MACJ_PENTR
ID MACJ_PENTR Reviewed; 258 AA.
AC A0A2P1DP74;
DT 23-FEB-2022, integrated into UniProtKB/Swiss-Prot.
DT 23-MAY-2018, sequence version 1.
DT 03-AUG-2022, entry version 10.
DE RecName: Full=Terpene cyclase macJ {ECO:0000303|PubMed:28926261};
DE EC=4.2.3.- {ECO:0000269|PubMed:28926261};
DE AltName: Full=Macrophorins biosynthesis cluster protein J {ECO:0000303|PubMed:28926261};
GN Name=macJ {ECO:0000303|PubMed:28926261};
OS Penicillium terrestre.
OC Eukaryota; Fungi; Dikarya; Ascomycota; Pezizomycotina; Eurotiomycetes;
OC Eurotiomycetidae; Eurotiales; Aspergillaceae; Penicillium.
OX NCBI_TaxID=374132;
RN [1]
RP NUCLEOTIDE SEQUENCE [GENOMIC DNA], FUNCTION, CATALYTIC ACTIVITY, DISRUPTION
RP PHENOTYPE, PATHWAY, AND MUTAGENESIS OF ASP-31; ASP-55; GLU-72; ASP-96 AND
RP ASP-229.
RC STRAIN=LM2;
RX PubMed=28926261; DOI=10.1021/acs.orglett.7b02653;
RA Tang M.C., Cui X., He X., Ding Z., Zhu T., Tang Y., Li D.;
RT "Late-stage terpene cyclization by an integral membrane cyclase in the
RT biosynthesis of isoprenoid epoxycyclohexenone natural products.";
RL Org. Lett. 19:5376-5379(2017).
CC -!- FUNCTION: Terpene cyclase; part of the gene cluster that mediates the
CC biosynthesis of macrophorins, isoprenoid epoxycyclohexenones containing
CC cyclized drimane moieties (PubMed:28926261). The first step of the
CC pathway is the synthesis of 6-methylsalicylic acid (6-MSA) by the
CC polyketide synthase macA (PubMed:28926261). 6-MSA is then converted to
CC m-cresol by the decarboxylase macB (By similarity). The cytochrome P450
CC monooxygenase macC then catalyzes the oxidation of m-cresol to
CC toluquinol (By similarity). Epoxidation of toluquinol is then performed
CC by the short chain dehydrogenase macD, with the help of macE, and a
CC further prenylation by macG leads to 7-deacetoxyyanuthone A (By
CC similarity). The next step is the hydroxylation of C-22 of 7-
CC deacetoxyyanuthone A by the cytochrome P450 monooxygenase macH to yield
CC 22-deacetylyanuthone A (By similarity). O-Mevalon transferase macI then
CC attaches mevalon to the hydroxyl group of 22-deacetylyanuthone A to
CC produce yanuthone E (By similarity). The terpene cyclase macJ catalyzes
CC the cyclization of 22-deacetylyanuthone A to macrophorin A
CC (PubMed:28926261). MacJ is also able to catalyze cyclization of
CC yanuthone E and 7-deacetoxyyanuthone A to their corresponding
CC macrophorins (PubMed:28926261). The macJ products can be further
CC modified by macH and macJ, as well as by the FAD-dependent
CC monooxygenase macF, to produce additional macrophorins, including 4'-
CC oxomacrophorin A, 4'-oxomacrophorin D and 4'-oxomacrophorin E
CC (PubMed:28926261). {ECO:0000250|UniProtKB:G3Y419,
CC ECO:0000269|PubMed:28926261}.
CC -!- PATHWAY: Secondary metabolite biosynthesis; terpenoid biosynthesis.
CC {ECO:0000269|PubMed:28926261}.
CC -!- SUBCELLULAR LOCATION: Membrane {ECO:0000255}; Multi-pass membrane
CC protein {ECO:0000255}.
CC -!- DISRUPTION PHENOTYPE: Abolishes completely the production of
CC macrophorin A, 4'-oxomacrophorin A, 4'-oxomacrophorin D and 4'-
CC oxomacrophorin E; and leads to the accumulation of yanuthone E, 7-
CC deacetoxyyanuthone A, and 22-deacetylyanuthone A.
CC {ECO:0000269|PubMed:28926261}.
CC -!- MISCELLANEOUS: The macrophorins cluster contains a single gene
CC insertion (encoding for the terpene cyclase macJ) compared with the
CC yanuthone cluster that produces the linear compound yanuthone.
CC {ECO:0000269|PubMed:28926261}.
CC -!- SIMILARITY: Belongs to the paxB family. {ECO:0000305}.
CC ---------------------------------------------------------------------------
CC Copyrighted by the UniProt Consortium, see https://www.uniprot.org/terms
CC Distributed under the Creative Commons Attribution (CC BY 4.0) License
CC ---------------------------------------------------------------------------
DR EMBL; MF990004; AVK70105.1; -; Genomic_DNA.
DR EMBL; MH388470; QBC75443.1; -; Genomic_DNA.
DR UniPathway; UPA00213; -.
DR GO; GO:0016021; C:integral component of membrane; IEA:UniProtKB-KW.
DR GO; GO:0016829; F:lyase activity; IEA:UniProtKB-KW.
DR GO; GO:0016114; P:terpenoid biosynthetic process; IEA:UniProtKB-UniPathway.
DR InterPro; IPR039020; PaxB-like.
DR PANTHER; PTHR42038; PTHR42038; 1.
PE 1: Evidence at protein level;
KW Lyase; Membrane; Transmembrane; Transmembrane helix.
FT CHAIN 1..258
FT /note="Terpene cyclase macJ"
FT /id="PRO_0000454092"
FT TRANSMEM 29..49
FT /note="Helical"
FT /evidence="ECO:0000255"
FT TRANSMEM 58..78
FT /note="Helical"
FT /evidence="ECO:0000255"
FT TRANSMEM 83..103
FT /note="Helical"
FT /evidence="ECO:0000255"
FT TRANSMEM 124..144
FT /note="Helical"
FT /evidence="ECO:0000255"
FT TRANSMEM 151..171
FT /note="Helical"
FT /evidence="ECO:0000255"
FT TRANSMEM 181..201
FT /note="Helical"
FT /evidence="ECO:0000255"
FT TRANSMEM 220..240
FT /note="Helical"
FT /evidence="ECO:0000255"
FT MUTAGEN 31
FT /note="D->A: Does not affect cyclase activity."
FT /evidence="ECO:0000269|PubMed:28926261"
FT MUTAGEN 55
FT /note="D->A: Does not affect cyclase activity."
FT /evidence="ECO:0000269|PubMed:28926261"
FT MUTAGEN 72
FT /note="E->A: Completely abolishes cyclase activity."
FT /evidence="ECO:0000269|PubMed:28926261"
FT MUTAGEN 96
FT /note="D->A: Completely abolishes cyclase activity."
FT /evidence="ECO:0000269|PubMed:28926261"
FT MUTAGEN 229
FT /note="D->A: Completely abolishes cyclase activity."
FT /evidence="ECO:0000269|PubMed:28926261"
SQ SEQUENCE 258 AA; 29359 MW; 523CC32884F629B5 CRC64;
MCFFALEEWA AANRDYENTP APYWHVKSVP DGFTAISGIL WSISYILMAK KAFKDRSYAM
PLHCLCLNIT WEAVYGFVYG PGLLNQVVFA QWMIVDVVLF YAILRSAPYA WKQSPLVAQH
LAGIIVVGCV ICLWLHLAIA ATFIPSIGRQ VVFMTAWPMQ VLINFSSIAQ LLSRGNTLGH
SWGIWWTRML GTIAAACCFF WRIHYWPERF GYAWTPYGKF LLLGSIGSDM VYAAVYVYVQ
RIEKQLDSLV NTKAQKAR
