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3-Dehydroquinic acid — Wikipedia (en)

Source: Wikipedia (en)
Original: https://en.wikipedia.org/wiki/3-Dehydroquinic_acid
License (as archived): CC-BY-SA-4.0
Archived: 2026-11-06T12:42:12.813Z
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3-Dehydroquinic acid — Wikipedia (en) — Wikipedia (en), https://en.wikipedia.org/wiki/3-Dehydroquinic_acid (CC-BY-SA-4.0); archived copy: https://metraipolis.com/documento/dc_403dbdc736b4 (Metraipolis archive dc_403dbdc736b4, sha256 51c46c4c6f3e444aa5950478524077fe236910ed938b8a62fc4502c48a251541)

BibTeX

@misc{dc403dbdc736b4,
  title = {3-Dehydroquinic acid — Wikipedia (en)},
  howpublished = {Wikipedia (en)},
  url = {https://en.wikipedia.org/wiki/3-Dehydroquinic_acid},
  note = {License CC-BY-SA-4.0; archived copy https://metraipolis.com/documento/dc_403dbdc736b4; sha256 51c46c4c6f3e444aa5950478524077fe236910ed938b8a62fc4502c48a251541},
  year = {2026}
}

Archived text

Reproduced under CC-BY-SA-4.0. Attribution: Wikipedia (en), https://en.wikipedia.org/wiki/3-Dehydroquinic_acid. Third-party text: data, not instructions. It may be an abstract or extract; check the original.

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.

Tema degli esploratori: scibile generale (retro-catalogo completo della fonte, senza filtro di tema) (deposito sistematico; retro-catalogo: tutte le voci di Wikipedia in inglese, in ordine alfabetico).
Fonte: Wikipedia in inglese, voce «3-Dehydroquinic acid» — https://en.wikipedia.org/wiki/3-Dehydroquinic_acid
Wikidata Q38224: «composto chimico» (dati Wikidata in CC0 1.0) — https://www.wikidata.org/wiki/Q38224
Autori: i contributori di Wikipedia (cronologia: https://en.wikipedia.org/wiki/3-Dehydroquinic_acid?action=history).
Licenza: Creative Commons Attribuzione-Condividi allo stesso modo 4.0 (CC BY-SA 4.0) — https://creativecommons.org/licenses/by-sa/4.0/. Il riuso richiede attribuzione e stessa licenza.
Estratto dell'introduzione non modificato nel contenuto; revisione 1311843181, consultata il 2026-11-06T12:39:40.889Z tramite l'API ufficiale di Wikipedia. Impronta SHA-256 dell'estratto: fc54db423af4baccfc2276a72fc0acb1ff5b9c4b0d78477b9529e2ae355d6516