Glycoside hydrolysis optical rotation

Complete hydrolysis of the polyglycoses gave the starting monomer. Hydrolysis with dilute acid gave an initial rise in optical rotation which was attributed to the hydrolysis of furanosidic bonds. The positive rotations suggest the presence of o-d as well as of 0-D-glycosidic linkages. The isolation... 

Hydrolysis at the glycosidic bond occurs also during irradiation of sucrose in aqueous solution, and acid is produced. " Changes in the ultraviolet absorption spectrum have also been noted, and the over-all change in optical rotation accompanying inversion was proposed by Wright for use as a pile-radiation dosimeter. The chemical effects of radiation on sucrose solutions have been investigated by Wolfrom, Binkley, and McCabe ... 

With regard to the primary reaction product. Salmonella typhimurium sialidase behaves quite differently, since it was reported not to retain the configuration of sialic acid during the hydrolysis of Neu5Ac /7-nitrophenyl a-glycoside. As primary reaction product the P-isomer was detected by optical rotation measurements [759,760]. 

Changes in optical rotation have been popular with those investigating glycoside hydrolysis since Wilhemy in 1850, using the newly invented polarimeter, demonstrated that hydrolysis of glycosides follows the first-order rate equation, k = 1/t log a/(a — x). Rate constants were then ob-tmned for the acid-catalyzed hydrolysis of salicin, - starch, maltose, lactose, methyl a- and /9-n-glucopyranoside, methyl a- and /S-n-galacto-pyranoside, - sucrose, and raffinose. ... 

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