Glucuronidation reactions hydroxy groups

Sulfation is another common form of conjugation predominately found with phenolic compounds however, sulfate esters can also be formed with alcohols, aryl-amines, and N-hydroxy compounds. Sulfation involves the transfer of S03 from 3 -phosphoadenosine-5 -phosphosulfate (PAPS) to one of the above-mentioned functional groups by an enzyme-catalyzed reaction involving the cytosolic enzymes (sulfotransferases), as illustrated in Fig. 24 [11]. It is common to find phenolic compounds that are metabolized by both sulfation and glucuronidation, as they are often competing pathways. However, sulfation has a significant limitation... 

According to Kaneko (2010), the major metabohc reaction is ester hydrolysis followed by hydroxylation of the alcohol moiety and its subsequent oxidation to an acid. The cyano group of the alcohol, benzeneacetonitrile, a-hydroxy-3-phenoxy (CAS no. 39515-47-4) is converted to an SCN ion. The major metabolites of the acid moiety are cyclopropylcarboxylic acid and its glucuronide, while the alcohol moiety is converted to PB acid (benzoic acid, 3-phenoxy) (CAS no. 3739-38-6), 4 -OH PB acid (benzoic acid, 3-(4-hydroxyphenoxy)) (CAS no. 35065-12-4), and the sulfate of 4 -OH-PB acid (benzoic acid, 3-[4-(sulfooxy)phenoxy]) (CAS no. 58218-91-0). 

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