シスタチオニン
Wikipedia preview
出典(authority):フリー百科事典『ウィキペディア(Wikipedia)』「2015/12/07 06:29:03」(JST)
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Cystathionine
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Names |
IUPAC name
2-amino-4-(2-amino-2-carboxy-ethyl) thio-butanoic acid
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Other names
L-Cystathionine; S-[(2R)-2-Amino-2-carboxyethyl]-L-homocysteine
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Identifiers |
CAS Number
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56-88-2 Y |
ChEBI |
CHEBI:17755 Y |
ChEMBL |
ChEMBL209241 Y |
ChemSpider |
811 Y |
InChI
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InChI=1S/C7H14N2O4S/c8-4(6(10)11)1-2-14-3-5(9)7(12)13/h4-5H,1-3,8-9H2,(H,10,11)(H,12,13) Y
Key: ILRYLPWNYFXEMH-UHFFFAOYSA-N Y
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InChI=1/C7H14N2O4S/c8-4(6(10)11)1-2-14-3-5(9)7(12)13/h4-5H,1-3,8-9H2,(H,10,11)(H,12,13)
Key: ILRYLPWNYFXEMH-UHFFFAOYAH
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Jmol interactive 3D |
Image |
KEGG |
C00542 Y |
MeSH |
Cystathionine |
PubChem |
834 |
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Properties |
Chemical formula
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C7H14N2O4S |
Molar mass |
222.263 g/mol |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Y verify (what is YN ?) |
Infobox references |
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Cystathionine is an intermediate in the synthesis of cysteine.
It is generated from homocysteine and serine by cystathionine beta synthase.
It is cleaved into cysteine and α-ketobutyrate by cystathionine gamma-lyase.
An excess in the urine is called cystathioninuria.
Cysteine metabolism. Cystathionine beta synthase catalyzes the upper reaction and cystathionine gamma-lyase catalyzes the lower reaction.
Amino acid metabolism metabolic intermediates
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K→acetyl-CoA |
lysine→
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- Saccharopine
- Allysine
- α-Aminoadipic acid
- α-Ketoadipate
- Glutaryl-CoA
- Glutaconyl-CoA
- Crotonyl-CoA
- β-Hydroxybutyryl-CoA
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leucine→
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- α-Ketoisocaproic acid
- Isovaleryl-CoA
- 3-Methylcrotonyl-CoA
- 3-Methylglutaconyl-CoA
- HMG-CoA
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tryptophan→alanine→
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- N'-Formylkynurenine
- Kynurenine
- Anthranilic acid
- 3-Hydroxykynurenine
- 3-Hydroxyanthranilic acid
- 2-Amino-3-carboxymuconic semialdehyde
- 2-Aminomuconic semialdehyde
- 2-Aminomuconic acid
- Glutaryl-CoA
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G |
G→pyruvate→citrate
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glycine→serine→
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- glycine→creatine: Glycocyamine
- Phosphocreatine
- Creatinine
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G→glutamate→
α-ketoglutarate
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histidine→
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- Urocanic acid
- Imidazol-4-one-5-propionic acid
- Formiminoglutamic acid
- Glutamate-1-semialdehyde
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proline→
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- 1-Pyrroline-5-carboxylic acid
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arginine→
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- Agmatine
- Ornithine
- Cadaverine
- Putrescine
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other
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- cysteine+glutamate→glutathione: γ-Glutamylcysteine
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G→propionyl-CoA→
succinyl-CoA
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valine→
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- α-Ketoisovaleric acid
- Isobutyryl-CoA
- Methacrylyl-CoA
- 3-Hydroxyisobutyryl-CoA
- 3-Hydroxyisobutyric acid
- 2-Methyl-3-oxopropanoic acid
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isoleucine→
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- 2,3-Dihydroxy-3-methylpentanoic acid
- 2-Methylbutyryl-CoA
- Tiglyl-CoA
- 2-Methylacetoacetyl-CoA
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methionine→
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- generation of homocysteine: S-Adenosyl methionine
- S-Adenosyl-L-homocysteine
- Homocysteine
- conversion to cysteine: Cystathionine
- alpha-Ketobutyric acid+Cysteine
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threonine→
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propionyl-CoA→
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G→fumarate
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phenylalanine→tyrosine→
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- 4-Hydroxyphenylpyruvic acid
- Homogentisic acid
- 4-Maleylacetoacetic acid
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G→oxaloacetate
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Other |
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Index of inborn errors of metabolism
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Description |
- Metabolism
- Enzymes and pathways: citric acid cycle
- pentose phosphate
- glycoproteins
- glycosaminoglycans
- phospholipid
- cholesterol and steroid
- sphingolipids
- eicosanoids
- amino acid
- urea cycle
- nucleotide
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Disorders |
- Citric acid cycle and electron transport chain
- Glycoprotein
- Proteoglycan
- Fatty-acid
- Phospholipid
- Cholesterol and steroid
- Eicosanoid
- Amino acid
- Purine-pyrimidine
- Heme metabolism
- Symptoms and signs
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Treatment |
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Index of biochemical families
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Carbohydrates |
- Alcohols
- Glycoproteins
- Glycosides
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Lipids |
- Eicosanoids
- Fatty acids
- Glycerides
- Phospholipids
- Sphingolipids
- Steroids
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Nucleic acids |
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Proteins |
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Other |
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UpToDate Contents
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English Journal
- Evidence that d-cysteine protects mice from gastric damage via hydrogen sulfide produced by d-amino acid oxidase.
- Souza LK1, Araújo TS1, Sousa NA2, Sousa FB3, Nogueira KM3, Nicolau LA4, Medeiros JV5.
- Nitric oxide : biology and chemistry.Nitric Oxide.2017 Apr 1;64:1-6. doi: 10.1016/j.niox.2017.01.010. Epub 2017 Jan 27.
- Hydrogen sulfide (H2S) is a signaling molecule in the gastrointestinal tract. H2S production can derive from d-cysteine via various pathways, thus pointing to a new therapeutic approach: delivery of H2S to specific tissues. This study was designed to evaluate the concentration and effects of H2S (ge
- PMID 28137610
- Chronic aspartame intake causes changes in the trans-sulphuration pathway, glutathione depletion and liver damage in mice.
- Finamor I1, Pérez S1, Bressan CA2, Brenner CE2, Rius-Pérez S1, Brittes PC3, Cheiran G4, Rocha MI4, da Veiga M4, Sastre J1, Pavanato MA2.
- Redox biology.Redox Biol.2017 Apr;11:701-707. doi: 10.1016/j.redox.2017.01.019. Epub 2017 Feb 1.
- No-caloric sweeteners, such as aspartame, are widely used in various food and beverages to prevent the increasing rates of obesity and diabetes mellitus, acting as tools in helping control caloric intake. Aspartame is metabolized to phenylalanine, aspartic acid, and methanol. Our aim was to study th
- PMID 28187322
- Age-dependent Allergic Asthma Development and Cystathionine gamma-Lyase Deficiency.
- Wang P1, Wu L2,3, Ju Y4, Fu M5, Shuang T6, Qian ZM7, Wang R8,9.
- Antioxidants & redox signaling.Antioxid Redox Signal.2017 Mar 2. doi: 10.1089/ars.2016.6875. [Epub ahead of print]
- <b>Aims:</b> Allergic asthma is more prevalent in children than in adults, for which the pathogenic mechanisms remain unclear. This study tested the hypothesis that age-dependent expression of H2S-generating enzyme, cystathionine gamma-lyase (CSE), underlies age-dependent development of
- PMID 28253731
Japanese Journal
- Chemical tools for the study of hydrogen sulfide (H<sub>2</sub>S) and sulfane sulfur and their applications to biological studies
- Exercise Increases Cystathionine-<i>γ</i>-lyase Expression and Decreases the Status of Oxidative Stress in Myocardium of Ovariectomized Rats
- Chemical tools for the study of hydrogen sulfide (H<sub>2</sub>S) and sulfane sulfur and their applications to biological studies
Related Links
- cystathionine cys·ta·thi·o·nine (sĭs'tə-thī'ə-nēn', -nīn') n. An intermediate in the conversion of methionine to cysteine.
- The official name of this gene is “cystathionine-beta-synthase.” CBS is the gene's official symbol. The CBS gene is also known by other names, listed below. Read more about gene names and symbols on the About page.
Related Pictures
★リンクテーブル★
[★]
- 英
- cystathionine
- 同
- [[2-アミノ-4-[(2-アミノ-2-カルボキシエチル)チオ]酪酸]]、S-(2-アミノ-2-カルボキシエチル)ホモシステイン S-(2-amino-2-carboxyethyl)homocysteine
- 関
- L-シスタチオニン、含硫アミノ酸
[★]
シスタチオニンβ合成酵素、シスタチオニンβシンターゼ
[★]
シスタチオニンβ-シンターゼ
[★]
シスタチオニンγ-リアーゼ
[★]
シスタチオニンγ-リアーゼ