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ATNL_ARTSZ
ID   ATNL_ARTSZ              Reviewed;         198 AA.
AC   A0A455LLX4;
DT   02-JUN-2021, integrated into UniProtKB/Swiss-Prot.
DT   05-JUN-2019, sequence version 1.
DT   03-AUG-2022, entry version 10.
DE   RecName: Full=NAD(P)H-dependent FMN reductase atnL {ECO:0000303|PubMed:29797385};
DE            Short=FMN reductase atnL {ECO:0000303|PubMed:29797385};
DE            EC=1.5.1.39 {ECO:0000305|PubMed:29797385};
DE   AltName: Full=Arthripenoid biosynthesis cluster protein L {ECO:0000303|PubMed:29797385};
GN   Name=atnL {ECO:0000303|PubMed:29797385};
OS   Arthrinium sp.
OC   Eukaryota; Fungi; Dikarya; Ascomycota; Pezizomycotina; Sordariomycetes;
OC   Xylariomycetidae; Xylariales; Apiosporaceae; Arthrinium;
OC   unclassified Arthrinium.
OX   NCBI_TaxID=1756131;
RN   [1]
RP   NUCLEOTIDE SEQUENCE [MRNA], FUNCTION, AND PATHWAY.
RC   STRAIN=NF2194;
RX   PubMed=29797385; DOI=10.1002/anie.201804317;
RA   Zhang X., Wang T.T., Xu Q.L., Xiong Y., Zhang L., Han H., Xu K., Guo W.J.,
RA   Xu Q., Tan R.X., Ge H.M.;
RT   "Genome mining and comparative biosynthesis of meroterpenoids from two
RT   phylogenetically distinct fungi.";
RL   Angew. Chem. Int. Ed. 57:8184-8188(2018).
CC   -!- FUNCTION: NAD(P)H-dependent FMN reductase; part of the gene cluster
CC       that mediates the biosynthesis of the meroterpenoids arthripenoids
CC       (PubMed:29797385). The pathway begins with the HR-PKS atnH that
CC       catalyzes two chain-extension steps to form a reduced triketide, which
CC       then primes the SAT domain in the NR-PKS atnG to initiate three more
CC       cycles of extension to give a linear hexaketide corresponding to the
CC       polyketide part of arthripenoids (PubMed:29797385). The FAD-dependent
CC       monooxygenase atnJ then performs an oxidative decarboxylation at C11 of
CC       the atnH/atnG product, via an electrophilic aromatic hydroxylation with
CC       concomitant ipso-decarboxylation (PubMed:29797385). The membrane-bound
CC       polyprenyl transferase atnF then introduces a farnesyl group before the
CC       FAD-dependent monooxygenase atnK functions as the first epoxidase on
CC       terminal C12'-C13' olefin, followed by a second epoxidation on C7'-C8'
CC       catalyzed by atnA (PubMed:29797385). The terpene cyclase/mutase atnI
CC       then initiates the sequential tricyclic ring formation through
CC       protonation of the terminal epoxide and catalyzes the regioselective
CC       and stereoselective 6/6/6-tricyclic ring formation (PubMed:29797385).
CC       The cytochrome P450 monooxygenase atnM is responsible for hydroxylating
CC       both C1' and C10' (Probable). The next steps may involve ketoreduction
CC       and acetyl transfer by the ketoreductase atnB and the acetyltransferase
CC       atnC, and lead to the production of arthripenoid B, the final
CC       biosynthetic product of the atn cluster (PubMed:29797385). The
CC       hydroquinone moiety in arthripenoid B is prone to undergo spontaneous
CC       oxidation to afford a benzoquinone compound, a key intermediate for
CC       generating structure diversity (Probable). For instance, addition of a
CC       cysteine followed by ring contraction gives arthripenoid A,
CC       tautomerization gives the main product arthripenoid C, addition of a
CC       molecular of water or amine affords arthripenoid D or E, respectively,
CC       and loss of one water forms arthripenoid F (Probable).
CC       {ECO:0000269|PubMed:29797385, ECO:0000305|PubMed:29797385}.
CC   -!- CATALYTIC ACTIVITY:
CC       Reaction=FMNH2 + NADP(+) = FMN + 2 H(+) + NADPH; Xref=Rhea:RHEA:21624,
CC         ChEBI:CHEBI:15378, ChEBI:CHEBI:57618, ChEBI:CHEBI:57783,
CC         ChEBI:CHEBI:58210, ChEBI:CHEBI:58349; EC=1.5.1.39;
CC   -!- CATALYTIC ACTIVITY:
CC       Reaction=FMNH2 + NAD(+) = FMN + 2 H(+) + NADH; Xref=Rhea:RHEA:21620,
CC         ChEBI:CHEBI:15378, ChEBI:CHEBI:57540, ChEBI:CHEBI:57618,
CC         ChEBI:CHEBI:57945, ChEBI:CHEBI:58210; EC=1.5.1.39;
CC   -!- PATHWAY: Secondary metabolite biosynthesis; terpenoid biosynthesis.
CC       {ECO:0000269|PubMed:29797385}.
CC   -!- SUBUNIT: Homodimer. {ECO:0000250|UniProtKB:Q07923}.
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DR   EMBL; MH183018; AYO60885.1; -; mRNA.
DR   AlphaFoldDB; A0A455LLX4; -.
DR   SMR; A0A455LLX4; -.
DR   UniPathway; UPA00213; -.
DR   GO; GO:0052874; F:FMN reductase (NADH) activity; IEA:UniProtKB-EC.
DR   GO; GO:0052873; F:FMN reductase (NADPH) activity; IEA:UniProtKB-EC.
DR   GO; GO:0008752; F:FMN reductase activity; IEA:UniProtKB-EC.
DR   GO; GO:0016114; P:terpenoid biosynthetic process; IEA:UniProtKB-UniPathway.
DR   Gene3D; 3.40.50.360; -; 1.
DR   InterPro; IPR029039; Flavoprotein-like_sf.
DR   InterPro; IPR005025; FMN_Rdtase-like.
DR   Pfam; PF03358; FMN_red; 1.
DR   SUPFAM; SSF52218; SSF52218; 1.
PE   2: Evidence at transcript level;
KW   Flavoprotein; FMN; NAD; NADP; Oxidoreductase.
FT   CHAIN           1..198
FT                   /note="NAD(P)H-dependent FMN reductase atnL"
FT                   /id="PRO_0000452570"
FT   BINDING         12
FT                   /ligand="FMN"
FT                   /ligand_id="ChEBI:CHEBI:58210"
FT                   /evidence="ECO:0000250|UniProtKB:Q07923"
FT   BINDING         90..93
FT                   /ligand="FMN"
FT                   /ligand_id="ChEBI:CHEBI:58210"
FT                   /evidence="ECO:0000250|UniProtKB:Q07923"
FT   BINDING         120
FT                   /ligand="FMN"
FT                   /ligand_id="ChEBI:CHEBI:58210"
FT                   /evidence="ECO:0000250|UniProtKB:Q07923"
SQ   SEQUENCE   198 AA;  21832 MW;  BD8DFDF8AB3843B7 CRC64;
     MSKIALITGS TRTPRVGTDV AAWVLDVIKS RPEDKLQVEP LSIADFNLPI YDEPVMPAMV
     PAMKQFTKEH SKKWSEAIQS FQGYVFVIPE YNGSMSGATK NAVDYLYNEW PGKPVAIVSY
     GTQGGERANK HLSESLELVM KMKVAPTKVT LAFAPGTDVF AAINEGVLGE DTRKAWTEAG
     HKEKILKAFG EVKEILEQ
 
 
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