trans-cinnamate 4-monooxygenase

トランス桂皮酸-4-モノオキシゲナーゼ

関

cinnamate 4-hydroxylase

Wikipedia preview

出典(authority):フリー百科事典『ウィキペディア（Wikipedia）』「2012/11/05 15:02:46」(JST)

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trans-cinnamate 4-monooxygenase
Identifiers
EC number	1.14.13.11
CAS number	9077-75-2
Databases
IntEnz	IntEnz view
BRENDA	BRENDA entry
ExPASy	NiceZyme view
KEGG	KEGG entry
MetaCyc	metabolic pathway
PRIAM	profile
PDB structures	RCSB PDB PDBe PDBsum
Gene Ontology	AmiGO / EGO
Search PMC articles PubMed articles NCBI Protein search

In enzymology, a trans-cinnamate 4-monooxygenase (EC 1.14.13.11) is an enzyme that catalyzes the chemical reaction

trans-cinnamate + NADPH + H⁺ + O₂ 4-hydroxycinnamate + NADP⁺ + H₂O

The 4 substrates of this enzyme are trans-cinnamate, NADPH, H⁺, and O₂, whereas its 3 products are 4-hydroxycinnamate, NADP⁺, and H₂O. This enzyme participates in phenylalanine metabolism and phenylpropanoid biosynthesis. It employs one cofactor, heme.

This enzyme belongs to the family of oxidoreductases, specifically those acting on paired donors, with O₂ as oxidant and incorporation or reduction of oxygen. The oxygen incorporated need not be derived from O2 with NADH or NADPH as one donor, and incorporation of one atom o oxygen into the other donor.

Nomenclature

The systematic name of this enzyme class is trans-cinnamate,NADPH:oxygen oxidoreductase (4-hydroxylating). Other names in common use include:

• cinnamic acid 4-hydroxylase,
• oxygenase, cinnamate 4-mono-,
• CA4H,
• cytochrome P450 cinnamate 4-hydroxylase,
• cinnamate 4-hydroxylase,
• cinnamate 4-monooxygenase,
• cinnamate hydroxylase,
• cinnamic 4-hydroxylase,
• cinnamic acid 4-monooxygenase,
• cinnamic acid p-hydroxylase,
• hydroxylase, cinnamate 4-,
• t-cinnamic acid hydroxylase,
• trans-cinnamate 4-hydroxylase, and
• trans-cinnamic acid 4-hydroxylase.

References

Further reading

• Potts JR, Weklych R, Conn EE, Rowell J (1974). "The 4-hydroxylation of cinnamic acid by sorghum microsomes and the requirement for cytochrome P-450". J. Biol. Chem. 249 (16): 5019–26. PMID 4153152. 
• Russell DW, Conn EE (1967). "The cinnamic acid 4-hydroxylase of pea seedlings". Arch. Biochem. Biophys. 122 (1): 256–8. doi:10.1016/0003-9861(67)90150-6. PMID 4383827. 
• Petersen M (May 2003). "Cinnamic acid 4-hydroxylase from cell cultures of the hornwort Anthoceros agrestis". Planta 217 (1): 96–101. doi:10.1007/s00425-002-0960-9. PMID 12721853. 

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English Journal

• Differential expression of anthocyanin biosynthetic genes and anthocyanin accumulation in tartary buckwheat cultivars 'Hokkai t8' and 'Hokkai t10'.

• Park NI, Li X, Suzuki T, Kim SJ, Woo SH, Park CH, Park SU.SourceDepartment of Crop Science, College of Agriculture and Life Sciences, Chungnam National University, 220 Gung-Dong, Yuseong-Gu, Daejeon 305-764, Korea.
• Journal of agricultural and food chemistry.J Agric Food Chem.2011 Mar 23;59(6):2356-61. Epub 2011 Mar 2.
• Six genes involved in anthocyanin biosynthesis in tartary buckwheat have been cloned, namely, FtC4H, Ft4CL, FtCHI, FtF3H, FtF3'H, and FtANS, which encode cinnamate 4-hydroxylase (C4H), 4-coumarate:CoA ligase (4CL), chalcone isomerase (CHI), flavones 3-hydroxylase (F3H), flavonoid 3'-hydroxylase (F3'
• PMID 21366292

• Molecular cloning and characterization of phenylalanine ammonia-lyase, cinnamate 4-hydroxylase and genes involved in flavone biosynthesis in Scutellaria baicalensis.

• Xu H, Park NI, Li X, Kim YK, Lee SY, Park SU.SourceDepartment of Crop Science, Chungnam National University, 79 Daehangno, Yuseong-Gu, Daejeon 305-764, South Korea.
• Bioresource technology.Bioresour Technol.2010 Dec;101(24):9715-22. Epub 2010 Jul 24.
• The involvement of genes in flavones biosynthesis was investigated in different organs and suspension cells obtained from Scutellaria baicalensis. Three full-length cDNAs encoding phenylalanine ammonia-lyase isoforms (SbPAL1, SbPAL2, and SbAPL3) and one gene encoding cinnamate 4-hydroxylase (SbC4H)
• PMID 20708926

• Ultrastructure and mechanical properties of populus wood with reduced lignin content caused by transgenic down-regulation of cinnamate 4-hydroxylase.

• Bjurhager I, Olsson AM, Zhang B, Gerber L, Kumar M, Berglund LA, Burgert I, Sundberg B, Salmén L.SourceDepartment of Fiber and Polymer Technology, Division of Biocomposites, Royal Institute of Technology (KTH), SE-100 44 Stockholm, Sweden.
• Biomacromolecules.Biomacromolecules.2010 Sep 13;11(9):2359-65.
• Several key enzymes in lignin biosynthesis of Populus have been down-regulated by transgenic approaches to investigate their role in wood lignification and to explore their potential for lignin modification. Cinnamate 4-hydroxylase is an enzyme in the early phenylpropanoid pathway that has not yet b
• PMID 20831275

Japanese Journal

• 種々植物組織におけるトランス桂皮酸モノオキシゲナーゼの高度に異なる分布

• 唐崎 裕治,池内 希恵,東 監
• 産業医科大学雑誌 5(3), 329-335, 1983-09-01
• アボカド果実, チューリップ球根, ジャガイモ塊茎, カリフラワー芽, キクイモ塊茎, ザゼンソウ肉穂花序などよりミクロソームを調製し, チトロクロームP-450含量とその酵素活性を調べた, 多くの植物に生理的に存在するトランス桂皮酸の水酸化反応の活性は, 必ずしもチトクロームP-450の含量とは比例せず, ジャガイモのように, この反応のP-450当りの非常に高いものから, カリフラワーのように …
• NAID 110001260590

• Intracellular Distributions of Enzymes and Intermediates Involved in Biosynthesis of Capsaicin and Its Analogues in Capsicum Fruits

• FUJIWAKE Hideshi,SUZUKI Tetsuya,IWAI Kazuo
• Agricultural and Biological Chemistry 46(11), 2685-2689, 1982
• … Phenylalanine ammonia-lyase, trans-cinaamate 4-monooxygenase, and capsaicinoid synthetase [Agric. … The subcellular distribution of intermediates of the capsaicinoid biosynthesis, trans-cinnamic acid and trans-p-coumaric acid, and capsaicinoid were also investigated. …
• NAID 130000028218

• Effect of shade treatment on biosynthesis of catechins in tea plants

• Saijo Ryoyasu
• Plant and cell physiology 21(6), 989-998, 1980-09
• … Radioactive tracer studies showed that the conversions of glucose-U-^<14>C, shikimic acid-G-^<14>C and phenylalanine-U-^<14>C into (-)-epicatechin and (-)-epigallocatechin moieties were depressed by the shade treatment for tea plants but the incorporation of trans-cinnamic acid-3-^<14>C was not affected. … 4.1.2.15), 3-dehydroquinate synthase (EC. … 4.6.1.3), 3-dehydroquinate dehydratase (EC. … 4.2.1.10), shikimate dehydrogenase (EC. …
• NAID 110003717890

Related Links

• CYP73A14 - Trans-cinnamate 4-monooxygenase ...

This protein is involved in step 1 of the subpathway that synthesizes trans-4-coumarate from trans-cinnamate. Proteins known to be involved in this subpathway in this organism are: Trans-cinnamate 4-monooxygenase (CYP73A14 ...

• CYP73A5 - Trans-cinnamate 4-monooxygenase - Arabidopsis ...

This protein is involved in step 1 of the subpathway that synthesizes trans-4-coumarate from trans-cinnamate. Proteins known to be involved in this subpathway in this organism are: Trans-cinnamate 4-monooxygenase (CYP73A5) . ...

Related Pictures

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★リンクテーブル★

リンク元	「cinnamate 4-hydroxylase」「トランス桂皮酸-4-モノオキシゲナーゼ」
関連記事	「cinnamate」「trans」「monooxygenases」「monooxygenase」

「cinnamate 4-hydroxylase」

　　[★]

桂皮酸-4-水酸化酵素、桂皮酸-4-ヒドロキシラーゼ

関

trans-cinnamate 4-monooxygenase

「トランス桂皮酸-4-モノオキシゲナーゼ」

　　[★]

英

trans-cinnamate 4-monooxygenase

関

桂皮酸-4-水酸化酵素

「cinnamate」

　　[★]

桂皮酸エステル、桂皮酸塩、桂皮酸

関

cinnamic acid

「trans」

　　[★]

• トランス

関

t-、trance

「monooxygenases」

　　[★]

関

See also Cytochrome P450 system

「monooxygenase」

　　[★] モノオキシゲナーゼ