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EUPG_PHOSX
ID   EUPG_PHOSX              Reviewed;         278 AA.
AC   A0A4P8GEE8;
DT   26-FEB-2020, integrated into UniProtKB/Swiss-Prot.
DT   31-JUL-2019, sequence version 1.
DT   03-AUG-2022, entry version 9.
DE   RecName: Full=Short-chain dehydrogenase/reductase eupG {ECO:0000303|PubMed:30980906};
DE            EC=1.1.1.- {ECO:0000305|PubMed:30980906};
DE   AltName: Full=Eupenifeldin biosynthesis cluster protein G {ECO:0000303|PubMed:30980906};
GN   Name=eupG {ECO:0000303|PubMed:30980906}; ORFNames=gme12629;
OS   Phoma sp.
OC   Eukaryota; Fungi; Dikarya; Ascomycota; Pezizomycotina; Dothideomycetes;
OC   Pleosporomycetidae; Pleosporales; Pleosporineae; Didymellaceae; Phoma.
OX   NCBI_TaxID=1707701;
RN   [1]
RP   NUCLEOTIDE SEQUENCE [GENOMIC DNA], FUNCTION, DISRUPTION PHENOTYPE, AND
RP   PATHWAY.
RC   STRAIN=XZ068 / CGMCC No. 10481;
RX   PubMed=30980906; DOI=10.1016/j.fgb.2019.04.004;
RA   Zhai Y., Li Y., Zhang J., Zhang Y., Ren F., Zhang X., Liu G., Liu X.,
RA   Che Y.;
RT   "Identification of the gene cluster for bistropolone-humulene meroterpenoid
RT   biosynthesis in Phoma sp.";
RL   Fungal Genet. Biol. 129:7-15(2019).
RN   [2]
RP   BIOTECHNOLOGY.
RX   PubMed=8360103; DOI=10.7164/antibiotics.46.1082;
RA   Mayerl F., Gao Q., Huang S., Klohr S.E., Matson J.A., Gustavson D.R.,
RA   Pirnik D.M., Berry R.L., Fairchild C., Rose W.C.;
RT   "Eupenifeldin, a novel cytotoxic bistropolone from Eupenicillium
RT   brefeldianum.";
RL   J. Antibiot. 46:1082-1088(1993).
RN   [3]
RP   BIOTECHNOLOGY.
RX   PubMed=18095654; DOI=10.1021/np070513k;
RA   Ayers S., Zink D.L., Powell J.S., Brown C.M., Grund A., Bills G.F.,
RA   Platas G., Thompson D., Singh S.B.;
RT   "Noreupenifeldin, a tropolone from an unidentified ascomycete.";
RL   J. Nat. Prod. 71:457-459(2008).
RN   [4]
RP   BIOTECHNOLOGY.
RX   DOI=10.1016/j.phytol.2008.09.008;
RA   Bunyapaiboonsri T., Veeranondha S., Boonruangprapa T., Somrithipol S.;
RT   "Ramiferin, a bisphenol-sesquiterpene from the fungus Kionochaeta ramifera
RT   BCC 7585.";
RL   Phytochem. Lett. 1:204-206(2008).
CC   -!- FUNCTION: Short-chain dehydrogenase/reductase; part of the gene cluster
CC       that mediates the biosynthesis of eupenifeldin, a bistropolone
CC       meroterpenoid that acts as an antitumor agent (PubMed:30980906). The
CC       first step of eupenifeldin biosynthesis is the biosynthesis of 3-
CC       methylorcinaldehyde performed by the non-reducing polyketide synthase
CC       eupA (PubMed:30980906). Oxidative dearomatization of 3-
CC       methylorcinaldehyde likely catalyzed by the FAD-dependent monooxygenase
CC       eupB is followed by oxidative ring expansion by the 2-oxoglutarate-
CC       dependent dioxygenase eupC to provide the first tropolone metabolite,
CC       tropolone stipitaldehyde (Probable). In parallel, generation of
CC       sesquiterpene alpha-humulene from farnesylpyrophosphate (FPP) is
CC       catalyzed by the terpene cyclase eupE (PubMed:30980906). The cytochrome
CC       P450 monooxygenase eupD then hydroxylates humulene to humulenol
CC       (PubMed:30980906). The putative Diels-Alderase eupF probably catalyzes
CC       the formation of the tropolone-humulene skeleton by linking humulenol
CC       and the polyketide moiety (Probable). The short-chain
CC       dehydrogenase/reductase eupG and the flavin-dependent monooxygenase
CC       eupH are also essential for eupenifeldin biosynthesis and are likely
CC       the additional decorating enzymes of the tropolone-humulene skeleton to
CC       produce final eupenifeldin or derivatives (Probable).
CC       {ECO:0000269|PubMed:30980906, ECO:0000305|PubMed:30980906}.
CC   -!- PATHWAY: Secondary metabolite biosynthesis; terpenoid biosynthesis.
CC       {ECO:0000269|PubMed:30980906}.
CC   -!- DISRUPTION PHENOTYPE: Abolishes the production of eupenifeldin.
CC       {ECO:0000269|PubMed:30980906}.
CC   -!- BIOTECHNOLOGY: Eupenifeldin is a bistropolone-humulene meroterpenoid
CC       first discovered as an antitumor and anti-leukemia agent
CC       (PubMed:8360103). This metabolite shows also anthelmintic activity
CC       against the parasitic worm Hemonchus contortus, anti-malarial activity
CC       as well as antifungal activity (PubMed:18095654, Ref.4).
CC       {ECO:0000269|PubMed:18095654, ECO:0000269|PubMed:8360103,
CC       ECO:0000269|Ref.4}.
CC   -!- SIMILARITY: Belongs to the short-chain dehydrogenases/reductases (SDR)
CC       family. {ECO:0000305}.
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DR   EMBL; MK400120; QCO93107.1; -; Genomic_DNA.
DR   AlphaFoldDB; A0A4P8GEE8; -.
DR   SMR; A0A4P8GEE8; -.
DR   UniPathway; UPA00213; -.
DR   GO; GO:0016491; F:oxidoreductase activity; IEA:UniProtKB-KW.
DR   GO; GO:0016114; P:terpenoid biosynthetic process; IEA:UniProtKB-UniPathway.
DR   InterPro; IPR036291; NAD(P)-bd_dom_sf.
DR   InterPro; IPR002347; SDR_fam.
DR   Pfam; PF00106; adh_short; 2.
DR   PRINTS; PR00081; GDHRDH.
DR   SUPFAM; SSF51735; SSF51735; 1.
PE   1: Evidence at protein level;
KW   NAD; NADP; Oxidoreductase.
FT   CHAIN           1..278
FT                   /note="Short-chain dehydrogenase/reductase eupG"
FT                   /id="PRO_0000449155"
FT   ACT_SITE        188
FT                   /note="Proton acceptor"
FT                   /evidence="ECO:0000255|PROSITE-ProRule:PRU10001"
FT   BINDING         11..19
FT                   /ligand="NAD(+)"
FT                   /ligand_id="ChEBI:CHEBI:57540"
FT                   /evidence="ECO:0000250|UniProtKB:Q92506"
FT   BINDING         38..39
FT                   /ligand="NAD(+)"
FT                   /ligand_id="ChEBI:CHEBI:57540"
FT                   /evidence="ECO:0000250|UniProtKB:Q92506"
FT   BINDING         70..72
FT                   /ligand="NAD(+)"
FT                   /ligand_id="ChEBI:CHEBI:57540"
FT                   /evidence="ECO:0000250|UniProtKB:Q92506"
FT   BINDING         172..176
FT                   /ligand="NAD(+)"
FT                   /ligand_id="ChEBI:CHEBI:57540"
FT                   /evidence="ECO:0000250|UniProtKB:Q92506"
SQ   SEQUENCE   278 AA;  29954 MW;  54A87A4C2CED5273 CRC64;
     MNSAGPKCVT LITGANTGLG FETAKALFAR PEPYHILVGC RGQISRAEDA IEELQHLFPG
     TASTAQPLLI DISSDKSIAL AFAEVQEEFG YLDIVVNNAG ADLDTAVSSG RLTKREAWNQ
     TWDVNVTGTQ LFTETFAPLL LASKTQLPRL IFITSGLSSI TEHANGSSPR YALAPAGWPK
     PDTLFLAYRS SKSGLNMIAA EWARVLRNDG VKVFNISPGF LDTGLGDDRA SAERREKRAL
     GAIDASVGGE FCANVVEGKL DEQSWPSKAL RKNTVQPW
 
 
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