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Biology
Posted 10 months ago

TPP, shown below, is a coenzyme we encountered in fermentation (pyruvate decarboxylase) and the pentose phosphate pathway (transketolase). What special role does it play in these reactions? Please describe its chemical property that allows it to carry out this special role.
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Answer from Sia
Posted 10 months ago
Answer
TPP (Thiamine pyrophosphate) plays a crucial role as a coenzyme in the decarboxylation of alpha-keto acids and the transfer of aldehyde groups.
Solution
a
TPP is involved in the catalytic mechanism of enzymes like pyruvate decarboxylase and transketolase
b
TPP has a thiazolium ring which can stabilize carbanion intermediates, facilitating the removal of CO₂ (decarboxylation) or the transfer of two-carbon units
c
The positively charged nitrogen in the thiazolium ring of TPP acts as an electron sink, which helps to stabilize the negative charge on the adjacent carbon atom during the formation of the carbanion intermediate
Key Concept
The chemical property of TPP that allows it to carry out its special role is the presence of a thiazolium ring with a positively charged nitrogen atom.
Explanation
This structure enables TPP to stabilize carbanion intermediates during enzymatic reactions, which is essential for the decarboxylation of alpha-keto acids in fermentation and the transfer of aldehyde groups in the pentose phosphate pathway.

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