ID   AMBI3_FISAU             Reviewed;         273 AA.
AC   V5TD18;
DT   23-FEB-2022, integrated into UniProtKB/Swiss-Prot.
DT   19-FEB-2014, sequence version 1.
DT   03-AUG-2022, entry version 33.
DE   RecName: Full=3-((Z)-2-isocyanoethenyl)-1H-indole synthase {ECO:0000305};
DE            EC=1.14.20.11 {ECO:0000269|PubMed:24180436, ECO:0000269|PubMed:28212039};
GN   Name=ambI3 {ECO:0000303|PubMed:24180436};
GN   Synonyms=famH3 {ECO:0000303|PubMed:26629885};
OS   Fischerella ambigua (strain UTEX 1903).
OC   Bacteria; Cyanobacteria; Nostocales; Hapalosiphonaceae; Fischerella.
OX   NCBI_TaxID=230521;
RN   [1]
RP   NUCLEOTIDE SEQUENCE [GENOMIC DNA], FUNCTION, AND CATALYTIC ACTIVITY.
RC   STRAIN=UTEX 1903;
RX   PubMed=24180436; DOI=10.1021/cb400681n;
RA   Hillwig M.L., Zhu Q., Liu X.;
RT   "Biosynthesis of ambiguine indole alkaloids in cyanobacterium Fischerella
RT   ambigua.";
RL   ACS Chem. Biol. 9:372-377(2014).
RN   [2]
RP   NUCLEOTIDE SEQUENCE [GENOMIC DNA].
RC   STRAIN=UTEX 1903;
RA   Micallef M.L., Sharma D., Bunn B.M., Gerwick L., Viswanathan R.,
RA   Moffitt M.C.;
RT   "Comparative analysis of hapalindole, ambiguine and welwitindolinone gene
RT   clusters and reconstitution of indole-isonitrile biosynthesis from
RT   cyanobacteria.";
RL   BMC Microbiol. 14:213-213(2014).
RN   [3]
RP   NUCLEOTIDE SEQUENCE [GENOMIC DNA].
RC   STRAIN=UTEX 1903;
RX   PubMed=26629885; DOI=10.1021/jacs.5b10136;
RA   Li S., Lowell A.N., Yu F., Raveh A., Newmister S.A., Bair N., Schaub J.M.,
RA   Williams R.M., Sherman D.H.;
RT   "Hapalindole/ambiguine biogenesis is mediated by a cope rearrangement, C-C
RT   bond-forming cascade.";
RL   J. Am. Chem. Soc. 137:15366-15369(2015).
RN   [4]
RP   FUNCTION, CATALYTIC ACTIVITY, AND COFACTOR.
RX   PubMed=28212039; DOI=10.1021/acs.orglett.7b00258;
RA   Chang W.C., Sanyal D., Huang J.L., Ittiamornkul K., Zhu Q., Liu X.;
RT   "In vitro stepwise reconstitution of amino acid derived vinyl isocyanide
RT   biosynthesis: detection of an elusive intermediate.";
RL   Org. Lett. 19:1208-1211(2017).
CC   -!- FUNCTION: Involved in the biosynthesis of ambiguines, a family of
CC       hapalindole-type alkaloids (PubMed:24180436). Responsible for the
CC       synthesis of Z-3-(2-isocyanoethen)-indole, a biosynthetic precursor to
CC       all ambiguines (PubMed:24180436, PubMed:28212039).
CC       {ECO:0000269|PubMed:24180436, ECO:0000269|PubMed:28212039}.
CC   -!- CATALYTIC ACTIVITY:
CC       Reaction=(2S)-3-(1H-indol-3-yl)-2-isocyanopropanoate + 2-oxoglutarate +
CC         H(+) + O2 = 3-[(Z)-2-isocyanoethenyl]-1H-indole + 2 CO2 + H2O +
CC         succinate; Xref=Rhea:RHEA:56700, ChEBI:CHEBI:15377,
CC         ChEBI:CHEBI:15378, ChEBI:CHEBI:15379, ChEBI:CHEBI:16526,
CC         ChEBI:CHEBI:16810, ChEBI:CHEBI:30031, ChEBI:CHEBI:140434,
CC         ChEBI:CHEBI:140652; EC=1.14.20.11;
CC         Evidence={ECO:0000269|PubMed:24180436, ECO:0000269|PubMed:28212039};
CC       PhysiologicalDirection=left-to-right; Xref=Rhea:RHEA:56701;
CC         Evidence={ECO:0000269|PubMed:24180436, ECO:0000269|PubMed:28212039};
CC   -!- COFACTOR:
CC       Name=Fe(2+); Xref=ChEBI:CHEBI:29033;
CC         Evidence={ECO:0000269|PubMed:28212039};
CC       Note=Binds 1 Fe(2+) per subunit. {ECO:0000250|UniProtKB:Q9XB59};
CC   -!- SIMILARITY: Belongs to the TfdA dioxygenase family. {ECO:0000305}.
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DR   EMBL; KF664586; AHB62773.1; -; Genomic_DNA.
DR   EMBL; KJ742065; AIJ28554.1; -; Genomic_DNA.
DR   EMBL; KX451322; APB62259.1; -; Genomic_DNA.
DR   SMR; V5TD18; -.
DR   KEGG; ag:AHB62773; -.
DR   BioCyc; MetaCyc:MON-20400; -.
DR   BRENDA; 1.14.20.11; 15535.
DR   GO; GO:0046872; F:metal ion binding; IEA:UniProtKB-KW.
DR   GO; GO:0016491; F:oxidoreductase activity; IEA:UniProtKB-KW.
DR   Gene3D; 3.60.130.10; -; 1.
DR   InterPro; IPR042098; TauD-like_sf.
DR   InterPro; IPR003819; TauD/TfdA-like.
DR   Pfam; PF02668; TauD; 1.
PE   1: Evidence at protein level;
KW   Iron; Metal-binding; Oxidoreductase.
FT   CHAIN           1..273
FT                   /note="3-((Z)-2-isocyanoethenyl)-1H-indole synthase"
FT                   /id="PRO_0000453968"
FT   BINDING         105
FT                   /ligand="Fe cation"
FT                   /ligand_id="ChEBI:CHEBI:24875"
FT                   /ligand_note="catalytic"
FT                   /evidence="ECO:0000250|UniProtKB:Q9XB59"
FT   BINDING         107
FT                   /ligand="Fe cation"
FT                   /ligand_id="ChEBI:CHEBI:24875"
FT                   /ligand_note="catalytic"
FT                   /evidence="ECO:0000250|UniProtKB:Q9XB59"
FT   BINDING         254
FT                   /ligand="Fe cation"
FT                   /ligand_id="ChEBI:CHEBI:24875"
FT                   /ligand_note="catalytic"
FT                   /evidence="ECO:0000250|UniProtKB:Q9XB59"
SQ   SEQUENCE   273 AA;  31225 MW;  0464E4AA222D8E9C CRC64;
     MIVSTSVEQS AQFSVKSLTP FGALLEATED HSDIQQLSIE QLCQLTWEHR LIVLRGFSLL
     EREELSTYCQ RWGELLVWNF GTVLDLIVHQ NPENYLFTNG NVPFHWDGAF AEAVPRFLFF
     QCLKAPEAGS GGESLFCDTV RILQNVSPQQ REIWQKTEIS YKTQKVAHYG GEITKSLVIK
     HPITGLSTLR FAEPLNDASV HLNPLYVEVC NLPAEEQNPF INELIENLYL PQNCFAHEWQ
     EGDFLIADNH ALLHGRNPFL SNSQRHLQRV HIL