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Benzyl mercapturic acid

It has long been known that benzyl chloride yields urinary benzyl-mercapturic acid but that benzyl alcohol and benzaldehyde do not. Postulation of a thiol intermediate would explain these findings. [Pg.218]

Organic isothiocyanates have been isolated from marine fauna and plants . Alkyl, allyl and benzyl isothiocyanates occur in nature as glucosinolates, in plants such as garden cress, horseradish and mustard. Their principal metabolite is a mercapturic acid (26) present in urine. It is analysed by decomposing at pH 5 according to reaction 41 the isothiocyanate is treated with -butylamine (reaction 39, X = S) and the resulting thiourea is extracted and analysed by HPLC. ... [Pg.224]

Cohen and Smith (1964) found locusts and other insects produce glutathione and cysteine conjugates from bromosulf onphthalein, benzyl chloride, p-chlorobenzyl chloride, p-nitrobonzyl bromide, l-ch oro-2,4-dinitrobenzene, 1-fluorodinitrobenzene, and 1,2-dichIoro-4-nitrobenzene. However, little or none of the mercapturic acid was found in the excreta. [Pg.292]

Tissue extracts which exhibit little acetylation in contrast to slices actively deacetylate mercapturic acids (Bray and James, 19f30). Kidney extracts are more active than liver. The deacetylase content of extracts of rat, rabbit, and guinea pig liver were roughly equivalent but varied with the type of substituent on the sulfur. For example, the rabbit dc-acetylase activity toward jV-acetyl-S-benzyl-L-cysteine was low, w hereas toward iV-acetyI- S-butylcysteine it w as high. Bray and James concluded that there is little to support the view that tiie failure of the guinea pig to excrete significant amounts of mercapturic acids is due to the deacetylase activity of its tissues. Probably the failure is in part in the acetylation process and in part due to convemion of the S-substituted cysteines into other metabolism products. [Pg.292]

The metabolism of benzyl acetate involves very rapid hydrolysis to acetate and benzyl alcohol. The latter is subsequently mainly oxidized to benzaldehyde and benzoic acid. A small part of the benzyl alcohol may be conjugated with sulfate, leading, ultimately, to fonnation of a glutathione conjugate that is excreted as mercapturate in urine. The benzoic acid is excreted mainly as hippurate and, to a lesser extent, as acyl glucuronide (see Figure 1). [Pg.1257]


See other pages where Benzyl mercapturic acid is mentioned: [Pg.463]    [Pg.843]    [Pg.291]    [Pg.463]    [Pg.843]    [Pg.291]    [Pg.169]    [Pg.1259]    [Pg.783]    [Pg.331]    [Pg.286]    [Pg.286]   
See also in sourсe #XX -- [ Pg.293 ]




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