ID   AMBI2_FISAU             Reviewed;         330 AA.
AC   V5TES5;
DT   23-FEB-2022, integrated into UniProtKB/Swiss-Prot.
DT   19-FEB-2014, sequence version 1.
DT   03-AUG-2022, entry version 21.
DE   RecName: Full=L-tryptophan isonitrile synthase AmbI2 {ECO:0000305};
DE            EC=4.1.99.25 {ECO:0000269|PubMed:24180436, ECO:0000269|PubMed:28212039};
GN   Name=ambI2 {ECO:0000303|PubMed:24180436};
GN   Synonyms=famH2 {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, AND CATALYTIC ACTIVITY.
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 the isonitrile group on tryptophan using ribulose 5-
CC       phosphate as the source of the carbon atom (PubMed:24180436,
CC       PubMed:28212039). {ECO:0000269|PubMed:24180436,
CC       ECO:0000269|PubMed:28212039}.
CC   -!- CATALYTIC ACTIVITY:
CC       Reaction=D-ribulose 5-phosphate + L-tryptophan = (2S)-3-(1H-indol-3-
CC         yl)-2-isocyanopropanoate + formaldehyde + H(+) + H2O + hydroxyacetone
CC         + phosphate; Xref=Rhea:RHEA:56696, ChEBI:CHEBI:15377,
CC         ChEBI:CHEBI:15378, ChEBI:CHEBI:16842, ChEBI:CHEBI:27957,
CC         ChEBI:CHEBI:43474, ChEBI:CHEBI:57912, ChEBI:CHEBI:58121,
CC         ChEBI:CHEBI:140652; EC=4.1.99.25;
CC         Evidence={ECO:0000269|PubMed:24180436, ECO:0000269|PubMed:28212039};
CC       PhysiologicalDirection=left-to-right; Xref=Rhea:RHEA:56697;
CC         Evidence={ECO:0000269|PubMed:24180436, ECO:0000269|PubMed:28212039};
CC   -!- MISCELLANEOUS: AmbI1 and AmbI3 alone are sufficient to generate Z-3-(2-
CC       isocyanoethen)-indole from L-tryptophan and ribulose 5-phosphate, but
CC       AmbI2 and AmbI3 are not, suggesting that AmbI2 is functionally
CC       redundant in vitro. {ECO:0000269|PubMed:24180436}.
CC   -!- SIMILARITY: Belongs to the isocyanide synthase family. {ECO:0000305}.
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DR   EMBL; KF664586; AHB62772.1; -; Genomic_DNA.
DR   EMBL; KJ742065; AIJ28555.1; -; Genomic_DNA.
DR   EMBL; KX451322; APB62258.1; -; Genomic_DNA.
DR   SMR; V5TES5; -.
DR   BioCyc; MetaCyc:MON-20402; -.
DR   GO; GO:0016829; F:lyase activity; IEA:UniProtKB-KW.
DR   InterPro; IPR007817; Isocyanide_synthase_DIT1.
DR   InterPro; IPR017133; PvcA.
DR   PANTHER; PTHR37285; PTHR37285; 1.
DR   Pfam; PF05141; DIT1_PvcA; 1.
DR   PIRSF; PIRSF037196; Pyoverdine_chromoph_PvcA; 1.
PE   1: Evidence at protein level;
KW   Lyase.
FT   CHAIN           1..330
FT                   /note="L-tryptophan isonitrile synthase AmbI2"
FT                   /id="PRO_0000453965"
SQ   SEQUENCE   330 AA;  38033 MW;  DE7E3432F8FDE448 CRC64;
     MTQIINITQS KVISEQILRH VFRHRRLISD TEPCVHQPCS LCLAPHLEKV QYFVEHNEPI
     HFILPAFPAK SPNTQKVLGT MPDMGEQVSL KFLQSLCDQI SEIYAPGAKL TICSDGRVFS
     DLVGVTDENV TLYGQIIQAL LKEMKADAID VFNLEDMYTD LSFDEMRQKL VKLYGQTIEA
     IKDAVKNNDH QCQMFNGIHR FLVEDYQVLE AHKSRNKIRL ECKTRAYEVI QRSNAWSVLI
     SELYPHSVRL SIHPQHYHSE KIGIHMIKTL DQWGTPWHNA TVFDGKEFML MKRSHLESMG
     ATLVCQNGHP SYFAWTEQPL ETRITVQEVI