TCMO_SORBI
ID TCMO_SORBI Reviewed; 501 AA.
AC Q94IP1;
DT 02-DEC-2020, integrated into UniProtKB/Swiss-Prot.
DT 01-DEC-2001, sequence version 1.
DT 03-AUG-2022, entry version 113.
DE RecName: Full=Trans-cinnamate 4-monooxygenase {ECO:0000305};
DE EC=1.14.14.91 {ECO:0000269|PubMed:32332088};
DE AltName: Full=Cinnamic acid 4-hydroxylase {ECO:0000303|PubMed:32332088};
DE Short=C4H {ECO:0000312|EMBL:AAK54447.1};
DE Short=CA4H {ECO:0000305};
DE AltName: Full=Cinnamic acid 4-hydroxylase 1 {ECO:0000303|PubMed:32332088};
DE Short=SbC4H1 {ECO:0000303|PubMed:32332088};
DE AltName: Full=Cytochrome P450 73A33 {ECO:0000305};
DE AltName: Full=Cytochrome P450C4H {ECO:0000305};
GN Name=CYP73A33 {ECO:0000303|PubMed:32332088};
GN Synonyms=C4H {ECO:0000312|EMBL:AAK54447.1},
GN C4H1 {ECO:0000303|PubMed:32332088};
GN ORFNames=SORBI_3002G126600 {ECO:0000312|EMBL:EER98460.1};
OS Sorghum bicolor (Sorghum) (Sorghum vulgare).
OC Eukaryota; Viridiplantae; Streptophyta; Embryophyta; Tracheophyta;
OC Spermatophyta; Magnoliopsida; Liliopsida; Poales; Poaceae; PACMAD clade;
OC Panicoideae; Andropogonodae; Andropogoneae; Sorghinae; Sorghum.
OX NCBI_TaxID=4558;
RN [1]
RP NUCLEOTIDE SEQUENCE [MRNA].
RA Lauer B., Nicholson R., Coolbaugh R.;
RT "Isolation of a C4H cDNA from Sorghum.";
RL Submitted (MAY-2001) to the EMBL/GenBank/DDBJ databases.
RN [2]
RP NUCLEOTIDE SEQUENCE [LARGE SCALE GENOMIC DNA].
RC STRAIN=cv. BTx623;
RX PubMed=19189423; DOI=10.1038/nature07723;
RA Paterson A.H., Bowers J.E., Bruggmann R., Dubchak I., Grimwood J.,
RA Gundlach H., Haberer G., Hellsten U., Mitros T., Poliakov A., Schmutz J.,
RA Spannagl M., Tang H., Wang X., Wicker T., Bharti A.K., Chapman J.,
RA Feltus F.A., Gowik U., Grigoriev I.V., Lyons E., Maher C.A., Martis M.,
RA Narechania A., Otillar R.P., Penning B.W., Salamov A.A., Wang Y., Zhang L.,
RA Carpita N.C., Freeling M., Gingle A.R., Hash C.T., Keller B., Klein P.,
RA Kresovich S., McCann M.C., Ming R., Peterson D.G., Mehboob-ur-Rahman M.,
RA Ware D., Westhoff P., Mayer K.F.X., Messing J., Rokhsar D.S.;
RT "The Sorghum bicolor genome and the diversification of grasses.";
RL Nature 457:551-556(2009).
RN [3]
RP X-RAY CRYSTALLOGRAPHY (1.70 ANGSTROMS) IN COMPLEX WITH HEME, FUNCTION,
RP CATALYTIC ACTIVITY, AND BIOPHYSICOCHEMICAL PROPERTIES.
RX PubMed=32332088; DOI=10.1104/pp.20.00406;
RA Zhang B., Lewis K.M., Abril A., Davydov D.R., Vermerris W., Sattler S.E.,
RA Kang C.;
RT "Structure and function of the cytochrome P450 monooxygenase cinnamate 4-
RT hydroxylase from Sorghum bicolor.";
RL Plant Physiol. 183:957-973(2020).
CC -!- FUNCTION: Catalyzes the first oxidative step of the phenylpropanoid
CC pathway in higher plants by transforming trans-cinnamate into p-
CC coumarate (PubMed:32332088). The compounds formed by this pathway are
CC essential components for lignification, pollination, and defense
CC against ultraviolet light, predators and pathogens (PubMed:32332088).
CC Can also use 2-naphthoic acid as substrate (PubMed:32332088).
CC {ECO:0000269|PubMed:32332088}.
CC -!- CATALYTIC ACTIVITY:
CC Reaction=(E)-cinnamate + O2 + reduced [NADPH--hemoprotein reductase] =
CC (E)-4-coumarate + H(+) + H2O + oxidized [NADPH--hemoprotein
CC reductase]; Xref=Rhea:RHEA:10608, Rhea:RHEA-COMP:11964, Rhea:RHEA-
CC COMP:11965, ChEBI:CHEBI:12876, ChEBI:CHEBI:15377, ChEBI:CHEBI:15378,
CC ChEBI:CHEBI:15379, ChEBI:CHEBI:15669, ChEBI:CHEBI:57618,
CC ChEBI:CHEBI:58210; EC=1.14.14.91;
CC Evidence={ECO:0000269|PubMed:32332088};
CC PhysiologicalDirection=left-to-right; Xref=Rhea:RHEA:10609;
CC Evidence={ECO:0000269|PubMed:32332088};
CC -!- COFACTOR:
CC Name=heme; Xref=ChEBI:CHEBI:30413;
CC Evidence={ECO:0000269|PubMed:32332088};
CC -!- BIOPHYSICOCHEMICAL PROPERTIES:
CC Kinetic parameters:
CC KM=0.61 uM for trans-cinnamate {ECO:0000269|PubMed:32332088};
CC KM=0.76 uM for 2-naphthoic acid {ECO:0000269|PubMed:32332088};
CC -!- PATHWAY: Phenylpropanoid metabolism; trans-4-coumarate biosynthesis;
CC trans-4-coumarate from trans-cinnamate: step 1/1. {ECO:0000305}.
CC -!- SUBCELLULAR LOCATION: Membrane {ECO:0000255}; Single-pass membrane
CC protein {ECO:0000255}.
CC -!- SIMILARITY: Belongs to the cytochrome P450 family. {ECO:0000305}.
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DR EMBL; AY034143; AAK54447.1; -; mRNA.
DR EMBL; CM000761; EER98460.1; -; Genomic_DNA.
DR RefSeq; XP_002461939.1; XM_002461894.1.
DR PDB; 6VBY; X-ray; 1.70 A; A=1-501.
DR PDBsum; 6VBY; -.
DR AlphaFoldDB; Q94IP1; -.
DR SMR; Q94IP1; -.
DR STRING; 4558.Sb02g010910.1; -.
DR EnsemblPlants; EER98460; EER98460; SORBI_3002G126600.
DR GeneID; 8059757; -.
DR Gramene; EER98460; EER98460; SORBI_3002G126600.
DR KEGG; sbi:8059757; -.
DR eggNOG; KOG0156; Eukaryota.
DR HOGENOM; CLU_001570_4_0_1; -.
DR InParanoid; Q94IP1; -.
DR OMA; IHRHPRD; -.
DR OrthoDB; 702827at2759; -.
DR UniPathway; UPA00825; UER00789.
DR Proteomes; UP000000768; Chromosome 2.
DR GO; GO:0016021; C:integral component of membrane; IEA:UniProtKB-KW.
DR GO; GO:0020037; F:heme binding; IDA:UniProtKB.
DR GO; GO:0005506; F:iron ion binding; IEA:InterPro.
DR GO; GO:0016710; F:trans-cinnamate 4-monooxygenase activity; IDA:UniProtKB.
DR GO; GO:0009808; P:lignin metabolic process; IDA:UniProtKB.
DR Gene3D; 1.10.630.10; -; 1.
DR InterPro; IPR001128; Cyt_P450.
DR InterPro; IPR017972; Cyt_P450_CS.
DR InterPro; IPR002401; Cyt_P450_E_grp-I.
DR InterPro; IPR036396; Cyt_P450_sf.
DR Pfam; PF00067; p450; 1.
DR PRINTS; PR00463; EP450I.
DR PRINTS; PR00385; P450.
DR SUPFAM; SSF48264; SSF48264; 1.
DR PROSITE; PS00086; CYTOCHROME_P450; 1.
PE 1: Evidence at protein level;
KW 3D-structure; Heme; Iron; Membrane; Metal-binding; Monooxygenase;
KW Oxidoreductase; Reference proteome; Transmembrane; Transmembrane helix.
FT CHAIN 1..501
FT /note="Trans-cinnamate 4-monooxygenase"
FT /id="PRO_0000451427"
FT TRANSMEM 3..23
FT /note="Helical"
FT /evidence="ECO:0000255"
FT BINDING 213..218
FT /ligand="(E)-cinnamate"
FT /ligand_id="ChEBI:CHEBI:15669"
FT /evidence="ECO:0000269|PubMed:32332088"
FT BINDING 302
FT /ligand="(E)-cinnamate"
FT /ligand_id="ChEBI:CHEBI:15669"
FT /evidence="ECO:0000269|PubMed:32332088"
FT BINDING 443
FT /ligand="heme"
FT /ligand_id="ChEBI:CHEBI:30413"
FT /ligand_part="Fe"
FT /ligand_part_id="ChEBI:CHEBI:18248"
FT /note="axial binding residue"
FT /evidence="ECO:0000269|PubMed:32332088"
FT TURN 41..43
FT /evidence="ECO:0007829|PDB:6VBY"
FT HELIX 46..49
FT /evidence="ECO:0007829|PDB:6VBY"
FT HELIX 55..65
FT /evidence="ECO:0007829|PDB:6VBY"
FT STRAND 67..73
FT /evidence="ECO:0007829|PDB:6VBY"
FT STRAND 76..81
FT /evidence="ECO:0007829|PDB:6VBY"
FT HELIX 84..91
FT /evidence="ECO:0007829|PDB:6VBY"
FT TURN 92..98
FT /evidence="ECO:0007829|PDB:6VBY"
FT HELIX 105..111
FT /evidence="ECO:0007829|PDB:6VBY"
FT TURN 112..114
FT /evidence="ECO:0007829|PDB:6VBY"
FT HELIX 124..137
FT /evidence="ECO:0007829|PDB:6VBY"
FT HELIX 140..163
FT /evidence="ECO:0007829|PDB:6VBY"
FT HELIX 165..168
FT /evidence="ECO:0007829|PDB:6VBY"
FT HELIX 175..191
FT /evidence="ECO:0007829|PDB:6VBY"
FT HELIX 201..218
FT /evidence="ECO:0007829|PDB:6VBY"
FT HELIX 220..222
FT /evidence="ECO:0007829|PDB:6VBY"
FT HELIX 223..227
FT /evidence="ECO:0007829|PDB:6VBY"
FT HELIX 229..235
FT /evidence="ECO:0007829|PDB:6VBY"
FT HELIX 236..256
FT /evidence="ECO:0007829|PDB:6VBY"
FT HELIX 258..268
FT /evidence="ECO:0007829|PDB:6VBY"
FT HELIX 274..283
FT /evidence="ECO:0007829|PDB:6VBY"
FT HELIX 289..302
FT /evidence="ECO:0007829|PDB:6VBY"
FT HELIX 304..320
FT /evidence="ECO:0007829|PDB:6VBY"
FT HELIX 322..336
FT /evidence="ECO:0007829|PDB:6VBY"
FT HELIX 344..349
FT /evidence="ECO:0007829|PDB:6VBY"
FT HELIX 351..363
FT /evidence="ECO:0007829|PDB:6VBY"
FT STRAND 379..381
FT /evidence="ECO:0007829|PDB:6VBY"
FT STRAND 384..386
FT /evidence="ECO:0007829|PDB:6VBY"
FT STRAND 391..394
FT /evidence="ECO:0007829|PDB:6VBY"
FT HELIX 396..401
FT /evidence="ECO:0007829|PDB:6VBY"
FT TURN 403..405
FT /evidence="ECO:0007829|PDB:6VBY"
FT STRAND 406..408
FT /evidence="ECO:0007829|PDB:6VBY"
FT HELIX 414..418
FT /evidence="ECO:0007829|PDB:6VBY"
FT TURN 419..423
FT /evidence="ECO:0007829|PDB:6VBY"
FT HELIX 446..463
FT /evidence="ECO:0007829|PDB:6VBY"
FT STRAND 464..467
FT /evidence="ECO:0007829|PDB:6VBY"
FT STRAND 479..481
FT /evidence="ECO:0007829|PDB:6VBY"
FT STRAND 486..490
FT /evidence="ECO:0007829|PDB:6VBY"
FT STRAND 493..498
FT /evidence="ECO:0007829|PDB:6VBY"
SQ SEQUENCE 501 AA; 57119 MW; E3F7F913E074A10F CRC64;
MDLVLLEKAL LGLFAAAVLA VAVAKLTGKR YRLPPGPAGA PVVGNWLQVG DDLNHRNLMS
LAKRFGDIFL LRMGVRNLVV VSTPELAKEV LHTQGVEFGS RTRNVVFDIF TGKGQDMVFT
VYGDHWRKMR RIMTVPFFTN KVVAQNRVGW EEEARLVVED VRKDPRAAAE GVVIRRRLQL
MMYNDMFRIM FDTRFESEQD PLFNKLKALN AERSRLSQSF EYNYGDFIPV LRPFLRGYLN
RCHDLKTRRM KVFEDNFVQE RKKVMAQTGE IRCAMDHILE AERKGEINHD NVLYIVENIN
VAAIETTLWS IEWGIAELVN HPAIQSKLRE EMDSVLGAGV PVTEPDLERL PYLQAIVKET
LRLRMAIPLL VPHMNLNDGK LAGYDIPAES KILVNAWFLA NDPKRWVRPD EFRPERFLEE
EKTVEAHGND FRFVPFGVGR RSCPGIILAL PIIGITLGRL VQNFQLLPPP GQDKIDTTEK
PGQFSNQIAK HATIVCKPLE A
