glycerol 3-phosphate

グリセロール3-リン酸

関

sodium glycerophosphate

WordNet

1. a salt of phosphoric acid (同)orthophosphate, inorganic_phosphate
2. carbonated drink with fruit syrup and a little phosphoric acid
3. a sweet syrupy trihydroxy alcohol obtained by saponification of fats and oils (同)glycerin, glycerine

PrepTutorEJDIC

1. 〈U〉リン酸塩 / 《複数形で》リン酸肥料

Wikipedia preview

出典(authority):フリー百科事典『ウィキペディア（Wikipedia）』「2015/02/27 20:11:58」(JST)

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Glycerol 3-phosphate

Names
IUPAC name 1,2,3-Propanetriol, 1- (dihydrogen phosphate)
Other names Glycerophosphate α-glycerolphosphate
Identifiers
CAS number	57-03-4 Y
ChEBI	CHEBI:14336 Y
ChEMBL	ChEMBL358320 Y
ChemSpider	734 Y
InChI InChI=1S/C3H9O6P/c4-1-3(5)2-9-10(6,7)8/h3-5H,1-2H2,(H2,6,7,8) Y Key: AWUCVROLDVIAJX-UHFFFAOYSA-N Y InChI=1/C3H9O6P/c4-1-3(5)2-9-10(6,7)8/h3-5H,1-2H2,(H2,6,7,8) Key: AWUCVROLDVIAJX-UHFFFAOYAM
Jmol-3D images	Image
KEGG	C03189 Y
MeSH	glycerol+3-phosphate
PubChem	754
SMILES O=P(O)(OCC(O)CO)O
Properties
Molecular formula	C3H9O6P
Molar mass	172.074
Except where noted otherwise, data is given for materials in their standard state (at 25 °C (77 °F), 100 kPa)
Y verify (what is: Y/N?)
Infobox references

Glycerol 3-phosphate is an organophosphate derived from the reaction catalysed by glycerol kinase (or ATP:glycerol 3-phosphotransferase) where ATP + glycerol <=> ADP + sn-glycerol 3-phosphate. It is a component of glycerophospholipids. It should not be confused with the similarly named glycerate 3-phosphate or glyceraldehyde 3-phosphate. The L-configuration is the active enantiomer.

Function

Glycerol 3-phosphate is produced from glycerol, the triose sugar backbone of triglycerides and glycerophospholipids, by the enzyme glycerol kinase. Glycerol 3-phosphate may then be converted by dehydrogenation to dihydroxyacetone phosphate (DHAP) by the enzyme glycerol-3-phosphate dehydrogenase. DHAP can then be rearranged into glyceraldehyde 3-phosphate(GA3P) by triose phosphate isomerase(TIM), and feed into glycolysis.

The glycerol 3-phosphate shuttle is used to rapidly regenerate NAD⁺ in brain and skeletal muscle cells of mammals.

See also

• Glycerol-3-phosphate dehydrogenase
• Phosphoethanolamine

UpToDate Contents

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English Journal

• Activation of OR1A1 suppresses PPAR-γ expression by inducing HES-1 in cultured hepatocytes.

• Wu C1, Jia Y1, Lee JH1, Kim Y1, Sekharan S2, Batista VS2, Lee SJ3.
• The international journal of biochemistry & cell biology.Int J Biochem Cell Biol.2015 Jul;64:75-80. doi: 10.1016/j.biocel.2015.03.008. Epub 2015 Mar 25.
• Olfactory receptors (ORs) comprise the largest G protein-coupled receptor gene superfamily. Recent studies indicate that ORs are also expressed in non-olfactory organs, including metabolically active tissues, although their biological functions in these tissues are largely unknown. In this study, OR
• PMID 25817041

• Rainbow smelt: the unusual case of cryoprotection by sustained glycerol production in an aquatic animal.

• Driedzic WR1.
• Journal of comparative physiology. B, Biochemical, systemic, and environmental physiology.J Comp Physiol B.2015 Jul;185(5):487-99. doi: 10.1007/s00360-015-0903-y. Epub 2015 Apr 29.
• Rainbow smelt flourish at -1.8 °C, the freezing point of sea water. An antifreeze protein contributes to freeze point depression but, more importantly, cryoprotection is due to an elevation in osmotic pressure, by the accumulation of glycerol. The lower the water temperature, the higher the plasm
• PMID 25921795

• Dietary fatty acids modulate associations between genetic variants and circulating fatty acids in plasma and erythrocyte membranes: Meta-analysis of nine studies in the CHARGE consortium.

• Smith CE1, Follis JL2, Nettleton JA3, Foy M4, Wu JH5, Ma Y1, Tanaka T6, Manichakul AW7,8, Wu H9, Chu AY10, Steffen LM11, Fornage M3,4, Mozaffarian D12,13,14, Kabagambe EK15, Ferruci L6, Chen YD16, Rich SS8, Djoussé L17,18, Ridker PM10,19, Tang W11, McKnight B20, Tsai MY21, Bandinelli S22, Rotter JI16, Hu FB9,23,24,25, Chasman DI10,19, Psaty BM26,27,28, Arnett DK29, King IB30, Sun Q9,24,25, Wang L10, Lumley T31, Chiuve SE9, Siscovick DS26,27, Ordovás JM1,32,33, Lemaitre RN26.
• Molecular nutrition & food research.Mol Nutr Food Res.2015 Jul;59(7):1373-83. doi: 10.1002/mnfr.201400734. Epub 2015 Mar 16.
• SCOPE: Tissue concentrations of omega-3 fatty acids may reduce cardiovascular disease risk, and genetic variants are associated with circulating fatty acids concentrations. Whether dietary fatty acids interact with genetic variants to modify circulating omega-3 fatty acids is unclear. We evaluated i
• PMID 25626431

Japanese Journal

• Moderate dependence of reactive oxygen species production on membrane potential in avian muscle mitochondria oxidizing glycerol 3-phosphate

• The journal of physiological sciences 65(6), 555-559, 2015-11
• NAID 40020638981

• Pitfall in the Diagnosis of Fructose-1,6-Bisphosphatase Deficiency: Difficulty in Detecting Glycerol-3-Phosphate with Solvent Extraction in Urinary GC/MS Analysis

• The Tohoku Journal of Experimental Medicine 237(3), 235-239, 2015
• NAID 130005107826

• 1P-122 Candida versatilis SN-18 におけるグリセロール発酵生産とタンデムGPDの関係性(発酵生理学,発酵工学,一般講演)

• 日本生物工学会大会講演要旨集 66, 47, 2014-08-05
• NAID 110009906203

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★リンクテーブル★

リンク元	「グリセロール3-リン酸」「sodium glycerophosphate」
拡張検索	「1-acylglycerol-3-phosphate O-acyltransferase」「mitochondrial glycerol-3-phosphate dehydrogenase」「glycerol-3-phosphate O-acyltransferase」「glycerol-3-phosphate dehydrogenase」
関連記事	「phosphate」「glycerol」

「グリセロール3-リン酸」

　　[★]

英

[[]]

同

glycerol 3-phosphate

関

[[]]

同

glycerol 3-phosphate

「sodium glycerophosphate」

　　[★]

グリセロリン酸ナトリウム

関

glycerol 3-phosphate

「1-acylglycerol-3-phosphate O-acyltransferase」

　　[★]

1-アシルグリセロール-3-リン酸-O-アシルトランスフェラーゼ

「mitochondrial glycerol-3-phosphate dehydrogenase」

　　[★]

関

グリセロール-3-リン酸脱水素酵素、ミトコンドリア

「glycerol-3-phosphate O-acyltransferase」

　　[★]

グリセロール-3-リン酸-O-アシルトランスフェラーゼ

「glycerol-3-phosphate dehydrogenase」

　　[★] グリセロール3リン酸脱水素酵素

「phosphate」

　　[★]

• n.

• (化合物)リン酸塩、リン酸エステル、ホスフェート、フォスフェート、リン酸

関

inorganic phosphate、orthophosphate、orthophosphoric acid、phospho、phosphoester、phosphoric、phosphoric acid、phosphoric acid ester、phosphorus

　 　 　

「glycerol」

　　[★] グリセロール、グリセリン