- 関
- isocitric acid
Wikipedia preview
出典(authority):フリー百科事典『ウィキペディア(Wikipedia)』「2015/07/17 21:59:41」(JST)
[Wiki en表示]
Isocitric acid
|
Names |
IUPAC name
1-Hydroxypropane-1,2,3-tricarboxylic acid
|
Identifiers |
CAS Registry Number
|
320-77-4 Y |
ChEBI |
CHEBI:30887 Y |
ChEMBL |
ChEMBL539669 Y |
ChemSpider |
1161 Y |
DrugBank |
DB01727 N° |
InChI
-
InChI=1S/C6H8O7/c7-3(8)1-2(5(10)11)4(9)6(12)13/h2,4,9H,1H2,(H,7,8)(H,10,11)(H,12,13) Y
Key: ODBLHEXUDAPZAU-UHFFFAOYSA-N Y
-
InChI=1/C6H8O7/c7-3(8)1-2(5(10)11)4(9)6(12)13/h2,4,9H,1H2,(H,7,8)(H,10,11)(H,12,13)
Key: ODBLHEXUDAPZAU-UHFFFAOYAX
|
Jmol-3D images |
Image |
KEGG |
C00311 Y |
MeSH |
Isocitrate |
PubChem |
1198 |
SMILES
-
O=C(O)C(CC(=O)O)C(O)C(=O)O
|
Properties |
Chemical formula
|
C6H8O7 |
Molar mass |
192.124 |
Melting point |
105 °C (221 °F; 378 K) |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
|
N verify (what is: Y/N?) |
Infobox references |
|
|
Isocitric acid is a protonated form of isocitrate, which is a substrate of the citric acid cycle. Isocitrate is formed from citrate with the help of the enzyme aconitase, and is acted upon by isocitrate dehydrogenase. Salts and esters of isocitric acid are known as isocitrates.
Isocitric acid is commonly used as a marker to detect the authenticity and quality of fruit products, most often citrus juices. In authentic orange juice, for example, the ratio of citric acid to D-isocitric acid is usually less than 130. An isocitric acid value higher than this may be indicative of fruit juice adulteration.
Interactive pathway map
Click on genes, proteins and metabolites below to link to respective articles. [§ 1]
[[File:
|{{{bSize}}}px|alt=TCA Cycle edit]]
File:TCACycle WP78.png
TCA Cycle edit
- ^ The interactive pathway map can be edited at WikiPathways: "TCACycle_WP78".
References
Citric Acid Cycle Metabolic Pathway |
|
|
|
Oxaloacetate |
|
|
Malate |
|
|
Fumarate |
|
|
Succinate |
|
|
Succinyl-CoA |
|
|
|
|
|
|
|
|
|
|
|
|
|
|
|
|
|
|
|
|
|
|
|
|
|
|
Acetyl-CoA |
|
|
NADH + H+ |
NAD+ |
|
H2O |
FADH2 |
FAD |
CoA + ATP(GTP) |
Pi + ADP(GDP) |
|
|
+ |
H2O |
|
|
|
|
|
NADH + H+ + CO2 |
|
|
CoA |
|
|
NAD+ |
|
|
|
|
|
H2O |
|
H2O |
|
|
NAD(P)+ |
NAD(P)H + H+ |
|
|
CO2 |
|
|
|
|
|
|
|
|
|
|
|
|
|
|
|
|
|
|
|
|
|
|
|
|
|
Citrate |
|
|
cis-Aconitate |
|
|
Isocitrate |
|
|
Oxalosuccinate |
|
|
α-Ketoglutarate |
|
Index of inborn errors of metabolism
|
|
Description |
- Metabolism
- Enzymes and pathways: citric acid cycle
- pentose phosphate
- glycoproteins
- glycosaminoglycans
- phospholipid
- cholesterol and steroid
- sphingolipids
- eicosanoids
- amino acid
- urea cycle
- nucleotide
|
|
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
|
|
Treatment |
|
|
UpToDate Contents
全文を閲覧するには購読必要です。 To read the full text you will need to subscribe.
English Journal
- Effects of granulation on organic acid metabolism and its relation to mineral elements in Citrus grandis juice sacs.
- Wang XY, Wang P, Qi YP, Zhou CP, Yang LT, Liao XY, Wang LQ, Zhu DH, Chen LS.SourceInstitute of Horticultural Plant Physiology, Biochemistry and Molecular Biology, Fujian Agriculture and Forestry University, Fuzhou 350002, China; College of Horticulture, Fujian Agriculture and Forestry University, Fuzhou 350002, China.
- Food chemistry.Food Chem.2014 Feb 15;145:984-90. doi: 10.1016/j.foodchem.2013.09.021. Epub 2013 Sep 11.
- We investigated the effects of granulation on organic acid metabolism and its relation to mineral elements in 'Guanximiyou' pummelo (Citrus grandis) juice sacs. Granulated juice sacs had decreased concentrations of citrate and isocitrate, thus lowering juice sac acidity. By contrast, malate concentr
- PMID 24128573
- Isocitrate dehydrogenase 1 mutant R132H sensitizes glioma cells to BCNU-induced oxidative stress and cell death.
- Mohrenz IV, Antonietti P, Pusch S, Capper D, Balss J, Voigt S, Weissert S, Mukrowsky A, Frank J, Senft C, Seifert V, von Deimling A, Kögel D.SourceExperimental Neurosurgery, Neuroscience Center, Goethe University Hospital, Theodor-Stern-Kai 7, 60590, Frankfurt, Germany.
- Apoptosis : an international journal on programmed cell death.Apoptosis.2013 Nov;18(11):1416-25. doi: 10.1007/s10495-013-0877-8.
- Isocitrate dehydrogenase 1 (IDH1) decarboxylates isocitrate to α-ketoglutarate (α-KG) leading to generation of NADPH, which is required to regenerate reduced glutathione (GSH), the major cellular ROS scavenger. Mutation of R132 of IDH1 abrogates generation of α-KG and leads to conversion of α-KG
- PMID 23801081
- Knockdown of both mitochondrial isocitrate dehydrogenase enzymes in pancreatic beta cells inhibits insulin secretion.
- Macdonald MJ, Brown LJ, Longacre MJ, Stoker SW, Kendrick MA.SourceChildrens Diabetes Center, University of Wisconsin School of Medicine and Public Health, Madison, WI 53706, USA. Electronic address: mjmacdon@wisc.edu.
- Biochimica et biophysica acta.Biochim Biophys Acta.2013 Nov;1830(11):5104-11. doi: 10.1016/j.bbagen.2013.07.013. Epub 2013 Jul 20.
- BACKGROUND: There are three isocitrate dehydrogenases (IDHs) in the pancreatic insulin cell; IDH1 (cytosolic) and IDH2 (mitochondrial) use NADP(H). IDH3 is mitochondrial, uses NAD(H) and was believed to be the IDH that supports the citric acid cycle.METHODS: With shRNAs targeting mRNAs for these enz
- PMID 23876293
Japanese Journal
- グリオーマの遺伝子異常に基づいた化学療法の最新知見
- 夏目 敦至,Lushun Chalise,若林 俊彦
- 脳神経外科ジャーナル 24(6), 386-398, 2015
- … グリオーマ (神経膠腫) の化学療法を理解するために必要な遺伝子変化として, O6-methylguanine DNA-methyltransferase (MGMT), 染色体1p19q, epidermal growth factor receptor (EGFR), TP53, およびisocitrate dehyrodogenase (IDH) 1 & IDH 2等が特に着目されている. …
- NAID 130005083637
- Pathology and Genetics of Diffuse Gliomas in Adults
- KOMORI Takashi
- Neurologia medico-chirurgica 55(1), 28-37, 2015
- … Recent genetic studies have revealed that the major categories of gliomas, such as circumscribe astrocytomas, infiltrating astrocytomas/oligodendrogliomas, and glioblastoma, roughly correspond to major genetic alterations, including isocitrate dehydrogenases (IDHs) 1/2 mutations, TP53 mutations, co-deletion of chromosome arms 1p/19q, and BRAF mutation/fusion. …
- NAID 130004922265
- エピゲノム解析による造血器腫瘍の発症・進展機序の解明 (特集 ゲノム解析が明らかにした新しい血液疾患の病態と分類)
Related Links
- Isocitrate dehydrogenase (IDH) (EC 1.1.1.42) and (EC 1.1.1.41) is an enzyme that catalyzes the oxidative decarboxylation of isocitrate, producing alpha- ketoglutarate (α-ketoglutarate) and CO2. This is a two-step process, which involves ...
- Isocitric acid is a protonated form of isocitrate, which is a substrate of the citric acid cycle. Isocitrate is formed from citrate with the help of the enzyme aconitase, and is acted upon by isocitrate dehydrogenase. Salts and esters of isocitric acid ...
★リンクテーブル★
[★]
イソクエン酸
- 関
- isocitrate
[★]
- 英
- isocitrate
- 関
- クエン酸
[★]
イソクエン酸デヒドロゲナーゼキナーゼ
[★]
イソクエン酸デヒドロゲナーゼ
[★]
イソクエン酸リアーゼ