SDND_SORAA
ID SDND_SORAA Reviewed; 259 AA.
AC A0A1B4XBG9;
DT 30-AUG-2017, integrated into UniProtKB/Swiss-Prot.
DT 02-NOV-2016, sequence version 1.
DT 03-AUG-2022, entry version 10.
DE RecName: Full=Methyltransferase sdnD {ECO:0000303|PubMed:27072286};
DE EC=2.1.1.- {ECO:0000305|PubMed:27072286};
DE AltName: Full=Sordarin/hypoxysordarin biosynthesis cluster protein D {ECO:0000303|PubMed:27072286};
GN Name=sdnD {ECO:0000303|PubMed:27072286};
OS Sordaria araneosa (Pleurage araneosa).
OC Eukaryota; Fungi; Dikarya; Ascomycota; Pezizomycotina; Sordariomycetes;
OC Sordariomycetidae; Sordariales; Sordariaceae; Sordaria.
OX NCBI_TaxID=573841;
RN [1]
RP NUCLEOTIDE SEQUENCE [GENOMIC DNA], FUNCTION, AND PATHWAY.
RC STRAIN=ATCC 36386 / NRRL 3196;
RX PubMed=27072286; DOI=10.1038/ja.2016.40;
RA Kudo F., Matsuura Y., Hayashi T., Fukushima M., Eguchi T.;
RT "Genome mining of the sordarin biosynthetic gene cluster from Sordaria
RT araneosa Cain ATCC 36386: characterization of cycloaraneosene synthase and
RT GDP-6-deoxyaltrose transferase.";
RL J. Antibiot. 69:541-548(2016).
CC -!- FUNCTION: Methyltransferase; part of the gene cluster that mediates the
CC biosynthesis of sordarin and hypoxysordarin, glycoside antibiotics with
CC a unique tetracyclic diterpene aglycone structure (PubMed:27072286).
CC First, the geranylgeranyl diphosphate synthase sdnC constructs GGDP
CC from farnesyl diphosphate and isopentenyl diphosphate
CC (PubMed:27072286). The diterpene cyclase sdnA then catalyzes the
CC cyclization of GGDP to afford cycloaraneosene (PubMed:27072286).
CC Cycloaraneosene is then hydroxylated four times by the putative
CC cytochrome P450 monooxygenases sdnB, sdnE, sdnF and sdnH to give a
CC hydroxylated cycloaraneosene derivative such as cycloaraneosene-
CC 8,9,13,19-tetraol (PubMed:27072286). Although the order of the
CC hydroxylations is unclear, at least C8, C9 and C13 of the
CC cycloaraneosene skeleton are hydroxylated before the sordaricin
CC formation (PubMed:27072286). Dehydration of the 13-hydroxy group of the
CC hydroxylated cycloaraneosene derivative might be catalyzed by an
CC unassigned hypothetical protein such as sdnG and sdnP to construct the
CC cyclopentadiene moiety (PubMed:27072286). The FAD-dependent
CC oxidoreductase sdnN is proposed to catalyze the oxidation at C9 of the
CC hydroxylated cycloaraneosene derivative and also catalyze the Baeyer-
CC Villiger oxidation to give the lactone intermediate (PubMed:27072286).
CC The presumed lactone intermediate would be hydrolyzed to give an
CC acrolein moiety and a carboxylate moiety (PubMed:27072286). Then,
CC [4+2]cycloaddition would occur between the acrolein moiety and the
CC cyclopentadiene moiety to give sordaricin (PubMed:27072286). SdnN might
CC also be involved in the [4+2]cycloaddition after the hypothesized
CC oxidation to accommodate the oxidized product and prompt the
CC [4+2]cycloaddition (PubMed:27072286). GDP-6-deoxy-D-altrose may be
CC biosynthesized from GDP-D-mannose by the putative GDP-mannose-4,6-
CC dehydratase sdnI and the short-chain dehydrogenase sdnK
CC (PubMed:27072286). The glycosyltransferase sdnJ catalyzes the
CC attachment of 6-deoxy-D-altrose onto the 19-hydroxy group of sordaricin
CC to give 4'-O-demethylsordarin (PubMed:27072286). The methyltransferase
CC sdnD would complete the biosynthesis of sordarin (PubMed:27072286).
CC Sordarin can be further modified into hypoxysordarin (PubMed:27072286).
CC The unique acyl chain at the 3'-hydroxy group of hypoxysordarin would
CC be constructed by an iterative type I PKS sdnO and the trans-acting
CC polyketide methyltransferase sdnL. SdnL would be responsible for the
CC introduction of an alpha-methyl group of the polyketide chain
CC (PubMed:27072286). Alternatively, the beta-lactamase-like protein sdnR
CC might be responsible for the cleavage and transfer of the polyketide
CC chain from the PKS sdnO to sordarin (PubMed:27072286). Two putative
CC cytochrome P450 monooxygenases, sdnQ and sdnT, might catalyze the
CC epoxidations of the polyketide chain to complete the biosynthesis of
CC hypoxysordarin (PubMed:27072286). Transcriptional regulators sdnM and
CC sdnS are presumably encoded for the transcriptional regulation of the
CC expression of the sdn gene cluster (PubMed:27072286).
CC {ECO:0000269|PubMed:27072286}.
CC -!- PATHWAY: Antibiotic biosynthesis. {ECO:0000305|PubMed:27072286}.
CC -!- SIMILARITY: Belongs to the FkbM methyltransferase family.
CC {ECO:0000305}.
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DR EMBL; LC079035; BAV32148.1; -; Genomic_DNA.
DR AlphaFoldDB; A0A1B4XBG9; -.
DR GO; GO:0008168; F:methyltransferase activity; IEA:UniProtKB-KW.
DR GO; GO:0017000; P:antibiotic biosynthetic process; IEA:UniProtKB-KW.
DR GO; GO:0032259; P:methylation; IEA:UniProtKB-KW.
DR Gene3D; 3.40.50.150; -; 1.
DR InterPro; IPR006342; FkbM_mtfrase.
DR InterPro; IPR029063; SAM-dependent_MTases_sf.
DR Pfam; PF05050; Methyltransf_21; 1.
DR SUPFAM; SSF53335; SSF53335; 1.
DR TIGRFAMs; TIGR01444; fkbM_fam; 1.
PE 3: Inferred from homology;
KW Antibiotic biosynthesis; Methyltransferase; Transferase.
FT CHAIN 1..259
FT /note="Methyltransferase sdnD"
FT /id="PRO_0000441056"
SQ SEQUENCE 259 AA; 29175 MW; BABB2F6668F439C3 CRC64;
MAVTNTPELI EADRLSYYAI SKIEAQFIYK EIFTDHCYDI ANLPSNPFIV DAGANIGLFS
LYMKRKYPQA KILAFEPAPV CYDVLSRNLA LNDALSGVKA LQCGLSSSAG TLPLTYFPNL
PGNSTLVPEE KNKLYEEAVR KRGKETADER FGGAVKVDVE LKRLSDVLRE YYPDGKPDQG
LERIDLLKVD VEGAELEVLK GVDEEHWELV RNVVVETWEP SGIRPQIEAL LEDKGFDITR
DRAEWAPDQF SMITARRQD
