- Two trifunctional leloir glycosyltransferases as biocatalysts for natural products glycodiversification
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Two promiscuous Bacillus licheniformis glycosyltransferases, YdhE and YojK, exhibited prominent stereospecific but nonregiospecific glycosylation activity of 20 different classes of 59 structurally different natural and non-natural products. Both enzymes transferred various sugars at three nucleophilic groups (OH, NH2, SH) of diverse compounds to produce O-, N-, and S-glycosides. The enzymes also displayed a catalytic reversibility potential for a one-pot transglycosylation, thus bestowing a cost-effective application in biosynthesis of glycodiversified natural products in drug discovery.
- Pandey, Ramesh Prasad,Bashyal, Puspalata,Parajuli, Prakash,Yamaguchi, Tokutaro,Sohng, Jae Kyung
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supporting information
p. 8058 - 8064
(2019/10/14)
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- An improved synthesis of the antimicrobial thymol- and Carvacrol-β-D-Glucopyranosides
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Thymol (1) and Carvacrol (2) are monoterpenoid natural products that display in vitro antimicrobial activity against Campylobacter jejuni and coli, food-borne pathogens found in animal distal guts/avian crops that commonly contaminate meat and poultry dur
- Walker, Melanie,Robison, Ashlee,Collins, William R.
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p. 338 - 342
(2016/09/09)
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- Synthesis of selected naturally occurring glucosides of volatile compounds. Their chromatographic and spectroscopic properties
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Naturally occurring glucosides of benzyl alcohol, (±)-menthol, (+)-borneol, thymol, carvacrol and eugenol were synthesized by the Koenigs-Knorr-Zemplen method (yields 19.5-52.2 %). Their β-D-glucopyranosidic structures were determined by one- and two-dimensional homo-and heteronuclear 1H and 13C NMR spectroscopy. The β-configuration was additionally confirmed by the hydrolysis with β-glucosidase. Tetraacetyl-β-D-glucopyranosides, as intermediates, were GC-MS analyzed. Diastereomeric β-glucoside tetraacetates of (±)-menthol were well separated on the HP-101 column. The mass spectra of glucopyranoside tetraacetates were mutually compared, as well as with the spectra of their aglycones.
- Mastelic, Josip,Jerkovic, Igor,Vinkovic, Marijana,Dzolic, Zoran,Vikic-Topic, Drazen
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p. 491 - 500
(2007/10/03)
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- Preparation of New Terpenyl β-D-Glucopyranosides by a Modified Koenigs-Knorr Procedure.
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Ten new hemi- and monoterpenyl β-D-glucopyranosides have been prepared by a modification of the Koenigs-Knorr procedure which utilises silver fluoroacetate as a soluble catalyst coupled with the introduction of a basic ion-exchange resin to effect the deacetylation step.Most of these compounds could not be obtained in acceptable yields using the classical procedure.
- Ackermann, Irmtraud E.,Banthorpe, Derek V.,Fordham, William D.,Kinder, John P.,Poots, Ian
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