Cytochrome P450 98A3 - Arabidopsis thaliana (Mouse-ear cress)

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O22203 (C98A3_ARATH) Reviewed, UniProtKB/Swiss-Prot

Last modified May 1, 2013. Version 108. History...

Clusters with 100%, 90%, 50% identity |

Documents (2) |

Third-party data

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Names·Attributes·General annotation·Ontologies·Sequence annotation·Sequences·References·Cross-refs·Entry info·Documents Customize order

Names and origin

Protein names

Recommended name:
Cytochrome P450 98A3
EC=1.14.-.-

Alternative name(s):
Protein REDUCED EPIDERMAL FLUORESCENCE 8
p-coumaroylshikimate/quinate 3'-hydrolxylase
Short name=C3'H

Gene names

Name:	CYP98A3
Synonyms:	C3'H, REF8
Ordered Locus Names:	At2g40890
ORF Names:	T20B5.9

Organism

Arabidopsis thaliana (Mouse-ear cress) [Reference proteome]

Taxonomic identifier

3702 [NCBI]

Taxonomic lineage

Eukaryota › Viridiplantae › Streptophyta › Embryophyta › Tracheophyta › Spermatophyta › Magnoliophyta › eudicotyledons › core eudicotyledons › rosids › malvids › Brassicales › Brassicaceae › Camelineae › Arabidopsis

Protein attributes

Sequence length	508 AA.
Sequence status	Complete.
Protein existence	Evidence at protein level

General annotation (Comments)

Function	Cytochrome P450 which catalyzes 3'-hydroxylation of p-coumaric esters of shikimic/quinic acids to form lignin monomers. Can use p-coumarate, p-coumaraldehyde, p-coumaroyl methyl ester, 5-O-(4-coumaroyl) D-quinate and 5-O-(4-coumaroyl) shikimate as substrates, but not p-coumaryl alcohol, p-coumaroyl CoA, 1-O-p-coumaroyl-beta-D-glucose, p-hydroxy-cinnamyl alcohol, cinnamate, caffeate or ferulate. Has a weak activity on tri(p-coumaroyl)spermidine, but none on triferuloylspermidine. Hydroxylates preferentially the 5-O-isomer, but can also convert the 4-O- and 3-O-isomers with a lower efficiency. Involved in the biosynthesis of the coumarins scopoletin and scopolin. Essential for the biosynthesis of lignin. Ref.5 Ref.6 Ref.7 Ref.8 Ref.9
Cofactor	Heme group By similarity.
Subcellular location	Membrane; Single-pass membrane protein Potential.
Tissue specificity	Highly expressed in stems, roots and siliques. Detected in leaves flowers and seedlings. Highest expression detected in differentiating xylem. Ref.5 Ref.6 Ref.11
Induction	Up-regulated by wounding. Ref.5
Disruption phenotype	Dwarf. 91% and 97% reduction of the levels of scopoletin and scopolin respectively, but increased levels of skimmin, the beta-glucoside of umbelliferone. Altered lignin composition and increased susceptiblity to fungal colonization. Ref.7 Ref.8 Ref.9
Sequence similarities	Belongs to the cytochrome P450 family.
Biophysicochemical properties	Kinetic parameters: Kcat is 612 min(-1) with 5-O-(4-coumaroyl) shikimate as substrate (Ref.5). Kcat is 399 min(-1) with 5-O-(4-coumaroyl) quinate as substrate (Ref.5). K_M=7 µM for 5-O-(4-coumaroyl) shikimate Ref.5 K_M=18 µM for 5-O-(4-coumaroyl) quinate
Sequence caution	The sequence AAB86449.2 differs from that shown. Reason: Erroneous initiation. Translation N-terminally extended.

Ontologies

Keywords
Cellular component	Membrane
Domain	Transmembrane Transmembrane helix
Ligand	Heme Iron Metal-binding
Molecular function	Monooxygenase Oxidoreductase
PTM	Isopeptide bond Ubl conjugation
Technical term	Complete proteome Reference proteome
Gene Ontology (GO)
Biological_process	coumarin biosynthetic process Inferred from mutant phenotype Ref.8. Source: TAIR flavonoid biosynthetic process Inferred from mutant phenotype Ref.9. Source: TAIR lignin biosynthetic process Inferred from mutant phenotype Ref.9. Source: TAIR
Cellular_component	endoplasmic reticulum Inferred from direct assay PubMed 16618929 PubMed 22923678 PubMed 23175744. Source: TAIR integral to membrane Inferred from electronic annotation. Source: UniProtKB-KW mitochondrion Inferred from direct assay PubMed 15276431. Source: TAIR plasma membrane Inferred from direct assay PubMed 17317660. Source: TAIR
Molecular_function	electron carrier activity Inferred from electronic annotation. Source: InterPro heme binding Inferred from electronic annotation. Source: InterPro iron ion binding Inferred from electronic annotation. Source: InterPro oxidoreductase activity, acting on paired donors, with incorporation or reduction of molecular oxygen Inferred from electronic annotation. Source: InterPro p-coumarate 3-hydroxylase activity Inferred from direct assay Ref.5. Source: TAIR
Complete GO annotation...

Sequence annotation (Features)

Feature key

Position(s)

Length

Description

Graphical view

Feature identifier

Molecule processing

Chain

1 – 508

508

Cytochrome P450 98A3

PRO_0000052199

Regions

Transmembrane

1 – 21

Helical; Potential

Sites

Metal binding

438

Iron (heme axial ligand) By similarity

Amino acid modifications

Cross-link

172

Glycyl lysine isopeptide (Lys-Gly) (interchain with G-Cter in ubiquitin) Ref.10

Cross-link

189

Glycyl lysine isopeptide (Lys-Gly) (interchain with G-Cter in ubiquitin) Ref.10

Experimental info

Mutagenesis

444

G → D in ref8; loss of activity. Ref.6

Sequence conflict

202

G → E in AAL06992. Ref.3

Sequence conflict

466

G → V in BAE98524. Ref.4

Sequences

Sequence

Length

Mass (Da)

Tools

O22203 [UniParc].

Last modified January 1, 1998. Version 1.
Checksum: BD22A574F6B16C35
Show »

FASTA

508

57,927

        10         20         30         40         50         60 
MSWFLIAVAT IAAVVSYKLI QRLRYKFPPG PSPKPIVGNL YDIKPVRFRC YYEWAQSYGP 

        70         80         90        100        110        120 
IISVWIGSIL NVVVSSAELA KEVLKEHDQK LADRHRNRST EAFSRNGQDL IWADYGPHYV 

       130        140        150        160        170        180 
KVRKVCTLEL FTPKRLESLR PIREDEVTAM VESVFRDCNL PENRAKGLQL RKYLGAVAFN 

       190        200        210        220        230        240 
NITRLAFGKR FMNAEGVVDE QGLEFKAIVS NGLKLGASLS IAEHIPWLRW MFPADEKAFA 

       250        260        270        280        290        300 
EHGARRDRLT RAIMEEHTLA RQKSSGAKQH FVDALLTLKD QYDLSEDTII GLLWDMITAG 

       310        320        330        340        350        360 
MDTTAITAEW AMAEMIKNPR VQQKVQEEFD RVVGLDRILT EADFSRLPYL QCVVKESFRL 

       370        380        390        400        410        420 
HPPTPLMLPH RSNADVKIGG YDIPKGSNVH VNVWAVARDP AVWKNPFEFR PERFLEEDVD 

       430        440        450        460        470        480 
MKGHDFRLLP FGAGRRVCPG AQLGINLVTS MMSHLLHHFV WTPPQGTKPE EIDMSENPGL 

       490        500 
VTYMRTPVQA VATPRLPSDL YKRVPYDM

« Hide

References

	« Hide 'large scale' referencesShow 'large scale' references »
[1]	"Sequence and analysis of chromosome 2 of the plant Arabidopsis thaliana." Lin X., Kaul S., Rounsley S.D., Shea T.P., Benito M.-I., Town C.D., Fujii C.Y., Mason T.M., Bowman C.L., Barnstead M.E., Feldblyum T.V., Buell C.R., Ketchum K.A., Lee J.J., Ronning C.M., Koo H.L., Moffat K.S., Cronin L.A. Venter J.C. Nature 402:761-768(1999) [PubMed] [Europe PMC] [Abstract] Cited for: NUCLEOTIDE SEQUENCE [LARGE SCALE GENOMIC DNA]. Strain: cv. Columbia.
[2]	The Arabidopsis Information Resource (TAIR) Submitted (APR-2011) to the EMBL/GenBank/DDBJ databases Cited for: GENOME REANNOTATION. Strain: cv. Columbia.
[3]	"Empirical analysis of transcriptional activity in the Arabidopsis genome." Yamada K., Lim J., Dale J.M., Chen H., Shinn P., Palm C.J., Southwick A.M., Wu H.C., Kim C.J., Nguyen M., Pham P.K., Cheuk R.F., Karlin-Newmann G., Liu S.X., Lam B., Sakano H., Wu T., Yu G. Ecker J.R. Science 302:842-846(2003) [PubMed] [Europe PMC] [Abstract] Cited for: NUCLEOTIDE SEQUENCE [LARGE SCALE MRNA] OF 79-508. Strain: cv. Columbia.
[4]	"Large-scale analysis of RIKEN Arabidopsis full-length (RAFL) cDNAs." Totoki Y., Seki M., Ishida J., Nakajima M., Enju A., Kamiya A., Narusaka M., Shin-i T., Nakagawa M., Sakamoto N., Oishi K., Kohara Y., Kobayashi M., Toyoda A., Sakaki Y., Sakurai T., Iida K., Akiyama K. Shinozaki K. Submitted (JUL-2006) to the EMBL/GenBank/DDBJ databases Cited for: NUCLEOTIDE SEQUENCE [LARGE SCALE MRNA]. Strain: cv. Columbia.
[5]	"CYP98A3 from Arabidopsis thaliana is a 3'-hydroxylase of phenolic esters, a missing link in the phenylpropanoid pathway." Schoch G., Goepfert S., Morant M., Hehn A., Meyer D., Ullmann P., Werck-Reichhart D. J. Biol. Chem. 276:36566-36574(2001) [PubMed] [Europe PMC] [Abstract] Cited for: FUNCTION, CATALYTIC ACTIVITY, SUBSTRATE SPECIFICITY, BIOPHYSICOCHEMICAL PROPERTIES, TISSUE SPECIFICITY, INDUCTION BY WOUNDING. Strain: cv. Columbia.
[6]	"The Arabidopsis REF8 gene encodes the 3-hydroxylase of phenylpropanoid metabolism." Franke R., Humphreys J.M., Hemm M.R., Denault J.W., Ruegger M.O., Cusumano J.C., Chapple C. Plant J. 30:33-45(2002) [PubMed] [Europe PMC] [Abstract] Cited for: FUNCTION, MUTAGENESIS OF GLY-444, TISSUE SPECIFICITY, CATALYTIC ACTIVITY, SUBSTRATE SPECIFICITY.
[7]	"Changes in secondary metabolism and deposition of an unusual lignin in the ref8 mutant of Arabidopsis." Franke R., Hemm M.R., Denault J.W., Ruegger M.O., Humphreys J.M., Chapple C. Plant J. 30:47-59(2002) [PubMed] [Europe PMC] [Abstract] Cited for: FUNCTION, DISRUPTION PHENOTYPE. Strain: cv. Columbia.
[8]	"Accumulation of coumarins in Arabidopsis thaliana." Kai K., Shimizu B., Mizutani M., Watanabe K., Sakata K. Phytochemistry 67:379-386(2006) [PubMed] [Europe PMC] [Abstract] Cited for: FUNCTION, DISRUPTION PHENOTYPE. Strain: cv. Columbia.
[9]	"A coumaroyl-ester-3-hydroxylase insertion mutant reveals the existence of nonredundant meta-hydroxylation pathways and essential roles for phenolic precursors in cell expansion and plant growth." Abdulrazzak N., Pollet B., Ehlting J., Larsen K., Asnaghi C., Ronseau S., Proux C., Erhardt M., Seltzer V., Renou J.P., Ullmann P., Pauly M., Lapierre C., Werck-Reichhart D. Plant Physiol. 140:30-48(2006) [PubMed] [Europe PMC] [Abstract] Cited for: FUNCTION, DISRUPTION PHENOTYPE.
[10]	"Multidimensional protein identification technology (MudPIT) analysis of ubiquitinated proteins in plants." Maor R., Jones A., Nuehse T.S., Studholme D.J., Peck S.C., Shirasu K. Mol. Cell. Proteomics 6:601-610(2007) [PubMed] [Europe PMC] [Abstract] Cited for: UBIQUITINATION [LARGE SCALE ANALYSIS] AT LYS-172 AND LYS-189, MASS SPECTROMETRY. Strain: cv. Landsberg erecta.
[11]	"Evolution of a novel phenolic pathway for pollen development." Matsuno M., Compagnon V., Schoch G.A., Schmitt M., Debayle D., Bassard J.E., Pollet B., Hehn A., Heintz D., Ullmann P., Lapierre C., Bernier F., Ehlting J., Werck-Reichhart D. Science 325:1688-1692(2009) [PubMed] [Europe PMC] [Abstract] Cited for: CATALYTIC ACTIVITY, TISSUE SPECIFICITY, 3D-STRUCTURE MODELING.
[12]	"Gene engineering, purification, crystallization and preliminary X-ray diffraction of cytochrome P450 p-coumarate-3-hydroxylase (C3H), the Arabidopsis membrane protein." Kim Y.H., Kwon T., Yang H.J., Kim W., Youn H., Lee J.Y., Youn B. Protein Expr. Purif. 79:149-155(2011) [PubMed] [Europe PMC] [Abstract] Cited for: CRYSTALLIZATION.
+	Additional computationally mapped references.

Cross-references

Sequence databases
EMBL GenBank DDBJ	AC002409 Genomic DNA. Translation: AAB86449.2. Different initiation. CP002685 Genomic DNA. Translation: AEC09893.1. AY056105 mRNA. Translation: AAL06992.1. AK226377 mRNA. Translation: BAE98524.1.
IPI	IPI00529457.
PIR	T00753.
RefSeq	NP_850337.1. NM_180006.2.
UniGene	At.19895. At.24415.
3D structure databases
ProteinModelPortal	O22203.
SMR	O22203. Positions 26-487.
ModBase	Search...
Protein-protein interaction databases
STRING	3702.AT2G40890.1-P.
Proteomic databases
PaxDb	O22203.
PRIDE	O22203.
Protocols and materials databases
StructuralBiologyKnowledgebase	Search...
Genome annotation databases
EnsemblPlants	AT2G40890.1; AT2G40890.1; AT2G40890.
GeneID	818686.
KEGG	ath:AT2G40890.
Organism-specific databases
GeneFarm	1309. 94.
TAIR	At2g40890.
Phylogenomic databases
eggNOG	COG2124.
HOGENOM	HOG000218628.
InParanoid	O22203.
KO	K09754.
OMA	PKGSNVH.
PhylomeDB	O22203.
ProtClustDB	CLSN2682257.
Enzyme and pathway databases
BioCyc	MetaCyc:AT2G40890-MONOMER.
Gene expression databases
ArrayExpress	O22203.
Genevestigator	O22203.
GermOnline	AT2G40890. Arabidopsis thaliana.
Family and domain databases
Gene3D	1.10.630.10. 1 hit.
InterPro	IPR001128. Cyt_P450. IPR017972. Cyt_P450_CS. IPR002401. Cyt_P450_E_grp-I. [Graphical view]
Pfam	PF00067. p450. 1 hit. [Graphical view]
PRINTS	PR00463. EP450I. PR00385. P450.
SUPFAM	SSF48264. Cytochrome_P450. 1 hit.
PROSITE	PS00086. CYTOCHROME_P450. 1 hit. [Graphical view]
ProtoNet	Search...

Entry information

Entry name

C98A3_ARATH

Accession

Primary (citable) accession number: O22203
Secondary accession number(s): Q0WWH4, Q940C7

Entry history

Integrated into UniProtKB/Swiss-Prot:	December 15, 1998
Last sequence update:	January 1, 1998
Last modified:	May 1, 2013
This is version 108 of the entry and version 1 of the sequence. [Complete history]

Entry status

Reviewed (UniProtKB/Swiss-Prot)

Annotation program

Plant Protein Annotation Program

Relevant documents

Arabidopsis thaliana

Arabidopsis thaliana: entries and gene names

SIMILARITY comments

Index of protein domains and families

Names·Attributes·General annotation·Ontologies·Sequence annotation·Sequences·References·Cross-refs·Entry info·Documents

Preferred order of sections

Names and origin

Protein attributes

General annotation (Comments)

Ontologies

Sequence annotation (Features)

Molecule processing

Regions

Sites

Amino acid modifications

Experimental info

Sequences

References

Cross-references

Sequence databases

3D structure databases

Protein-protein interaction databases

Proteomic databases

Protocols and materials databases

Genome annotation databases

Organism-specific databases

Phylogenomic databases

Enzyme and pathway databases

Gene expression databases

Family and domain databases

Entry information

Relevant documents