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yanH

Gene
yanH
Protein
Cytochrome P450 monooxygenase yanH
Organism
Aspergillus niger (strain ATCC 1015 / CBS 113.46 / FGSC A1144 / LSHB Ac4 / NCTC 3858a / NRRL 328 / USDA 3528.7)
Length
517 amino acids
Function
Cytochrome P450 monooxygenase; part of the gene cluster that mediates the biosynthesis of yanuthone D, a fungal isoprenoid epoxycyclohexenone that acts as an antibiotic against fungi and bacteria (PubMed:24684908). The first step of the pathway is the synthesis of 6-methylsalicylic acid (6-MSA) by the polyketide synthase yanA (PubMed:24684908). 6-MSA is then converted to m-cresol by the decarboxylase yanB (PubMed:24684908). The cytochrome P450 monooxygenase yanC then catalyzes the oxidation of m-cresol to toluquinol (PubMed:24684908). Epoxidation of toluquinol is then performed by the short chain dehydrogenase yanD, with the help of yanE, and a further prenylation by yanG leads to 7-deacetoxyyanuthone A (PubMed:24684908). The next step is the hydroxylation of C-22 of 7-deacetoxyyanuthone A by the cytochrome P450 monooxygenase yanH to yield 22-deacetylyanuthone A (PubMed:24684908). O-Mevalon transferase yanI then attaches mevalon to the hydroxyl group of 22-deacetylyanuthone A to produce yanuthone E (PubMed:24684908). Finally, the FAD-dependent monooxygenase yanF oxidizes the hydroxyl group at C15 of yanuthone E to form yanuthone D (PubMed:24684908). Furthermore, several branching points in the pathway lead to the production of yanuthones F and G from 7-deacetoxyyanuthone A; yanuthones H and I from 22-deacetylyanuthone A; and yanuthone J from yanuthone E (PubMed:24684908).
Similarity
Belongs to the cytochrome P450 family.
Mass
58.775 kDa
Sequence
MALFSVLSNALSELPVSIWLAAAATFAVYHAIRAVYLIFFSPLAIFPGSPWAALGEYWEAYWNIGVRPGHKGQTLFKLEQMHKRLGPALRMGPNEVHIYDPAFYHELYRPGSRYYKDPSMHKVLGAPTSTLAESDPVRHKQRKAPLEPLFSKKNILSLENMLMEHVDHCCQRFDELYSQGKPVSMEWALKSLAMDMVSQFAFGQSLNAIADPEFKSLPVRVFQQYLPSLHVIKAFPFVRLLSSLPLWIARRISHSVEMGHELEQFAARRIDEYIEAAAQGKTPNFPTVMERLLIPIPEKGYEVPDKQGLRDEILTLISAGDDTTGIANTVTLFNIIHNRTIHDRLLAELKTVMPTPTSHAQYIQLEQLPYLTAVIKEGLRYSSPAASRTPRLVPPGGVRLPDGRFIPAGTRVGMAIYHIHYNEGLFENPHEFDPERWLQGPEITAKRAKFLVPFSRGSRSCLGINLAYMEMYMAIAYIVRRFDLELVGTTPEDMKWDDMVVPQFHGEFRALTKRRVD