アルギニノコハク酸、アルギノコハク酸
- 関
- argininosuccinic acid
Wikipedia preview
出典(authority):フリー百科事典『ウィキペディア(Wikipedia)』「2015/12/22 09:01:21」(JST)
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Argininosuccinic acid
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Names |
IUPAC name
N-[{[(4S)-4-amino-4-carboxybutyl]amino}(imino)methyl]-L-aspartic acid
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Identifiers |
CAS Number
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2387-71-5 N |
ChemSpider |
16059 Y |
IUPHAR/BPS
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5324 |
Jmol interactive 3D |
Image |
PubChem |
16950 |
InChI
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InChI=1S/C10H18N4O6/c11-5(8(17)18)2-1-3-13-10(12)14-6(9(19)20)4-7(15)16/h5-6H,1-4,11H2,(H,15,16)(H,17,18)(H,19,20)(H3,12,13,14)/t5-,6-/m0/s1 Y
Key: KDZOASGQNOPSCU-WDSKDSINSA-N Y
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InChI=1/C10H18N4O6/c11-5(8(17)18)2-1-3-13-10(12)14-6(9(19)20)4-7(15)16/h5-6H,1-4,11H2,(H,15,16)(H,17,18)(H,19,20)(H3,12,13,14)/t5-,6-/m0/s1
Key: KDZOASGQNOPSCU-WDSKDSINBJ
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SMILES
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O=C(O)C[C@@H](C(=O)O)NC(=N/CCC[C@H](N)C(=O)O)/N
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Properties |
Chemical formula
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C10H18N4O6 |
Molar mass |
290.27312 |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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N verify (what is YN ?) |
Infobox references |
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Argininosuccinic acid is a chemical compound that is a basic amino acid.
Reactions
Some cells synthesize argininosuccinic acid from citrulline and aspartic acid and use it as a precursor for arginine in the urea cycle or citrulline-NO cycle. The enzyme that catalyzes the reaction is argininosuccinate synthetase.
Argininosuccinic acid is a precursor to fumarate in the citric acid cycle via argininosuccinate lyase.
Synonyms
Argininosuccinate
See also
Urea cycle Metabolic Pathway |
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L-citrulline |
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Carbamoyl
phosphate |
L-ornithine |
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Pi |
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L-aspartate |
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Urea |
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+ |
ATP |
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PPi |
+ |
AMP |
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H2O |
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L-argininosuccinate |
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Fumarate |
L-arginine |
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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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UpToDate Contents
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English Journal
- Selective Intracellular Delivery of Recombinant Arginine Deiminase (ADI) Using pH-Sensitive Cell Penetrating Peptides To Overcome ADI Resistance in Hypoxic Breast Cancer Cells.
- Yeh TH1,2, Chen YR3, Chen SY3,4, Shen WC2, Ann DK3, Zaro JL2, Shen LJ1,5,6.
- Molecular pharmaceutics.Mol Pharm.2016 Jan 4;13(1):262-71. doi: 10.1021/acs.molpharmaceut.5b00706. Epub 2015 Dec 17.
- Arginine depletion strategies, such as pegylated recombinant arginine deiminase (ADI-PEG20), offer a promising anticancer treatment. Many tumor cells have suppressed expression of a key enzyme, argininosuccinate synthetase 1 (ASS1), which converts citrulline to arginine. These tumor cells become arg
- PMID 26642391
- Cytotoxic potentiation of vinblastine and paclitaxel by L-canavanine in human cervical cancer and hepatocellular carcinoma cells.
- Nurcahyanti AD1, Wink M2.
- Phytomedicine : international journal of phytotherapy and phytopharmacology.Phytomedicine.2015 Dec 15;22(14):1232-7. doi: 10.1016/j.phymed.2015.10.007. Epub 2015 Oct 30.
- BACKGROUND: The non-protein amino acid L-canavanine (L-CAV), found in several plants of the family Fabaceae is an antimetabolite which shows anticancer activity due to its ability to be incorporated into protein in the place of its analogue, L-arginine (L-ARG), leading to the alteration of the 3D co
- PMID 26655405
- Identification and validation of argininosuccinate synthase as a candidate urinary biomarker for major depressive disorder.
- Wu D1, Peng Y2, Zhou J3, Yang YT4, Rao CL3, Bai SJ3, Zhou XY5, Chen J5, Liao L3, Liang ZH5, Yang DY1, Xie P6.
- Clinica chimica acta; international journal of clinical chemistry.Clin Chim Acta.2015 Dec 7;451(Pt B):142-8. doi: 10.1016/j.cca.2015.09.018. Epub 2015 Sep 21.
- BACKGROUND: Major depressive disorder (MDD) is a debilitating psychiatric mood disorder. However, no objective laboratory-based test is yet available to aid in the diagnosis of this disorder.METHODS: In order to identify urinary protein biomarker candidates for MDD, the differential proteomic analys
- PMID 26394130
Japanese Journal
- Combined Lysosomal Protein Transmembrane 4 Beta-35 and Argininosuccinate Synthetase Expression Predicts Clinical Outcome in Hepatocellular Carcinoma Patients
- YANG HUA,LIN MING,XIONG FUXIA,YANG YU,NIE XIU,MCNUTT MICHAEL A.,ZHOU ROULI
- Surgery today : the Japanese journal of surgery 41(6), 810-817, 2011-06-01
- NAID 10029048081
- Brain nitric oxide production by a proline-rich decapeptide from Bothrops jararaca venom improves baroreflex sensitivity of spontaneously hypertensive rats
- LAMEU Claudiana,PONTIERI Vera,GUERREIRO Juliano R,OLIVEIRA Eduardo F,DA SILVA Carlos Alberto,GIGLIO Joyce M,MELO Robson L,CAMPOS Ruy R,DE CAMARGO Antonio Carlos Martins,ULRICH Henning
- Hypertension research : clinical and experimental : official journal of the Japanese Society of Hypertension 33(12), 1283-1288, 2010-12-01
- NAID 10027682324
Related Links
- Argininosuccinate synthase or synthetase (ASS) (EC 6.3.4.5) is an enzyme that catalyzes the synthesis of argininosuccinate from citrulline and aspartate. ASS is responsible for the third step of the urea cycle and one of the reactions of the ...
- ... it as a precursor for arginine in the urea cycle or citrulline-NO cycle. The enzyme that catalyzes the reaction is argininosuccinate synthetase. Argininosuccinic acid is a precursor to fumarate in the citric acid cycle via argininosuccinate lyase.
Related Pictures
★リンクテーブル★
[★]
- 英
- ornithine cycle
- 同
- 尿素サイクル 尿素回路 urea cycle、クレブス-ヘンゼライト回路 Krebs-Henseleit cycle、オルニチンサイクル
- 関
- オルニチン、尿素
ミトコンドリア内の反応
1) アンモニア + 炭酸 + 2ATP → ADP + Pi + カルバモイルリン酸
5)から
↓
2) カルバモイルリン酸 + オルニチン → シトルリン + Pi
↓
3)へ
サイトソルの反応
2)から
↓
3) シトルリン + アスパラギン酸 + ATP → AMP + ピロリン酸 + アルギニノコハク酸
4) アルギニノコハク酸 → フマル酸 + アルギニン
5) アルギニン + 水 → 尿素 + オルニチン
↓
2)へ
|
ornithine
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----------mitochondria
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ornithine
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|<-carbamoyl phosphate {ornithine transcarbamoylase}
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citrulline
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----------mitochondria
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citrulline
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|<-aspartate {argininosuccinate synthase}
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argininosuccinate
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|->fumarate {argininosuccinase}
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arginine
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|<-H2O
| {arginase}
|->urea
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ornithine
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臨床関連
[★]
- 英
- argininosuccinic acid、argininosuccinate
- 関
- アルギニノコハク酸
[★]
アルギニノコハク酸、アルギノコハク酸
- 関
- argininosuccinate
[★]
- 英
- argininosuccinate
- 関
- オルニチン回路
[★]
アルギニノコハク酸合成酵素、アルギニノコハク酸シンターゼ
[★]
アルギニノコハク酸尿症。アルギニノコハク酸リアーゼ欠損症
[★]
アルギニノコハク酸リアーゼ