3-Dehydroquinic acid (DHQ) is the first carbocyclic intermediate of the shikimate pathway. It is created from 3-deoxyarabinoheptulosonate 7-phosphate, a 7-carbon ulonic acid, by the enzyme DHQ synthase. The mechanism of ring closure is complex, but involves an aldol condensation at C-2 and C-7.
It has the same structure as quinic acid, which is found in coffee, but the C-3 hydroxyl is oxidized to a ketone group. 3-Dehydroquinic acid undergoes five further enzymatic steps in the remainder of the shikimate pathway to chorismic acid, a precursor to tyrosine, 3-phenylalanine, tryptophan, and some vitamins, including:
Vitamin K
Pteroylmonoglutamic acid, called folate.
3-Dehydroquinate can also be a precursor to pyrroloquinoline quinone (PQQ), an alternate redox coenzyme involved in oxidative phosphorylation.
(2R)-2-Bromo-3-dehydroquinic acid | C7H9BrO6 - PubChem
\begin{tabular}{l} Reacción \\ tipo aldol \\ \hline | Chegg.com
3-Dehydroquinic Acid | C7H10O6 | CID 439351 - PubChem
3-Dehydroquinic Acid | C7H10O6 | CID 439351 - PubChem
3,5-Dihydroxybenzoic acid Manufacturer | CAS 99-10-5 Bulk Supply
Dehydrocholic acid - ICE Pharma
3,4-Dihydroxyphenylacetic acid | 102-32-9 | Metabolites | Alsachim
Gallic and shikimic acid biosynthesis in plants. Reaction 1 ...
In the 3-dehydroquinic acid scaffold used to build the inhibitors ...
In the 3-dehydroquinic acid scaffold used to build the inhibitors ...
Draw a structural formula for 3-chloro-2,4-dimethylhexanoic | Quizlet
Validating the critical steps within the shikimic acid and AAAs ...
