Enzymatic Synthesis of Novel and Highly Soluble Puerarin Glucoside by Deinococcus geothermalis Amylosucrase

Abstract

Puerarin (daidzein-8-C-glucoside) is an isoflavone isolated from several leguminous plants of the genus Pueraria. Puerarin possesses several pharmacological properties; however, the poor solubility of puerarin limits its applications. To resolve this poor solubility, Deinococcus geothermalis amylosucrase (DgAS) was used to modify puerarin into more soluble derivatives. The results showed that DgAS could biotransform puerarin into a novel compound: puerarin-4′-O-α-glucoside. The biotransformation reaction was manipulated at different temperatures, pH values, sucrose concentrations, reaction times, and enzyme concentrations. The results showed that the optimal reaction condition was biotransformed by 200 μg/mL DgAS with 20% (w/v) sucrose at pH 6 and incubated at 40 °C for 48 h, and the optimal production yield was 35.1%. Puerarin-4′-O-α-glucoside showed 129-fold higher solubility than that of puerarin and, thus, could be further applied for pharmacological use in the future.

Protective effects and mechanism of puerarin targeting PI3K/Akt signal pathway on neurological diseases

“…To overcome this limitation, microemulsions and self-microemulsifying drug delivery systems ( Zhang, 2019 ), dendrimers ( Gu et al, 2013 ), nanoparticle carriers ( Chen et al, 2019 ), nanocrystals ( Xiong et al, 2019 ) and other drug delivery systems were used to improve the bioavailability and brain targeting of puerarin. In addition, structural biotransformation of puerarin using sucrose amylosucrase ( Ding et al, 2022 ), microbial and free enzymes ( Liu B. et al, 2016 ) was also able to improve the bioavailability of puerarin. All of the above are of great value in advancing the research and application of puerarin.…”

Secretory expression of amylosucrase in Bacillus licheniformis through twin-arginine translocation pathway

“…Examples include carbohydrate-based dendritic nanoparticles (Putaux et al., 2006 ; Lee et al., 2022 ;) and baicalein-6-glucoside, which boasts enhanced stability, water solubility, and improved physiological properties (Kim et al., 2014 ), unusual quercetin diglucosides and isoquercitrin glucosides (Rha et al., 2020a , 2020b ) are among the compounds whose bioavailability can be enhanced through glycosylation by AS (Moon et al., 2021 ). This enzyme can also catalyze the formation of both α and β anomers of glycosides in triterpenoids from the medicinal fungus Ganoderma lucidum (Wu et al., 2022 ), and improve the solubility of puerarin (Ding et al., 2022 ).…”