Dataset Information

Bioconversion of Corticosterone into Corticosterone-Glucoside by Glucosyltransferase.

ABSTRACT: Glucosylation of the 21-hydroxyl group of glucocorticoid changes its solubility into hydrophilicity from hydrophobicity and, as with glucocorticoid glucuronides as a moving object in vivo, it is conceivable that it exhibits the same behavior. Therefore, glucosylation to the 21-hydroxyl group while maintaining the 11?-hydroxyl group is particularly important, and glucosylation of corticosterone was confirmed by high-resolution mass spectrometry and 1D (¹H and ¹³C) and 2D (COSY, ROESY, HSQC-DEPT and HMBC) NMR. Moreover, the difference in bioactivity between corticosterone and corticosterone 21-glucoside was investigated in vitro. Corticosterone 21-glucoside showed greater neuroprotective effects against H?O?-induced cell death and reactive oxygen species (ROS) compared with corticosterone. These results for the first time demonstrate that bioconversion of corticosterone through the region-selective glucosylation of a novel compound can present structural potential for developing new neuroprotective agents.

SUBMITTER: Yamaguchi T

PROVIDER: S-EPMC6100193 | biostudies-literature | 2018 Jul

REPOSITORIES: biostudies-literature

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Bioconversion of Corticosterone into Corticosterone-Glucoside by Glucosyltransferase.

Yamaguchi Tokutaro T Lee Joo-Ho JH Lim A-Rang AR Sim Joon-Soo JS Yu Eun-Ji EJ Oh Tae-Jin TJ

Molecules (Basel, Switzerland) 20180719 7

Glucosylation of the 21-hydroxyl group of glucocorticoid changes its solubility into hydrophilicity from hydrophobicity and, as with glucocorticoid glucuronides as a moving object in vivo, it is conceivable that it exhibits the same behavior. Therefore, glucosylation to the 21-hydroxyl group while maintaining the 11<i>β</i>-hydroxyl group is particularly important, and glucosylation of corticosterone was confirmed by high-resolution mass spectrometry and 1D (¹H and <sup>13</sup>C) and 2D (COSY, ...[more]

PMID: 30029555

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Dataset Information

Bioconversion of Corticosterone into Corticosterone-Glucoside by Glucosyltransferase.

Publications

Bioconversion of Corticosterone into Corticosterone-Glucoside by Glucosyltransferase.

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