HuagongsheHuagongshe Chemistry Print Report · For research reference only
3,4-Dihydro-3,6,8-trihydoroxy-1(2H)-napthalenone → 1,3,6,8-Naphthalenetetrol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 3,4-Dihydro-3,6,8-trihydoroxy-1(2H)-napthalenone | HCID 439309 | — |
| Reactant | 1,3,8-Trihydroxynaphthalene | HCID 439428 | — |
| Reactant | Malonyl CoA | HCID 644066 | — |
| Product | 1,3,6,8-Naphthalenetetrol | HCID 440202 | — |
Reaction Steps
Biosynthesis of DHN melanin is synthesized by a polyketide pathway, through the genes encoding Polyketide synthase (PKS), Scytalone dehydratase (SCD), and 1,3,8-trihydroxynaphthalene reductase (THN). It started with a PKS using malonyl-CoA as a substrate to produce 1,3,6,8-tetrahydroxynaphthalene, 1,3,6,8-THN (Fujii et al., 2000), followed by reducatse catalysis to produce scytalone, dehydration by SCD to yield 1,3,8-trihydroxynaphthalene (1,3,8-THN), reduction by THN to yield vermelone, dehydration to produce melanin precursor 1,8-dihydroxynaphthalene (1,8-DHN), and then oxidation and polymerization to yield melanin.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08518393B2 |
| Source dataset | uspto-grants-2013_08 |
| ORD ID | ord-ce00f41e87b947328bc4cb0434182911 |
| Source note | uspto-grants-2013_08 |