Alpha Lipoic Acid polymerization question

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Discussion Overview

The discussion revolves around the stability and absorption of R-Alpha Lipoic Acid (RALA) as a dietary supplement, particularly focusing on its polymerization at elevated temperatures and in acidic environments like the stomach. Participants explore the implications of using stabilized forms such as Na-RALA and K-RALA, and the mechanisms of absorption and polymerization in the gastrointestinal tract.

Discussion Character

  • Exploratory
  • Technical explanation
  • Debate/contested

Main Points Raised

  • One participant notes that RALA is unstable and polymerizes at 40-50 degrees C, becoming unabsorbable, and questions what happens when it reaches the stomach.
  • Another participant suggests that the uptake of the ionic form (Na-RALA) is faster than that of the standard acid form (RALA), and that the rate of acidic polymerization is slow relative to absorption.
  • A participant seeks clarification on whether the ionic form is indeed absorbed quicker than the acid form and questions the mechanisms behind this difference.
  • There is a suggestion that the dissolution rate of the ionic form is faster than that of the acid form, and that absorption may relate to biological factors such as affinity or ion channels.
  • One participant mentions that enteric coatings can protect supplements from stomach acid, allowing them to dissolve in the small intestine instead.

Areas of Agreement / Disagreement

Participants express varying viewpoints on the absorption rates of different forms of RALA and the implications of polymerization. There is no consensus on the biological mechanisms involved in absorption or the effectiveness of enteric coatings.

Contextual Notes

Participants acknowledge uncertainty regarding the biological processes of absorption in the stomach and the specific conditions under which polymerization occurs. The discussion does not resolve these uncertainties.

Who May Find This Useful

This discussion may be of interest to individuals considering R-Alpha Lipoic Acid supplements, those curious about the effects of polymerization on supplement efficacy, and readers interested in the mechanisms of nutrient absorption in the gastrointestinal tract.

physicsnnewbie
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I am taking R-Alpha Lipoic Acid (RALA) as a supplement, however apparently it's very unstable and polymerizes at about 40-50 degrees C and becomes unabsorbable. Apparently it also polymerizes when it reaches the stomach. There are also stabilized forms such as Na-RALA and K-RALA. Now what i want to know is what happens when this chelated form reaches the stomach. Wouldn't the RALA immediately dissociate from the cation and still polymerize? I am probably way off here, but i would much appreciate it if someone could explain to me what happens when it reaches the stomach.

Cheers.
 
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physicsnnewbie said:
I am taking R-Alpha Lipoic Acid (RALA) as a supplement, however apparently it's very unstable and polymerizes at about 40-50 degrees C and becomes unabsorbable. Apparently it also polymerizes when it reaches the stomach. There are also stabilized forms such as Na-RALA and K-RALA. Now what i want to know is what happens when this chelated form reaches the stomach. Wouldn't the RALA immediately dissociate from the cation and still polymerize? I am probably way off here, but i would much appreciate it if someone could explain to me what happens when it reaches the stomach.

Cheers.

The uptake of the ionic form is faster then that the conjugate acid adding to this the rate of acidic polymerization is actually slow relative to the rate of absorption by the stomach. Also the rate of dissolution of the ionic form is faster. My guess is that the basic site has to be protonated and this also influences the rate of polymerization by the acidic route.
 
Thanks GCT. Are you saying the uptake of the Ionic form (NaRALA) is quicker than the normal acid form (RALA) or did i misinterpret that? If this is so why is it quicker? Also assuming the standard form RALA is not polymerized before it is injested, you saying that most of it would be absorbed before it polymerizes due to absorption being quicker than the polymerization, correct?

Cheers
 
Yes for the last part. The dissolution of the ionic form is faster than the acid form , as for the absorption process by the stomach itself I do not know of the biology of this I assume it has something to do with affinity or perhaps something related to ion channels.
 
ok thanks.
 
BTW, if stomach acid destroys your supplement, you just need to find a supplier that uses an enteric coating. From wikipedia:

"Most enteric coatings work by presenting a surface that is stable at the highly acidic pH found in the stomach, but breaks down rapidly at a less acidic (relatively more basic) pH. For example, they will not dissolve in the acidic juices of the stomach (pH ~3), but they will in the higher pH (above pH 5.5) environment present in the small intestine."

Use of enteric coatings is very common in the supplement industry, so it shouldn't be too hard to find an R-Alpha Lipoic Acid supplement that uses it.
 

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