PRIMARY AND SECONDARY DEUTERIUM ISOTOPE EFFECTS ON RATE OF MUTAROTATION OF FULLY DEUTERIATED GLUCOSE AND MANNOSE
The rates of mutarotation of glucose, fully deuteriated D-glucose, D- glucose-1-d, D-mannose, and fully deuteriated D-mannose in H/sub 2/0, D/sub 2/0, and H/sub 2/0 --D/sub 2/0 mixtures, and in the presence of 0 to 0.05 M perchloric acid, at 25 deg , were studied. The decrease in rate in D/sub 2/0 represents a primary isotope effect in that 0-- H and 0-- D bonds are broken and reformed. The secondary isotope effect on mutarotation is a consequence of the presence of C--D rather than C--H bonds in the molecule and also results in a decrease in the rate of mutarotation. For fully deuteriated glucose, the secondary isotope effect amounts to about 17% in water and about 16% in D/sub 2/0 in neutral solution. The secondary isotope effect is essentially the same as for c-glucose- 1-d, and may be accounted for by the supposition that the principal effect on the rate of mutarotation is due to the replacement of D for H in the carbon-hydrogen bond at carbon atom 1. (auth)
- Research Organization:
- Argonne National Lab., Ill.
- Sponsoring Organization:
- USDOE
- NSA Number:
- NSA-15-027524
- OSTI ID:
- 4842064
- Journal Information:
- Journal of the American Chemical Society (U.S.), Journal Name: Journal of the American Chemical Society (U.S.) Vol. Vol: 83; ISSN JACSA
- Country of Publication:
- Country unknown/Code not available
- Language:
- English
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