4

I recently purchased Dextrose from a local bulkfood store. I want to use it instead of table sugar. My concern is that it may be l-glucose instead of d-glucose. According to Wikipedia l-glucose is too expensive to produce but l-glucose produces laxative effects which is what I'm experiencing when I consume this dextrose.

Any tests I can do to check if it's truly d-glucose?

user8893
  • 43
  • 3

1 Answers1

5

The canonical experiment is to measure the optical activity (rotation of plane polarized light) by a solution of the substance. Dextrose, unsurprisingly, is dextrorotatory (rotates light to the "right"). l-glucose is levorotatory (rotates to the "left"). Two things to keep in mind: There are different d and l nomenclatures. A compound labeled "D-" is not always dextrorotatory.) Also, optical activity is only definitive if you've already established the compound is d-/l-glucose. If it's fructose ("levulose") or some other carbohydrate, the normally occuring isomer could be the levorotatry one.

Given that you likely don't have a polarimeter handy, another easy experiment you can do is to add some yeast to a weak solution of the sugar. Yeast can readily use d-glucose, but should have a difficult time fermenting l-glucose. The reason for this is that the enzymes which catalyze the utilization of glucose are chiral, and will only match the typical d- configuration. l-glucose won't fit, like a left foot doesn't fit well into a right shoe.

All that said, it's so exceedingly unlikely that you were sold l-glucose that it boggles the mind. First off, there's the labeling concern. "Dextrose" specifically means the d- isomer, so anyone selling l-glucose as dextrose is committing fraud. Secondly, the price differential is astronomical. Spot checking, from a chemical supplier l-glucose costs over \$50 per gram (so ~\$400 per teaspoon). In comparison, d-glucose of a similar grade from the same supplier is around \$0.04 per gram (so \$0.30 per teaspoon). With over a thousand-fold price differential, someone along the way would recognize if they were accidentally selling l-glucose.

R.M.
  • 4,884
  • 1
  • 19
  • 32
  • Ok, then I should be sound assuming that I'm consuming d-glucose. I am going to try the yeast trick eventually. Thank you R.M. – user8893 Apr 14 '16 at 15:02