4

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Do sugar alcohols cause glycation

Answered on August 19, 2014
Created January 09, 2013 at 7:35 PM

Do sugar alcohols cause glycation as sugar does?

A2c38be4c54c91a15071f82f14cac0b3

(12682)

on January 09, 2013
at 10:39 PM

Maybe they don't glycate directly, but I thought activation of the polyol pathway (e.g. during metabolism of sorbitol) contributes to increased AGE's by lowering glutathione levels.

32f5749fa6cf7adbeb0b0b031ba82b46

(41767)

on January 09, 2013
at 08:59 PM

IIRC, sugar alcohols tend to be poorly absorbed in the gut (causing bowel issues in some folks at high doses), so there's even less chance there's glycation issues.

32f5749fa6cf7adbeb0b0b031ba82b46

(41767)

on January 09, 2013
at 08:56 PM

You'd have to reoxidize the sugar alcohol to get back a reducing sugar. There's no enol in sugar alcohols, so you can't tautomerize them back to the carbonyl. I'm guessing that reoxidation is possible in the body, but it's a high energy process (which is why sugar alcohols have so much less energy per gram than carbohydrates).

510bdda8988ed0d4b0ec0b738b4edb73

(20898)

on January 09, 2013
at 08:11 PM

remember though, keto-enol tautomerism shows that it trivial to convert between the ketone and the alcohol group. This is why I'm against sugar alcohols, in your body they will likely convert to the more stable ketone version and become sugar.

194d8e8140425057fe06202e1e5822a7

(3979)

on January 09, 2013
at 07:50 PM

This is a good question. I've been wondering this since I realized that xylitol was making me crave carbs.

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1 Answers

2
32f5749fa6cf7adbeb0b0b031ba82b46

(41767)

on January 09, 2013
at 08:00 PM

Shouldn't. Glycation occurs because of the reactive aldehyde (glucose) or ketone (fructose) (carbon-oxygen double bond) present. Sugar alcohols have had this functionality reduced to the alcohol (hence the name).

do-sugar-alcohols-cause-glycation

do-sugar-alcohols-cause-glycation

do-sugar-alcohols-cause-glycation

Sorbitol (top) vs glucose (middle) vs fructose (bottom)

32f5749fa6cf7adbeb0b0b031ba82b46

(41767)

on January 09, 2013
at 08:56 PM

You'd have to reoxidize the sugar alcohol to get back a reducing sugar. There's no enol in sugar alcohols, so you can't tautomerize them back to the carbonyl. I'm guessing that reoxidation is possible in the body, but it's a high energy process (which is why sugar alcohols have so much less energy per gram than carbohydrates).

A2c38be4c54c91a15071f82f14cac0b3

(12682)

on January 09, 2013
at 10:39 PM

Maybe they don't glycate directly, but I thought activation of the polyol pathway (e.g. during metabolism of sorbitol) contributes to increased AGE's by lowering glutathione levels.

510bdda8988ed0d4b0ec0b738b4edb73

(20898)

on January 09, 2013
at 08:11 PM

remember though, keto-enol tautomerism shows that it trivial to convert between the ketone and the alcohol group. This is why I'm against sugar alcohols, in your body they will likely convert to the more stable ketone version and become sugar.

32f5749fa6cf7adbeb0b0b031ba82b46

(41767)

on January 09, 2013
at 08:59 PM

IIRC, sugar alcohols tend to be poorly absorbed in the gut (causing bowel issues in some folks at high doses), so there's even less chance there's glycation issues.

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