39015-85-5

Usage

Uses

Used in Pharmaceutical Industry:
Terpineol-O-glucopyranoside is used as a potential antimicrobial, antioxidant, and anti-inflammatory agent for developing new natural products for health and wellness.
Used in Cosmetics Industry:
Terpineol-O-glucopyranoside is used as a natural ingredient for its pleasant floral odor and potential antimicrobial, antioxidant, and anti-inflammatory properties.
Used in Natural Medicine:
Terpineol-O-glucopyranoside is used for its potential health benefits, including antimicrobial, antioxidant, and anti-inflammatory properties, making it a subject of interest for developing new natural products for health and wellness.

InChI:InChI=1/C16H28O6/c1-9-4-6-10(7-5-9)16(2,3)22-15-14(20)13(19)12(18)11(8-17)21-15/h4,10-15,17-20H,5-8H2,1-3H3/t10?,11-,12-,13+,14-,15+/m1/s1

Upstream product

• 98-55-5 terpineol 
• 572-09-8 2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl bromide 
• 50-99-7 D-glucose 
• 84582-23-0 (+/-)-α-terpineol-2,3,4,6-tetra-O-acetyl-β-D-glucopyranoside 

Relevant academic research and scientific papers

Glucoside compound with clove flower aroma and preparation method thereof

The present invention provides a glucoside compound with a clove flower aroma, and the structural general formula is shown in the specification, and P is H or acetyl. The invention also provides a preparation method of the glucoside compound with the clove flower aroma, and by glucose and alcohol combination, the glucoside compound with the clove flower aroma is prepared, and the glucoside compound with the clove flower aroma has the characteristics of high stability, high solubility in water, pure fragrance and the like.

Discovery of new biocatalysts for the glycosylation of terpenoid scaffolds

The synthesis of terpenoid glycosides typically uses a chemical strategy since few biocatalysts have been identified that recognise these scaffolds. In this study, a platform of 107 recombinant glycosyltransferases (GTs), comprising the multigene family of small molecule GTs of Arabidopsis thaliana have been screened against a range of model terpenoid acceptors to identify those enzymes with high activity. Twenty-seven GTs are shown to glycosylate a diversity of mono-, sesquiand diterpenes, such as geraniol, perillyl alcohol, artemisinic acid and retinoic acid. Certain enzymes showing substantial sequence similarity recognise terpenoids containing a primary alcohol, irrespective of the linear or cyclical structure of the scaffold; other GTs glycosylate scaffolds containing secondary and tertiary alcohols; the carboxyl group of other terpenoids also represents a feature that is recognized by GTs previously known to form glucose esters with many different compounds. These data underpin the rapid prediction of potential biocatalysts from GT sequence information. To explore the potential of GTs as biocatalysts, their use for the production of terpenoid glycosides was investigated by using a microbial-based whole-cell biotransformation system capable of regenerating the cofactor, UDP-glucose. A high cell density fermentation system was shown to produce several hundred milligrams of a model terpenoid, geranyl-glucoside. The activities of the GTs are discussed in relation to their substrate recognition and their utility in biotransformations as a complement or alternative to chemical synthesis.

Preparation of New Terpenyl β-D-Glucopyranosides by a Modified Koenigs-Knorr Procedure.

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.