ID C90D1_ARATH Reviewed; 491 AA.
AC Q94IA6; Q9LIC5;
DT 15-JUN-2010, integrated into UniProtKB/Swiss-Prot.
DT 01-DEC-2001, sequence version 1.
DT 24-JAN-2024, entry version 143.
DE RecName: Full=3-epi-6-deoxocathasterone 23-monooxygenase CYP90D1 {ECO:0000305};
DE Short=3-dehydro-6-deoxoteasterone synthase {ECO:0000303|PubMed:17138693};
DE EC=1.14.14.147 {ECO:0000269|PubMed:17138693};
DE AltName: Full=(22R,23R)-22,23-dihydroxy-campest-4-en-3-one synthase {ECO:0000303|PubMed:17138693};
DE EC=1.14.14.- {ECO:0000269|PubMed:17138693};
DE AltName: Full=(22R,23R)-22,23-dihydroxycampesterol synthase {ECO:0000303|PubMed:17138693};
DE EC=1.14.14.- {ECO:0000269|PubMed:17138693};
DE AltName: Full=6-deoxoteasterone synthase {ECO:0000303|PubMed:17138693};
DE EC=1.14.14.- {ECO:0000269|PubMed:17138693};
DE AltName: Full=Cytochrome P450 90D1 {ECO:0000303|PubMed:15703058};
DE AltName: Full=Teasterone synthase {ECO:0000303|PubMed:17138693};
DE EC=1.14.14.- {ECO:0000269|PubMed:17138693};
GN Name=CYP90D1 {ECO:0000303|PubMed:15703058};
GN OrderedLocusNames=At3g13730 {ECO:0000312|Araport:AT3G13730};
GN ORFNames=MMM17.15 {ECO:0000312|EMBL:BAB01922.1};
OS Arabidopsis thaliana (Mouse-ear cress).
OC Eukaryota; Viridiplantae; Streptophyta; Embryophyta; Tracheophyta;
OC Spermatophyta; Magnoliopsida; eudicotyledons; Gunneridae; Pentapetalae;
OC rosids; malvids; Brassicales; Brassicaceae; Camelineae; Arabidopsis.
OX NCBI_TaxID=3702;
RN [1]
RP NUCLEOTIDE SEQUENCE [MRNA].
RC STRAIN=cv. Columbia;
RA Shimada Y.;
RT "P450 gene repressed by brassinosteroid.";
RL Submitted (JUL-2001) to the EMBL/GenBank/DDBJ databases.
RN [2]
RP NUCLEOTIDE SEQUENCE [LARGE SCALE GENOMIC DNA].
RC STRAIN=cv. Columbia;
RX PubMed=10907853; DOI=10.1093/dnares/7.3.217;
RA Kaneko T., Katoh T., Sato S., Nakamura Y., Asamizu E., Tabata S.;
RT "Structural analysis of Arabidopsis thaliana chromosome 3. II. Sequence
RT features of the 4,251,695 bp regions covered by 90 P1, TAC and BAC
RT clones.";
RL DNA Res. 7:217-221(2000).
RN [3]
RP GENOME REANNOTATION.
RC STRAIN=cv. Columbia;
RX PubMed=27862469; DOI=10.1111/tpj.13415;
RA Cheng C.Y., Krishnakumar V., Chan A.P., Thibaud-Nissen F., Schobel S.,
RA Town C.D.;
RT "Araport11: a complete reannotation of the Arabidopsis thaliana reference
RT genome.";
RL Plant J. 89:789-804(2017).
RN [4]
RP NUCLEOTIDE SEQUENCE [LARGE SCALE MRNA].
RC STRAIN=cv. Columbia;
RX PubMed=14593172; DOI=10.1126/science.1088305;
RA Yamada K., Lim J., Dale J.M., Chen H., Shinn P., Palm C.J., Southwick A.M.,
RA Wu H.C., Kim C.J., Nguyen M., Pham P.K., Cheuk R.F., Karlin-Newmann G.,
RA Liu S.X., Lam B., Sakano H., Wu T., Yu G., Miranda M., Quach H.L.,
RA Tripp M., Chang C.H., Lee J.M., Toriumi M.J., Chan M.M., Tang C.C.,
RA Onodera C.S., Deng J.M., Akiyama K., Ansari Y., Arakawa T., Banh J.,
RA Banno F., Bowser L., Brooks S.Y., Carninci P., Chao Q., Choy N., Enju A.,
RA Goldsmith A.D., Gurjal M., Hansen N.F., Hayashizaki Y., Johnson-Hopson C.,
RA Hsuan V.W., Iida K., Karnes M., Khan S., Koesema E., Ishida J., Jiang P.X.,
RA Jones T., Kawai J., Kamiya A., Meyers C., Nakajima M., Narusaka M.,
RA Seki M., Sakurai T., Satou M., Tamse R., Vaysberg M., Wallender E.K.,
RA Wong C., Yamamura Y., Yuan S., Shinozaki K., Davis R.W., Theologis A.,
RA Ecker J.R.;
RT "Empirical analysis of transcriptional activity in the Arabidopsis
RT genome.";
RL Science 302:842-846(2003).
RN [5]
RP FUNCTION, TISSUE SPECIFICITY, AND DISRUPTION PHENOTYPE.
RX PubMed=15703058; DOI=10.1111/j.1365-313x.2004.02330.x;
RA Kim G.T., Fujioka S., Kozuka T., Tax F.E., Takatsuto S., Yoshida S.,
RA Tsukaya H.;
RT "CYP90C1 and CYP90D1 are involved in different steps in the brassinosteroid
RT biosynthesis pathway in Arabidopsis thaliana.";
RL Plant J. 41:710-721(2005).
RN [6]
RP FUNCTION, CATALYTIC ACTIVITY, AND BIOPHYSICOCHEMICAL PROPERTIES.
RX PubMed=17138693; DOI=10.1105/tpc.106.045443;
RA Ohnishi T., Szatmari A.M., Watanabe B., Fujita S., Bancos S., Koncz C.,
RA Lafos M., Shibata K., Yokota T., Sakata K., Szekeres M., Mizutani M.;
RT "C-23 hydroxylation by Arabidopsis CYP90C1 and CYP90D1 reveals a novel
RT shortcut in brassinosteroid biosynthesis.";
RL Plant Cell 18:3275-3288(2006).
CC -!- FUNCTION: Involved in brassinosteroid (BR) biosynthesis
CC (PubMed:15703058, PubMed:17138693). May convert teasterone (TE) to 3-
CC dehydroteasterone (3DT, 3-DHT), or 6-deoxoteasterone (6-deoxoTE) to 3-
CC dehydro-6-deoxoteasterone (6-deoxo3DT, 6-deoxo3DHT) (PubMed:15703058).
CC C-23 hydroxylase that converts directly (22S,24R)-22-hydroxy-5-alpha-
CC ergostan-3-one and 3-epi-6-deoxocathasterone to 3-dehydro-6-
CC deoxoteasterone (6-deoxo3DT, 6-deoxo3DHT) and 6-deoxotyphasterol (6-
CC deoxoTY), respectively (PubMed:17138693). These C-23 hydroxylation
CC shortcuts bypass campestanol, 6-deoxocathasterone, and 6-
CC deoxoteasterone (6-deoxoTE) (PubMed:17138693). Catalyzes also the
CC conversion of cathasterone to teasterone (TE), 6-deoxotyphasterol (6-
CC deoxoTY) to 6-deoxocathasterone (6-deoxoCT), (22S,24R)-22-
CC hydroxyergost-4-en-3-one (22-OH-4-en-3-one) to (22R,23R)-22,23-
CC dihydroxy-campest-4-en-3-one (22,23-diOH-4-en-3-one) and (22S)-22-
CC hydroxycampesterol (22-OHCR) to (22R,23R)-22,23-dihydroxycampesterol
CC (22,23-diOHCR) (PubMed:17138693). {ECO:0000269|PubMed:15703058,
CC ECO:0000269|PubMed:17138693}.
CC -!- CATALYTIC ACTIVITY:
CC Reaction=3-epi-6-deoxocathasterone + O2 + reduced [NADPH--hemoprotein
CC reductase] = 6-deoxotyphasterol + H(+) + H2O + oxidized [NADPH--
CC hemoprotein reductase]; Xref=Rhea:RHEA:27321, Rhea:RHEA-COMP:11964,
CC Rhea:RHEA-COMP:11965, ChEBI:CHEBI:15377, ChEBI:CHEBI:15378,
CC ChEBI:CHEBI:15379, ChEBI:CHEBI:20717, ChEBI:CHEBI:57618,
CC ChEBI:CHEBI:58210, ChEBI:CHEBI:59410; EC=1.14.14.147;
CC Evidence={ECO:0000269|PubMed:17138693};
CC -!- CATALYTIC ACTIVITY:
CC Reaction=(22S,24R)-22-hydroxy-5alpha-ergostan-3-one + O2 + reduced
CC [NADPH--hemoprotein reductase] = 3-dehydro-6-deoxoteasterone + H(+) +
CC H2O + oxidized [NADPH--hemoprotein reductase]; Xref=Rhea:RHEA:27325,
CC Rhea:RHEA-COMP:11964, Rhea:RHEA-COMP:11965, ChEBI:CHEBI:15377,
CC ChEBI:CHEBI:15378, ChEBI:CHEBI:15379, ChEBI:CHEBI:20710,
CC ChEBI:CHEBI:57618, ChEBI:CHEBI:58210, ChEBI:CHEBI:59411;
CC EC=1.14.14.147; Evidence={ECO:0000269|PubMed:17138693};
CC -!- COFACTOR:
CC Name=heme; Xref=ChEBI:CHEBI:30413;
CC Evidence={ECO:0000250|UniProtKB:Q96242};
CC -!- BIOPHYSICOCHEMICAL PROPERTIES:
CC Kinetic parameters:
CC KM=18.1 uM for (22S)-22-hydroxycampesterol
CC {ECO:0000269|PubMed:17138693};
CC KM=0.73 uM for (22S,24R)-22-hydroxy-5-alpha-ergostan-3-one
CC {ECO:0000269|PubMed:17138693};
CC KM=0.77 uM for (22S,24R)-22-hydroxyergost-4-en-3-one
CC {ECO:0000269|PubMed:17138693};
CC KM=1.06 uM for 3-epi-6-deoxocathasterone
CC {ECO:0000269|PubMed:17138693};
CC KM=16.9 uM for 6-deoxocathasterone {ECO:0000269|PubMed:17138693};
CC Note=kcat is 0.12 min(-1) for (22S)-22-hydroxycampesterol
CC (PubMed:17138693). kcat is 1.27 min(-1) for (22S,24R)-22-hydroxy-5-
CC alpha-ergostan-3-one (PubMed:17138693). kcat is 1.01 min(-1) for
CC (22S,24R)-22-hydroxyergost-4-en-3-one (PubMed:17138693). kcat is 1.10
CC min(-1) for 3-epi-6-deoxocathasterone (PubMed:17138693). kcat is 0.29
CC min(-1) for 6-deoxocathasterone (PubMed:17138693).
CC {ECO:0000269|PubMed:17138693};
CC -!- PATHWAY: Plant hormone biosynthesis; brassinosteroid biosynthesis.
CC {ECO:0000305}.
CC -!- SUBCELLULAR LOCATION: Endoplasmic reticulum membrane {ECO:0000305};
CC Single-pass membrane protein {ECO:0000305}.
CC -!- TISSUE SPECIFICITY: Expressed in leaf vascular tissue.
CC {ECO:0000269|PubMed:15703058}.
CC -!- DISRUPTION PHENOTYPE: No visible phenotype under normal growth
CC conditions, but the double mutant plants cyp90c1 and cyp90d1 exhibit a
CC characteristic brassinosteroid-deficient dwarf phenotype.
CC {ECO:0000269|PubMed:15703058}.
CC -!- SIMILARITY: Belongs to the cytochrome P450 family. {ECO:0000305}.
CC -!- SEQUENCE CAUTION:
CC Sequence=BAB01922.1; Type=Erroneous gene model prediction; Evidence={ECO:0000305};
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DR EMBL; AB066286; BAB62109.1; -; mRNA.
DR EMBL; AP001307; BAB01922.1; ALT_SEQ; Genomic_DNA.
DR EMBL; CP002686; AEE75404.1; -; Genomic_DNA.
DR EMBL; BT004084; AAO42111.1; -; mRNA.
DR EMBL; BT005093; AAO50626.1; -; mRNA.
DR RefSeq; NP_001327080.1; NM_001338068.1.
DR RefSeq; NP_566462.1; NM_112223.3.
DR AlphaFoldDB; Q94IA6; -.
DR SMR; Q94IA6; -.
DR STRING; 3702.Q94IA6; -.
DR PaxDb; 3702-AT3G13730-1; -.
DR ProteomicsDB; 240584; -.
DR EnsemblPlants; AT3G13730.1; AT3G13730.1; AT3G13730.
DR GeneID; 820582; -.
DR Gramene; AT3G13730.1; AT3G13730.1; AT3G13730.
DR KEGG; ath:AT3G13730; -.
DR Araport; AT3G13730; -.
DR TAIR; AT3G13730; CYP90D1.
DR eggNOG; KOG0157; Eukaryota.
DR HOGENOM; CLU_001570_15_5_1; -.
DR InParanoid; Q94IA6; -.
DR OMA; MKRRMPV; -.
DR OrthoDB; 758626at2759; -.
DR PhylomeDB; Q94IA6; -.
DR BioCyc; ARA:AT3G13730-MONOMER; -.
DR BioCyc; MetaCyc:AT3G13730-MONOMER; -.
DR UniPathway; UPA00381; -.
DR PRO; PR:Q94IA6; -.
DR Proteomes; UP000006548; Chromosome 3.
DR ExpressionAtlas; Q94IA6; baseline and differential.
DR Genevisible; Q94IA6; AT.
DR GO; GO:0005789; C:endoplasmic reticulum membrane; IEA:UniProtKB-SubCell.
DR GO; GO:0102097; F:(22S)-22-hydroxy-5alpha-campestan-3-one C-23 hydroxylase activity; IEA:UniProtKB-EC.
DR GO; GO:0102136; F:3-epi-6-deoxocathasterone C-23 hydroxylase activity; IEA:UniProtKB-EC.
DR GO; GO:0020037; F:heme binding; IEA:InterPro.
DR GO; GO:0005506; F:iron ion binding; IEA:InterPro.
DR GO; GO:0016709; F:oxidoreductase activity, acting on paired donors, with incorporation or reduction of molecular oxygen, NAD(P)H as one donor, and incorporation of one atom of oxygen; IDA:TAIR.
DR GO; GO:0016132; P:brassinosteroid biosynthetic process; IMP:TAIR.
DR GO; GO:0048366; P:leaf development; IGI:TAIR.
DR GO; GO:0048441; P:petal development; IGI:TAIR.
DR GO; GO:0048443; P:stamen development; IGI:TAIR.
DR CDD; cd11043; CYP90-like; 1.
DR Gene3D; 1.10.630.10; Cytochrome P450; 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 PANTHER; PTHR24286:SF30; 3-EPI-6-DEOXOCATHASTERONE 23-MONOOXYGENASE CYP90D1; 1.
DR PANTHER; PTHR24286; CYTOCHROME P450 26; 1.
DR Pfam; PF00067; p450; 1.
DR PRINTS; PR00463; EP450I.
DR SUPFAM; SSF48264; Cytochrome P450; 1.
DR PROSITE; PS00086; CYTOCHROME_P450; 1.
PE 1: Evidence at protein level;
KW Brassinosteroid biosynthesis; Endoplasmic reticulum; Heme; Iron;
KW Lipid biosynthesis; Lipid metabolism; Membrane; Metal-binding;
KW Monooxygenase; Oxidoreductase; Reference proteome; Steroid biosynthesis;
KW Transmembrane; Transmembrane helix.
FT CHAIN 1..491
FT /note="3-epi-6-deoxocathasterone 23-monooxygenase CYP90D1"
FT /id="PRO_0000394999"
FT TRANSMEM 7..27
FT /note="Helical"
FT /evidence="ECO:0000255"
FT BINDING 442
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:0000250|UniProtKB:Q96242"
SQ SEQUENCE 491 AA; 56153 MW; 02FB908A91995A40 CRC64;
MDTSSSLLFF SFFFFIIIVI FNKINGLRSS PASKKKLNDH HVTSQSHGPK FPHGSLGWPV
IGETIEFVSS AYSDRPESFM DKRRLMYGRV FKSHIFGTAT IVSTDAEVNR AVLQSDSTAF
VPFYPKTVRE LMGKSSILLI NGSLHRRFHG LVGSFLKSPL LKAQIVRDMH KFLSESMDLW
SEDQPVLLQD VSKTVAFKVL AKALISVEKG EDLEELKREF ENFISGLMSL PINFPGTQLH
RSLQAKKNMV KQVERIIEGK IRKTKNKEED DVIAKDVVDV LLKDSSEHLT HNLIANNMID
MMIPGHDSVP VLITLAVKFL SDSPAALNLL TEENMKLKSL KELTGEPLYW NDYLSLPFTQ
KVITETLRMG NVIIGVMRKA MKDVEIKGYV IPKGWCFLAY LRSVHLDKLY YESPYKFNPW
RWQERDMNTS SFSPFGGGQR LCPGLDLARL ETSVFLHHLV TRFRWIAEED TIINFPTVHM
KNKLPIWIKR I
//
