Synthesis of a series of phenylacetic acid 1-β-O-acyl glucosides and comparison of their acyl migration and hydrolysis kinetics with the corresponding acyl glucuronides

We report the synthesis of the 1-β- O -acyl glucoside conjugates of phenylacetic acid (PAA), R- and S-α-methyl-PAA and α,α′-dimethyl-PAA, and measurement of their transacylation and hydrolysis reactivity by NMR methods. These are analogues of acyl glucuronides, the transacylation kinetics of which c...

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Veröffentlicht in:	Organic & biomolecular chemistry 2011-02, Vol.9 (3), p.926-934
Hauptverfasser:	Iddon, Lisa, Richards, Selena E, Johnson, Caroline H, Harding, John R, Wilson, Ian D, Nicholson, Jeremy K, Lindon, John C, Stachulski, Andrew V
Format:	Artikel
Sprache:	eng
Schlagworte:	Acylation Glucuronides - chemical synthesis Hydrolysis Isomerism Kinetics Molecular Structure Phenylacetates - chemistry
Online-Zugang:	Volltext
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