ピリドキサール
Wikipedia preview
出典(authority):フリー百科事典『ウィキペディア(Wikipedia)』「2013/07/04 22:47:23」(JST)
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Pyridoxal |
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IUPAC name
3-Hydroxy-5-(hydroxymethyl)-2-methylpyridine-4-carbaldehyde
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Identifiers |
CAS number |
66-72-8 Y,
65-22-5 (hydrochloride) |
PubChem |
1050 |
ChemSpider |
1021 Y |
UNII |
3THM379K8A Y |
DrugBank |
DB00147 |
KEGG |
C00250 Y |
ChEBI |
CHEBI:17310 Y |
ChEMBL |
CHEMBL102970 Y |
Jmol-3D images |
Image 1 |
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InChI=1S/C8H9NO3/c1-5-8(12)7(4-11)6(3-10)2-9-5/h2,4,10,12H,3H2,1H3 Y
Key: RADKZDMFGJYCBB-UHFFFAOYSA-N Y
InChI=1/C8H9NO3/c1-5-8(12)7(4-11)6(3-10)2-9-5/h2,4,10,12H,3H2,1H3
Key: RADKZDMFGJYCBB-UHFFFAOYAP
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Properties |
Molecular formula |
C8H9NO3 |
Molar mass |
167.16 g/mol |
Melting point |
165 °C (decomp.)
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Related compounds |
Related arylformaldehydes |
Damnacanthal
Gossypol
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Y (verify) (what is: Y/N?)
Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa) |
Infobox references |
Pyridoxal is one of the three natural forms of vitamin B6, along with pyridoxamine and pyridoxine (also called "pyridoxol"). All of these forms are converted in the human body into a single biologically active form, pyridoxal 5-phosphate. All three forms of vitamin B6 are heterocyclic organic compounds. Green plants are a natural source of pyridoxal, and its deficiency in the human body can lead to serious complications such as epilepsy and seizures.
There are generally three pyridoxal-phosphate (PLP) reactions: transamination, alpha elimination, and beta-elimination.
Pyridoxal is involved in what is believed to be the most ancient reaction of aerobic metabolism on Earth, about 2.9 billion years ago, a forerunner of the Great Oxidation Event[1]
References[edit]
- ^ "Protein Domain Structure Uncovers the Origin of Aerobic Metabolism and the Rise of Planetary Oxygen", Gustavo Caetano-Anolles et al., published in Structure; paper available from University of Illinois News Bureau, 2012.
UpToDate Contents
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English Journal
- A novel mechanism of sulfur transfer catalyzed by O-acetylhomoserine sulfhydrylase in the methionine-biosynthetic pathway of Wolinella succinogenes.
- Tran TH, Krishnamoorthy K, Begley TP, Ealick SE.SourceDepartment of Chemistry and Chemical Biology, Cornell University, Ithaca, New York 14853-1301, USA.
- Acta crystallographica. Section D, Biological crystallography.Acta Crystallogr D Biol Crystallogr.2011 Oct;67(Pt 10):831-8. Epub 2011 Sep 8.
- O-Acetylhomoserine sulfhydrylase (OAHS) is a pyridoxal 5'-phosphate (PLP) dependent sulfide-utilizing enzyme in the L-cysteine and L-methionine biosynthetic pathways of various enteric bacteria and fungi. OAHS catalyzes the conversion of?O-acetylhomoserine to homocysteine using sulfide in a process
- PMID 21931214
- Understanding the allosteric trigger for the fructose-1,6-bisphosphate regulation of the ADP-glucose pyrophosphorylase from Escherichia coli.
- Figueroa CM, Esper MC, Bertolo A, Demonte AM, Aleanzi M, Iglesias AA, Ballicora MA.SourceLaboratorio de Enzimologia Molecular, Instituto de Agrobiotecnologia del Litoral (UNL-CONICET), Paraje "El Pozo" CC 242, S3000ZAA Santa Fe, Argentina; Department of Chemistry, Loyola University Chicago, 1068 W Sheridan Rd., Chicago, IL 60660, USA.
- Biochimie.Biochimie.2011 Oct;93(10):1816-23. Epub 2011 Jul 2.
- ADP-glucose pyrophosphorylase is the enzyme responsible for the regulation of glycogen synthesis in bacteria. The enzyme N-terminal domain has a Rossmann-like fold with three neighbor loops facing the substrate ATP. In the Escherichia coli enzyme, one of those loops also faces the regulatory site co
- PMID 21741429
Japanese Journal
- ビタミンB_6測定法の現状と課題(<特集>ビタミン測定法の現状と課題[I])
- 八木 年晴
- ビタミン 85(3), 116-126, 2011-03-25
- … Natural vitamin B_6 consists of six compounds which are pyridoxine, pyridoxal, pyridoxamine, pyridoxine 5'-phosphate, pyridoxal 5'-phosphate, and pyridoxamine 5'-phosphate. …
- NAID 110008607855
Related Links
- pyridoxal [pir″ĭ-dok´sal] a form of vitamin B 6. pyridoxal phosphate a major coenzyme involved in amino acid metabolism. pyr·i·dox·al (PL), (pir'i-dok'săl), The 4-aldehyde of pyridoxine, having a similar physiologic action. See also: pyridoxine
- :a crystalline aldehyde C 8 H 9 NO 3 of the vitamin B 6 group that in the form of its phosphate is active as a coenzyme ... Seen and Heard What made you want to look up pyridoxal? Please tell us where you read or heard it ...
Related Pictures
★リンクテーブル★
[★]
- 英
- vitamin B6
- 同
- 塩酸ピリドキシン pyridoxine hydrochloride、ピリドキシン pyridoxine
- 商
- アリチア配合
- 関
- ビタミン
- ピリドキサールリン酸, pyridoxal phosphate
概念
機能
- セロトニンの生合成 ← 5-hydroxytraptophanの脱炭酸
主要な反応・機能
- FB.289 HBC.498
- 転移反応、脱炭酸反応、離脱反応、ラセミ化 に関与。補酵素として活性を持つのは「ピリドキサル5'-リン酸 PLP」
- ヒスチジン---(ヒスチジンデカルボキシラーゼ + PLP)--→ヒスタミン +
- グルタミン酸---()--→GABA
- 5-ヒドロキシトリプトファン---(芳香族アミノ酸デカルボキシラーゼ + PLP)--→セロトニン + CO2
- ドーパ---(dopa decarboxylase + PLP)--→ドパミン + CO2
- (グリコーゲン)n + Pi ---(グリコーゲンホスホリラーゼ + PLP)--→ (グリコーゲン)n-1 + グルコース1-リン酸(G1P)
- スクシニルCoA + グリシン ---(5-アミノレブリン酸シンターゼ + PLP)--→ 5-アミノレブリン酸(ALA) + CoA + CO2
- ステロイドホルモン・ホルモン受容体複合体をDNAより解離させ、ホルモンの働きを抑制する作用がある。このため、ビタミンB6欠乏ではエストロゲン、アンドロゲン、コルチゾール、ビタミンDの作用が増強される。ホルモン依存性の悪性腫瘍が存在する場合にビタミンB6欠乏の程度と予後が相関する(HBC.499)
臨床関連
[★]
- 英
- pyridoxal、pyridoxal phosphate、pyridoxal calcium phosphate
- 商
- アデロキザール、ハイピリドキシン、ハイミタン、ビタゼックス、ビタダン配合(ビタダン)、ビタノイリン、ビタマル配合(ビタマル)、ピドキサール、ライボミンS(ライボミン)、リボビックス
- 関
- ピリドキサールリン酸、リン酸ピリドキサール、リン酸ピリドキサールカルシウム。ビタミンB6
[★]
- 関
- pyridoxal、pyridoxal phosphate
[★]
- 関
- pyridoxal phosphate
[★]
- 同
- PLP
[★]
ピリドキサル5-リン酸