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The author is not a physician. The content on this website does not, and is not intended to constitute medical advice. It should not be relied upon when making medical decisions. It is not intended as a substitute for advice from your physician or other healthcare provider.

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Trehalose (Double-sweet)

Category: Biology
Posted on: June 5, 2007 6:47 PM, by Molecule of the Day

Trehalose is a simple head-to-head dimer of glucose:

InChI=1/C12H22O11/c13-1-3-5(15)7(17)9(19)11(21-3)23-12-10(20)8(18)6(16)4(2-14)22-12/h3-20H,1-2H2/t3-,4+,5-,6+,7+,8-,9-,10+,11-,12+

Like a lot of sugars, it holds onto water like crazy; some plants use it as a protectant in dry conditions.


Molecular biologists also use it in PCR; apparently, it stabilizes the enzyme, while destabilizing the dsDNA produced by the reaction.

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Comments

I think you should check your stereochemistry. The ring on the right looks like L-glucose to me... looks like its wrong on Wikipedia too if thats where you got the structure.

Posted by: Handles | June 6, 2007 3:02 AM

Looks OK to me on 2nd glance. Remember, they're both alpha-, so one will look a little wonky...

Posted by: Molecule of the Day | June 6, 2007 6:10 PM

Try building a molecular model of one ring and superimposing it on the other. They should match; they dont.

Posted by: Handles | June 6, 2007 6:44 PM

My mistake, thanks for being insistent about it. Fixed.

Posted by: Molecule of the Day | June 6, 2007 7:15 PM

Carbohydrates are tricksy. I recently spotted 3 or 4 similar errors in the online catalog of a fairly major chemical supplier (all fixed now). Buyer beware.

Posted by: Handles | June 6, 2007 9:01 PM

What's the origin of the name of this carbohydrate? Trehalose, sounds like three halos, but there are really only two ;-) I have to assume it's not related to psicose although all these sugars are going to my head

db

Posted by: David Bradley | June 7, 2007 3:52 AM

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