リゾホスファチジン酸、リゾフォスファチジン酸
- 関
- LPA、lysophospholipid
- 同
- LPA
WordNet
- street name for lysergic acid diethylamide (同)back breaker, battery-acid, dose, dot, Elvis, loony toons, Lucy in the sky with diamonds, pane, superman, window pane, Zen
- any of various water-soluble compounds having a sour taste and capable of turning litmus red and reacting with a base to form a salt
- having the characteristics of an acid; "an acid reaction"
PrepTutorEJDIC
- 酸性の / 酸味のある,すっぱい(sour) / (言葉・態度などが)厳しい,しんらつな / 酸 / すっぱいもの / 《俗》=LSD
Wikipedia preview
出典(authority):フリー百科事典『ウィキペディア(Wikipedia)』「2015/01/19 08:21:00」(JST)
[Wiki en表示]
Lysophosphatidic acid |
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IUPAC name
(2-hydroxy-3-phosphonooxypropyl) (Z)-octadec-9-enoate
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Identifiers |
CAS number |
22002-87-5 Y |
PubChem |
5497152 |
MeSH |
lysophosphatidic+acid |
Jmol-3D images |
Image 1 |
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CCCCCCCC\C=C/CCCCCCCC(=O)OCC(COP(=O)(O)O)O
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Properties |
Molecular formula |
C21H41O7P |
Molar mass |
436.52 g/mol |
Except where noted otherwise, data are given for materials in their standard state (at 25 °C (77 °F), 100 kPa) |
Y (verify) (what is: Y/N?) |
Infobox references |
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Lysophosphatidic acid (LPA) is a phospholipid derivative that can act as a signaling molecule.[1]
Contents
- 1 Function
- 2 Clinical significance
- 3 GTPase activation
- 4 Metabolism
- 5 See also
- 6 References
- 7 Further reading
Function
LPA acts as a potent mitogen due to its activation of three high-affinity G-protein-coupled receptors called LPA1, LPA2, and LPA3 (also known as EDG2, EDG4, and EDG7). Additional, newly identified LPA receptors include LPA4 (p2y9/GPR23), LPA5 (GPR92) and LPA6 (GPR87).
Clinical significance
Because of its ability to stimulate cell proliferation, aberrant LPA-signaling has been linked to cancer in numerous ways. Dysregulation of autotaxin or the LPA receptors can lead to hyperproliferation, which may contribute to oncogenesis and metastasis.
LPA may be the cause of pruritus (itching) in individuals with cholestatic (impaired bile flow) diseases.
GTPase activation
Downstream of LPA receptor activation, the small GTPase Rho can be activated, subsequently activating Rho kinase. This can lead to the formation of stress fibers and cell migration through the inhibition of myosin light-chain phosphatase.
Metabolism
There are a number of potential routes to its biosynthesis, but the most well-characterized is by the action of a lysophospholipase D called autotaxin, which removes the choline group from lysophosphatidylcholine.
Lysophosphatidic acid is also an intermediate in the synthesis of phosphatidic acid.
See also
- Autotaxin
- GPR35
- phosphatidic acid
- Lysophospholipid receptor
References
- ^ Reginald Garrett; Charles M. Grisham (28 December 2008). Biochemistry. Cengage Learning. pp. 235–. ISBN 978-0-495-10935-8. Retrieved 20 December 2010.
Further reading
- Kremer, Andreas E.; Martens, Job J.W.W.; Kulik, Wim; Ruëff, Franziska; Kuiper, Edith M.M.; Van Buuren, Henk R.; Van Erpecum, Karel J.; Kondrackiene, Jurate et al. (2010). "Lysophosphatidic Acid is a Potential Mediator of Cholestatic Pruritus". Gastroenterology 139 (3): 1008–18, 1018.e1. doi:10.1053/j.gastro.2010.05.009. PMID 20546739.
- Moolenaar, Wouter H. (1995). "Lysophosphatidic Acid, a Multifunctional Phospholipid Messenger". The Journal of Biological Chemistry 270 (22): 12949–52. doi:10.1074/jbc.270.22.12949. PMID 7768880.
- Mills, Gordon B.; Moolenaar, Wouter H. (2003). "The emerging role of lysophosphatidic acid in cancer". Nature Reviews Cancer 3 (8): 582–91. doi:10.1038/nrc1143. PMID 12894246.
- Panupinthu, N; Lee, H Y; Mills, G B (2010). "Lysophosphatidic acid production and action: Critical new players in breast cancer initiation and progression". British Journal of Cancer 102 (6): 941–6. doi:10.1038/sj.bjc.6605588. PMC 2844037. PMID 20234370.
- Park, S Y; Jeong, K J; Panupinthu, N; Yu, S; Lee, J; Han, J W; Kim, J M; Lee, J-S et al. (2010). "Lysophosphatidic acid augments human hepatocellular carcinoma cell invasion through LPA1 receptor and MMP-9 expression". Oncogene 30 (11): 1351–9. doi:10.1038/onc.2010.517. PMID 21102517.
Cell signaling: lipid signaling
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Intracellular |
Cell membrane
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Gq alpha subunit
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- Phosphoinositide phospholipase C
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Cytosol
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- Phospholipase
- Phospholipase A2
- Phospholipase C
- Phospholipase D
- IP3
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Sarcoplasmic reticulum
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Other
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- Protein kinase B
- Diacylglycerol
- Protein kinase C
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Extracellular lipid ligands |
- receptor: Lysophospholipid receptor
- S1PR1
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B trdu: iter (nrpl/grfl/cytl/horl), csrc (lgic, enzr, gprc, igsr, intg, nrpr/grfr/cytr), itra (adap, gbpr, mapk), calc, lipd; path (hedp, wntp, tgfp+mapp, notp, jakp, fsap, hipp, tlrp)
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Lipids: phospholipids
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Glycerol backbone
(Glycerophospholipids/
Phosphoglycerides) |
Phosphatidyl-: |
- -ethanolamine/cephalin (PE)
- -choline/lecithin (PC)
- -serine (PS)
- -glycerol (PG)
- -inositol (PI)
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Phosphoinositides: |
- PIP PI(3)P
- PIP2 (PI(3,4)P2
- PIP3
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Ether lipids: |
- Plasmalogen
- Platelet-activating factor
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Sphingosine backbone |
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Metabolites |
- Inositol phosphate
- Inositol
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- Choline
- Phosphocholine
- Citicoline
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Index of inborn errors of metabolism
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Description |
- Metabolism
- Enzymes and pathways: citric acid cycle
- glycolysis
- glycogenesis and glycogenolysis
- fructose and galactose
- pentose phosphate
- glycoproteins
- glycosaminoglycans
- lipid
- phospholipid
- cholesterol and steroid
- lipoprotein
- sphingolipids
- eicosanoids
- amino acid
- urea cycle
- heme and porphyrin
- nucleotide
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Disorders |
- Citric acid cycle and electron transport chain
- Carbohydrate
- Glycoprotein
- Proteoglycan
- Fatty-acid
- Phospholipid
- Cholesterol and steroid
- Lipid
- Lipid storage
- Eicosanoid
- Amino acid
- Purine-pyrimidine
- Heme metabolism
- Symptoms and signs
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Treatment |
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- Biochemical families
- carbohydrates
- alcohols
- glycoproteins
- glycosides
- lipids
- eicosanoids
- fatty acids / intermediates
- glycerides
- phospholipids
- sphingolipids
- steroids
- nucleic acids
- constituents / intermediates
- proteins
- amino acids / intermediates
- tetrapyrroles / intermediates
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UpToDate Contents
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English Journal
- The transcription factor GCN4 regulates PHM8 and alters triacylglycerol metabolism in Saccharomyces cerevisiae.
- Yadav KK1,2, Rajasekharan R3,4.
- Current genetics.Curr Genet.2016 Nov;62(4):841-851. Epub 2016 Mar 15.
- PHM8 is a very important enzyme in nonpolar lipid metabolism because of its role in triacylglycerol (TAG) biosynthesis under phosphate stress conditions. It is positively regulated by the PHO4 transcription factor under low phosphate conditions; however, its regulation has not been explored under no
- PMID 26979516
- LPA1 Mediates Antidepressant-Induced ERK1/2 Signaling and Protection from Oxidative Stress in Glial Cells.
- Olianas MC1, Dedoni S1, Onali P2.
- The Journal of pharmacology and experimental therapeutics.J Pharmacol Exp Ther.2016 Nov;359(2):340-353. Epub 2016 Sep 7.
- Antidepressants have been shown to affect glial cell functions and intracellular signaling through mechanisms that are still not completely understood. In the present study, we provide evidence that in glial cells the lysophosphatidic acid (LPA) receptor LPA1 mediates antidepressant-induced growth f
- PMID 27605627
- Overexpression of autotaxin is associated with human renal cell carcinoma and bladder carcinoma and their progression.
- Xu A1,2, Ahsanul Kabir Khan M1, Chen F3, Zhong Z3, Chen HC4, Song Y5,6.
- Medical oncology (Northwood, London, England).Med Oncol.2016 Nov;33(11):131. Epub 2016 Oct 18.
- Autotaxin (ATX) as an important tumor cell motility-stimulating factor is upregulated in many different types of cancer. ATX, a member of the ectonucleotide pyrophosphatase and phosphodiesterase family of enzymes, possesses lysophospholipase D activity which hydrolyzes lysophosphatidylcholine to gen
- PMID 27757783
Japanese Journal
- Overexpression of autotaxin, a lysophosphatidic acid-producing enzyme, enhances cardia bifida induced by hypo-sphingosine-1-phosphate signaling in zebrafish embryo
- Nakanaga Keita,Hama Kotaro,Kano Kuniyuki [他]
- The journal of biochemistry 155(4), 235-241, 2014-04
- NAID 40020035029
- リゾホスファチジン酸(LPA)と血小板活性化因子(PAF)のアレルギー性疾患への関与 (第5土曜特集 生命を支える脂質 : 最新の研究と臨床) -- (脂質メディエーターと受容体・産生酵素)
- リゾホスファチジン酸(LPA)の生理的機能 (第5土曜特集 生命を支える脂質 : 最新の研究と臨床) -- (脂質メディエーターと受容体・産生酵素)
Related Links
- リゾホスファチジン酸(Lysophosphatidic acid、LPA)は、シグナリング分子の働きを するリン脂質誘導体であり、ホスファチジン酸合成の中間生成物でもある。その生合成に はいくつかの潜在的ルートがあるが、もっともよく特徴付けられているのは、 オートタキシン ...
Related Pictures
★リンクテーブル★
[★]
- 英
- lysophosphatidic acid、LPA
- 関
- リゾホスホリピド、リゾフォスファチジン酸
[★]
- 関
- lysophosphatidic acid
[★]
リゾリン脂質、リゾホスホリピド
- 関
- lysophosphatidic acid
[★]
- 英
- lysophosphatidic acid、LPA
- 関
- リゾホスファチジン酸
[★]