Reaction for G-3-P oxidizing to 1,3-BPG

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Discussion Overview

The discussion centers on the biochemical reaction of glyceraldehyde-3-phosphate (G-3-P) oxidizing to 1,3-bisphosphoglycerate (1,3-BPG). Participants explore the stoichiometry of the reaction, specifically the source of the proton (H+) produced and the role of NAD+ in the process. The conversation touches on biochemical mechanisms and the implications of oxidation reactions.

Discussion Character

  • Exploratory
  • Technical explanation
  • Conceptual clarification
  • Debate/contested

Main Points Raised

  • One participant questions the origin of the additional proton (H+) in the reaction, suggesting it may come from solution and seeks clarification on this concept.
  • Another participant introduces the idea of cytochromes in the mitochondrial inner membrane, although this point is not elaborated upon in relation to the main question.
  • A third participant discusses the general principles of NAD+/NADH oxidoreductase reactions, comparing the oxidation of G-3-P to simpler oxidation reactions and explaining the formation of protons in terms of substrate transformations.
  • This same participant notes that the exact mechanism of proton production is less critical than understanding the overall stoichiometry of the reaction.
  • There is a correction made regarding the description of a positively charged intermediate, indicating a focus on the chemical transformations involved.

Areas of Agreement / Disagreement

Participants express differing levels of understanding regarding the biochemical mechanisms involved, with some focusing on the stoichiometry and others on the specific details of the reaction pathway. No consensus is reached on the exact source of the proton or the role of cytochromes.

Contextual Notes

The discussion reflects varying levels of familiarity with biochemical concepts, and assumptions about the audience's background in biology and chemistry may influence interpretations. The complexity of the reaction mechanism and the role of water in proton transfer remain unresolved.

Who May Find This Useful

Readers interested in biochemistry, particularly those studying metabolic pathways and enzyme mechanisms, may find this discussion relevant.

teddy1975
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okay, so here's another question: the reaction for G-3-P oxidizing to 1,3-BPG is:
G-3-P + NAD+ + Pi --> 1,3-BPG + NADH + H+.

I understand that the hydride ion leaves G-3-P and donates two electrons and one proton, which neutralizes the charge on NAD+ and gives NADH. But it is only giving one 'hydrogen', while the product side of the reaction shows another one (the hydrogen proton). Where does this hydronium ion come from? Why is it in the reaction? I read somewhere that it is pulled out of 'solution', but what does that mean?
 
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I am no biologist but I think it is Cytochromes in the mitochondrial inner membrane.
 
Your question would be the same for any NAD+/NADH or NADP+/NADPH oxidoreductase. (Glcyeraldehyde-3-phosphate dehydrogenase is a bit more complicated than others because you also have a phosphorylation, but your problem is not about that.)

Just think first of a neutral substrate being oxidised to a neutral product, like alcohol -> aldehyde. H^- is transferred to NAD+ giving you the neutral ring NADH as you have explained. What would that leave the alcohol? A positively charged molecule with unpaired electron that can't exist. Write down the structure and you will find yourself predicting that and electron pair folds into make a double bond C=O leaving a free proton so you have accounted for your proton production. In our case, oxidation of an aldehyde, the impossible positively charged subtrate molecule after the H- has left takes on an OH-, so finishes up neutral acid molecule RCOOH. absorption of an OH- is equivalent to production of a H+. Alternatively you can think of the substrate abstracting an OH- from an H2O molecule leaving an H+.

(Then just as a complication the acid molecule which is formally RCOOH, at physiological pH's will be practically totally dissociated into RCOO- + H+.)

Note here we are not too concerned with exactly how it happens, the real steps or 'mechanism', just with the overall results or starting and end products, the 'stoichiometry'. The reaction is equivalent to transfer of H2 to NAD+, or reduction of the NAD, by an H2 molecule; H2 is equivalent to H- + H+.
 
Last edited:
Sorry, just delete the "with unpaired electron" above.
Try and predict with 'bow and arrow' chemistry what happens when the H- leaves.
 

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