25545-07-7Relevant academic research and scientific papers
INCORPORATION OF SHIKIMIC ACID INTO p-HYDROXYBENZOIC ACID IN LITHOSPERMUM ERYTHRORHIZON CELL CULTURES
Heide, Lutz,Floss, Heinz G.,Tabata, Mamoru
, p. 2643 - 2646 (1989)
Shikimic acid was fed to cell cultures of Lithospermum erythrorhizon which accumulate p-hydroxybenzoic acid as its β-O-D-glucoside. 13C NMR analysis of p-hydroxybenzoic acid β-O-glucoside showed that incorporation of shikimate proceeds with complete loss of carboxy group, i.e. exclusively via the prephenate-cinnamate pathway.Key Word Index - Lithospermum erythrorhizon; Boraginaceae; cell cultures; biosynthesis; 13C-labelling; naphthoquinones; shikonin; p-hydroxybenzoic acid; shikimic acid.
Engineering faster transglycosidases and their acceptor specificity
Tran, Linh T.,Blay, Vincent,Luang, Sukanya,Eurtivong, Chatchakorn,Choknud, Sunaree,González-Diáz, Humbert,Ketudat Cairns, James R.
supporting information, p. 2823 - 2836 (2019/06/13)
Transglycosidases are enzymes that have the potential to catalyze the synthesis of a wide range of high-value compounds starting from biomass-derived feedstocks. Improving their activity and broadening the substrate range are important goals to enable the widespread application of this family of biocatalysts. In this work, we engineered 20 mutants of the rice transglycosidase Os9BGlu31 and evaluated their catalysis in 462 reactions over 18 different substrates. This allowed us to identify mutants that expanded their substrate range and showed high activity, including W243L and W243N. We also developed double mutants that show very high activity on certain substrates and exceptional specificity towards hydrolysis, such as L241D/W243N. In order to guide a more general use of Os9BGlu31 variants as transglycosylation catalysts, we built cheminformatics models based on topological descriptors of the substrates. These models showed useful predictive potential on the external validation set and are allowing the identification of efficient catalytic routes to novel phytohormone and antibiotic glucoconjugates of interest.
Skin aging inhibitor
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Paragraph 0042; 0044, (2018/09/22)
PROBLEM TO BE SOLVED: To provide a skin aging inhibitor. SOLUTION: A skin aging inhibitor contains, as an active ingredient, at least one compound selected from a hydroxy benzoic acid represented by formula (1) and a derivative thereof [in the formula R1 is hydrogen, a methyl group or a glucosyl group; in the formula R2 is a group selected from the group consisting of hydrogen, a C1-8 linear or branched hydrocarbon group, an aromatic hydrocarbon group, and a sugar residue of glucose or sorbitol] and a salt thereof. SELECTED DRAWING: None COPYRIGHT: (C)2018,JPOandINPIT
NOVEL GLYCOSYLTRANSFERASE, NOVEL GLYCOSYLTRANSFERASE GENE, AND NOVEL GLYCOSYL DONOR COMPOUND
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Paragraph 0155, (2015/09/22)
An object of the present invention is to provide a sugar donating reagent comprising a sugar donor compound other than a sugar nucleotide and an enzyme capable of catalyzing a glycosyl transfer reaction using a sugar donor compound other than a sugar nucleotide. The present invention provides the following: a sugar donating reagent containing a compound of formula (A): wherein R 1 is independently selected from hydrogen, or C 1-6 alkyl, C 2-6 alkenyl, and C 2-6 alkynyl in which each of the groups is unsubstituted or substituted with one or more groups selected from OH, F, Cl, Br, I, CN, NO 2 , and SO 2 , n is 0, 1, 2, 3, 4 or 5, m is 0 or 1, and X represents a monosaccharide bound via a 2 bond on its anomeric carbon; a glycosyltransferase capable of catalyzing a glycosyl transfer reaction using the sugar donor; and a glycosyltransferase gene comprising DNA encoding the glycosyltransferase.
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.
GLUCOSIDES AND GLUCOSE ESTERS OF HYDROXYBENZOIC ACIDS IN PLANTS
Klick, Silke,Herrmann, Karl
, p. 2177 - 2180 (2007/10/02)
Pinaceae; Brassicaceae; Solanaceae; Lamiaceae; hydroxybenzoic acid glucosides; hydroxybenzoylglucoses; glucose derivatives.Six hydroxybenzoic acid glucosides and three hydroxybenzoylglucoses were synthesized as reference substances and their content in plant extracts was determined by means of capillary GC and HPLC.The results suggest a wide distribution for the glucosides, whereas the glucose esters occur less frequently.
