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Chemical Compound Review:

SureCN2023306 naphthalene-1,3,8-triol

Synonyms: CHEBI:18393, CTK2G2683, AC1L97BZ, C01173, 7124-49-4, ...

Liao, D.I. et al., Bode, H.B. et al., Perpetua, N.S. et al., Andersson, A. et al.

Liao, Thompson, Fahnestock, Valent, Jordan,

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High impact information on C01173

An X-ray structure of 1,3,6,8-tetrahydroxynaphthalene reductase (4HNR) complexed with NADPH and pyroquilon was determined for examining substrate and inhibitor specificities that differ from those of 1,3,8-trihydroxynaphthalene reductase (3HNR) [1].
A flexible lid controls access to the active site in 1,3,8-trihydroxynaphthalene reductase [2].
We propose that the C. lagenarium THR1 gene encodes a reductase involved in conversion of 1,3,8-trihydroxynaphthalene to vermelone [3].
The biosynthetic origin of 1 and 2 as dimerization products of 1,3,8-trihydroxynaphthalene, an intermediate of the DHN biosynthesis, is discussed [4].

References

A structural account of substrate and inhibitor specificity differences between two naphthol reductases. Liao, D.I., Thompson, J.E., Fahnestock, S., Valent, B., Jordan, D.B. Biochemistry (2001) [Pubmed]
A flexible lid controls access to the active site in 1,3,8-trihydroxynaphthalene reductase. Andersson, A., Jordan, D., Schneider, G., Lindqvist, Y. FEBS Lett. (1997) [Pubmed]
Cloning and characterization of a melanin biosynthetic THR1 reductase gene essential for appressorial penetration of Colletotrichum lagenarium. Perpetua, N.S., Kubo, Y., Yasuda, N., Takano, Y., Furusawa, I. Mol. Plant Microbe Interact. (1996) [Pubmed]
Sphaerolone and dihydrosphaerolone, two bisnaphthyl-pigments from the fungus Sphaeropsidales sp. F-24'707. Bode, H.B., Zeeck, A. Phytochemistry (2000) [Pubmed]

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