G3Y422 · YAND_ASPNA

Function

function

Short chain dehydrogenase; 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).
YanD is also involved in the synthesis of yanuthone X1 which does not have 6-methylsalicylic acid (6-MSA) as precursor (PubMed:24684908).

Biotechnology

Yanuthone D is an antibiotic against C.albicans, methicillin-resistant S.aureus (MRSA), and vancomycin-resistant Enterococcus (PubMed:11031048).

Pathway

Secondary metabolite biosynthesis; terpenoid biosynthesis.

Features

Showing features for binding site, active site.

TypeIDPosition(s)Description
Binding site57NADP+ (UniProtKB | ChEBI)
Binding site86NADP+ (UniProtKB | ChEBI)
Binding site113NADP+ (UniProtKB | ChEBI)
Active site204Proton donor
Binding site204NADP+ (UniProtKB | ChEBI)
Active site208Lowers pKa of active site Tyr
Binding site208NADP+ (UniProtKB | ChEBI)

GO annotations

AspectTerm
Molecular Functionoxidoreductase activity
Biological Processterpenoid biosynthetic process

Keywords

Enzyme and pathway databases

Names & Taxonomy

Protein names

  • Recommended name
    Short chain dehydrogenase yanD
  • EC number
  • Alternative names
    • Yanuthone D biosynthesis cluster protein D

Gene names

    • Name
      yanD
    • ORF names
      ASPNIDRAFT_127904

Organism names

Accessions

  • Primary accession
    G3Y422

Proteomes

Phenotypes & Variants

Disruption phenotype

Loses the ability to produce yanuthone D (PubMed:24684908).
Leads also to the loss of production of yanuthone X1 which does not have 6-methylsalicylic acid (6-MSA) as a precursor (PubMed:24684908).

PTM/Processing

Features

Showing features for chain.

TypeIDPosition(s)Description
ChainPRO_00004367631-330Short chain dehydrogenase yanD

Interaction

Protein-protein interaction databases

Structure

Family & Domains

Sequence similarities

Phylogenomic databases

Family and domain databases

Sequence

  • Sequence status
    Complete
  • Length
    330
  • Mass (Da)
    36,447
  • Last updated
    2016-07-06 v2
  • Checksum
    A7A5995BDD1CB403
MVKFFQPKIDPLPTGIDLTGKTAVITGASAGMGLEVTKQLLRLRLSTAILAVRNVTKGEACIKSLLQDRGIQTHNPKPTIKVMELDMDRYDSVQQFAKTLREEVPVVDLLILNAGVASLNFERSPSGHERVTQVNYCSNVLLVAELLPHLEAGAEQTGSPARISWVGSRSHETPSFEKKAPIEADEGVLEHMDKEEAFVPFQRYNDTKLLCVLFLYSLAPRLDPKKVVINTMCPGMVNTGMSNMLPLHLRLIFNVIKAIRARPVEVGGWIILNAALVAGPESHGKFLADKTITDKSAIVTSPMGQDIQKKLWEETITEMSKLTTLPPQFR

Sequence caution

The sequence EHA22199.1 differs from that shown. Reason: Erroneous gene model prediction

Sequence databases

Nucleotide SequenceProtein SequenceMolecule TypeStatus
ACJE01000012
EMBL· GenBank· DDBJ
EHA22199.1
EMBL· GenBank· DDBJ
Genomic DNA Sequence problems.

Similar Proteins

Disclaimer

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