in the glucosylation of isomeric hydroxybenzoic acids.
GLUCOSYLATION OF PHENOLIC COMPOUNDS BY PLANT CELL CULTURES
Tabata, Mamoru,Umetani, Yasuko,Ooya, Mitsuko,Tanaka, Shigeo
, p. 809 - 814 (2007/10/02)
Key Word Index-Glucosylation; biotransformation; plant cell culture; simple phenol;coumarin; flavonoid; anthraquinone.Ten culture strains derived from seven species of plants were examined for their ability to glucosylate exogenous phenolic compounds including four simple phenols, four coumarins, three flavonoids and three anthraquuinones.Suspension cultures of Datura, Lithospermum, Perilla and Catharanthus were capable of glucosylating m-hydroxybenzoic acid, umbelliferone, esculetin, daphnetin and liquiritigenin.In particular, Datura cultures glucosylated ca 90percent of umbelliferon within 24 hr after administration.Only Perilla cultures were capable of gucosylating rhein and emodin.The ability of glucosylating isomeric hydroxybenzoic acids varied widely with culture strains.A culture strain of Mallotus transformed p-hydroxybenzoic acid to p-O-β-D-glucosylbenzoic acid and p-hydroxybenzoic acid glucose ester, whereas only o-O-β-D-glucosylbenzoic acid was formed from o-hydroxybenzoic acid.
