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出典(authority):フリー百科事典『ウィキペディア(Wikipedia)』「2013/06/26 11:48:23」(JST)
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3-Phosphoglyceric acid |
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IUPAC name
(2R)-2-Hydroxy-3-phosphonooxypropanoic acid
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Identifiers |
CAS number |
820-11-1 N |
PubChem |
439183 |
ChemSpider |
388326 Y |
ChEBI |
CHEBI:17794 Y |
ChEMBL |
CHEMBL1160563 Y |
Jmol-3D images |
Image 1 |
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C([C@H](C(=O)O)O)OP(=O)(O)O
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InChI=1S/C3H7O7P/c4-2(3(5)6)1-10-11(7,8)9/h2,4H,1H2,(H,5,6)(H2,7,8,9)/t2-/m1/s1 Y
Key: OSJPPGNTCRNQQC-UWTATZPHSA-N Y
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Properties |
Molecular formula |
C3H7O7P |
Molar mass |
186.06 g mol−1 |
N (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 |
3-Phosphoglyceric acid (3PG), or glycerate 3-phosphate (GP), is a biochemically significant 3-carbon molecule that is a metabolic intermediate in both glycolysis and the Calvin cycle.[citation needed] This chemical is often termed PGA when referring to the Calvin cycle. In the Calvin cycle, 3-Phosphoglycerate is the product of the spontaneous split of an unstable 6-carbon intermediate formed by CO2 fixation. Thus, two 3-phosphoglycerate molecules are produced for each molecule of CO2 fixed.
Contents
- 1 Glycolysis
- 2 Calvin cycle
- 3 Amino acid synthesis
- 4 See also
- 5 Notes
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Glycolysis[edit]
1,3-bisphospho-D-glycerate |
3-phosphoglycerate kinase |
3-phospho-D-glycerate |
Phosphoglyceromutase |
2-phospho-D-glycerate |
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ADP |
ATP |
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ADP |
ATP |
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3-phosphoglycerate kinase |
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Phosphoglyceromutase |
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Compound C00236 at KEGG Pathway Database. Enzyme 2.7.2.3 at KEGG Pathway Database. Compound C00197 at KEGG Pathway Database. Enzyme 5.4.2.1 at KEGG Pathway Database. Compound C00631 at KEGG Pathway Database.
Click on genes, proteins and metabolites below to link to respective articles. [§ 1]
Glycolysis and Gluconeogenesis edit
- ^ The interactive pathway map can be edited at WikiPathways: "GlycolysisGluconeogenesis_WP534".
Calvin cycle[edit]
In the Calvin cycle, two glycerate 3-phosphate molecules are reduced to form two molecules of glyceraldehyde 3-phosphate (PGAL). This is the first compound formed during the C3 or Calvin cycle. It is a reactive biomolecule that is easily reduced.
Amino acid synthesis[edit]
Glycerate 3-phosphate is also a precursor for serine, which, in turn, can create cysteine and glycine through the homocysteine cycle.
See also[edit]
Notes[edit]
Glycolysis Metabolic Pathway |
Glucose |
Hexokinase |
Glucose 6-phosphate |
Glucose-6-phosphate isomerase |
Fructose 6-phosphate |
phosphofructokinase-1 |
Fructose 1,6-bisphosphate |
Fructose-bisphosphate aldolase |
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ATP |
ADP |
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ATP |
ADP |
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Dihydroxyacetone phosphate |
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Glyceraldehyde 3-phosphate |
Triosephosphate isomerase |
Glyceraldehyde 3-phosphate |
Glyceraldehyde-3-phosphate dehydrogenase |
1,3-Bisphosphoglycerate |
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NAD+ + Pi |
NADH + H+ |
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+ |
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2 |
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2 |
Phosphoglycerate kinase |
3-Phosphoglycerate |
Phosphoglycerate mutase |
2-Phosphoglycerate |
Phosphopyruvate hydratase(Enolase) |
Phosphoenolpyruvate |
Pyruvate kinase |
Pyruvate |
ADP |
ATP |
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H2O |
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ADP |
ATP |
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2 |
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2 |
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2 |
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2 |
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mt, k, c/g/r/p/y/i, f/h/s/l/o/e, a/u, n, m
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k, cgrp/y/i, f/h/s/l/o/e, au, n, m, epon
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m (A16/C10), i (k, c/g/r/p/y/i, f/h/s/o/e, a/u, n, m)
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Amino acid metabolism metabolic intermediates
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K→acetyl-CoA |
lysine→
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- Saccharopine
- Allysine
- α-Aminoadipic acid
- α-Aminoadipate
- 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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- Ornithine
- Putrescine
- Agmatine
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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-Maleylacetoacetate
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G→oxaloacetate
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Other |
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mt, k, c/g/r/p/y/i, f/h/s/l/o/e, a/u, n, m
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k, cgrp/y/i, f/h/s/l/o/e, au, n, m, epon
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m (A16/C10), i (k, c/g/r/p/y/i, f/h/s/o/e, a/u, n, m)
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- biochemical families: carbohydrates
- alcohols
- glycoproteins
- glycosides
- lipids
- eicosanoids
- fatty acids / intermediates
- phospholipids
- sphingolipids
- steroids
- nucleic acids
- constituents / intermediates
- proteins
- amino acids / intermediates
- tetrapyrroles / intermediates
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Glycinergics
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Receptor
ligands |
Agonists
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- Alanine
- Cycloserine
- Dimethylglycine
- Glycine
- Hypotaurine
- Methylglycine (Sarcosine)
- Milacemide
- Quisqualamine
- Serine
- Taurine
- Trimethylglycine (Betaine)
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Antagonists
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- Bicuculline
- Brucine
- Caffeine
- Picrotoxin
- Pitrazepin
- Strychnine
- Thiocolchicoside
- Tutin
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Reuptake
inhibitors |
Plasmalemmal
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GlyT1 inhibitors
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Ethanol
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GlyT2 inhibitors
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Ethanol
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Vesicular
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Enzyme
inhibitors |
Anabolism/Catabolism
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SHMT Inhibitors
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GDC Inhibitors
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DAAO Inhibitors
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Others |
Precursors
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- 3-Phosphoglyceric acid
- Serine
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Cofactors
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- Vitamin B6 (Pyridoxine
- pyridoxamine
- pyridoxal → pyridoxal phosphate)
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UpToDate Contents
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English Journal
- The Peculiar Glycolytic Pathway in Hyperthermophylic Archaea: Understanding Its Whims by Experimentation In Silico.
- Zhang Y1, Kouril T2,3, Snoep JL4,5,6, Siebers B7, Barberis M8, Westerhoff HV9,10,11.
- International journal of molecular sciences.Int J Mol Sci.2017 Apr 20;18(4). pii: E876. doi: 10.3390/ijms18040876.
- PMID 28425930
- Proteomic studies on anti-tumor agent ansamitocin P-3 producer Actinosynnema pretiosum in response to ammonium and isobutanol.
- Lin J1, Zhong JJ2.
- Bioprocess and biosystems engineering.Bioprocess Biosyst Eng.2017 Apr 5. doi: 10.1007/s00449-017-1763-5. [Epub ahead of print]
- PMID 28382459
- Molecular cloning, purification and characterization of Brugia malayi phosphoglycerate kinase.
- Kumar R1, Doharey PK2, Saxena JK2, Rathaur S3.
- Protein expression and purification.Protein Expr Purif.2017 Apr;132:152-163. doi: 10.1016/j.pep.2017.02.005. Epub 2017 Feb 10.
- PMID 28192198
Japanese Journal
- Down Regulation of Asparagine Synthetase and 3-Phosphoglycerate Dehydrogenase, and the Up-Regulation of Serine Dehydratase in Rat Liver from Intake of Excess Amount of Leucine Are Not Related to Leucine-Caused Amino Acid Imbalance
- Journal of Nutritional Science and Vitaminology 61(6), 441-448, 2015
- NAID 130005125480
- Differentially expressed proteins in fluconazole-susceptible and fluconazole-resistant isolates of <i>Candida glabrata </i>
- Modulation of Allosteric Regulation by E38K and G101N Mutations in the Potato Tuber ADP-glucose Pyrophosphorylase
- Bioscience, biotechnology, and biochemistry 77(9), 1854-1859, 2013-09-23
- NAID 10031202734
Related Links
- Structure, classification, information, physical and chemical properties for glycerate 3-phosphate, CHEBI:17050, 3-(dihydrogen phosphate)Glycerate, 2-hydroxy-3-(phosphonooxy)propans ... Also known as: glycerate 3-phosphate ...
- 1,3BPG to 3PG By Anne Marie Helmenstine, Ph.D. Phosphoglycerate kinase transfers a phosphate group from 1,3-bisphosphoglycerate to ADP for form ATP and 3-phosphoglycerate. Todd Helmenstine 8 of 12 Gallery Index: Glycolysis
Related Pictures
★リンクテーブル★
[★]
- 英
- glycolytic pathway
- 同
- エムデン-マイヤーホフ経路 Embden-Meyerhof pathway
- 関
- 解糖、TCA回路
- CH(OH)-CH(OH)-C(OH)H-CH(OH)-C(CH2OH)H-O- グルコース (OHが↓↓↑↓↑)
- CH(OH)-CH(OH)-C(OH)H-CH(OH)-C(CH2O-PO3)H-O- グルコース-6-リン酸 (OHが↓↓↑↓↑)
- C(CH2OH)OH-C(OH)H-CH(OH)-C(CH2O-PO3)H-O- フルクトース-6-リン酸
- C(CH2O-PO3)OH-C(OH)H-CH(OH)-C(CH2O-PO3)H-O- フルクトース-1,6-リン酸
glucose
↓-hexokinase/glucokinase(liver)
glucose 6-phosphate
↓-phosphohexose isomerase
fructose 6-phosphate
↓-phosphofructokinase
fructose 1,6-bisphosphate
↓-aldolase
glyceraldehyde 3-phosphate
↓-glyceraldehyde-3-phosphate dehydrogenase
1,3-bisphosphoglycerate
↓-phosphoglycerate kinase →ATP
3-phosphoglycerate
↓-phosphoglyceate mutase
2-phosphoglycerate
↓-enolase
phosphoenolpyruvate
↓-pyruvate kinase → ATP
pyruvate
-(pyruvate dehydrogenase)→acetyl-CoA
-(pyruvate carboxylase)→oxaloacetate-(NADH+H+)→malate
解糖系の酵素 (first aid step1 2006 p.87, FASTEP1_87_酵素一覧.xls)
[★]
- 同
- 3-phosphoglycerate
- 同
- 3-phosphoglycerate
[★]
ホスホグリセリン酸