ロイコトリエンE4
Wikipedia preview
出典(authority):フリー百科事典『ウィキペディア(Wikipedia)』「2014/02/14 11:00:55」(JST)
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Leukotriene E4 |
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Systematic name
(5S,6R,7E,9E,11Z,14Z)-6-(2-amino-2-carboxyethyl)sulfanyl-5-hydroxyicosa-7,9,11,14-tetraenoic acid
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Identifiers |
Abbreviations |
LTE4 |
CAS number |
75715-89-8 |
PubChem |
5280749 Y |
ChemSpider |
4444402 Y |
KEGG |
C05952 |
MeSH |
Leukotriene+E4 |
ChEBI |
CHEBI:15650 |
Jmol-3D images |
Image 1 |
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CCCCC/C=C\C/C=C\C=C\C=C\[C@H]([C@H](CCCC(=O)O)O)SCC(C(=O)O)N
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InChI=1S/C23H37NO5S/c1-2-3-4-5-6-7-8-9-10-11-12-13-16-21(30-18-19(24)23(28)29)20(25)15-14-17-22(26)27/h6-7,9-13,16,19-21,25H,2-5,8,14-15,17-18,24H2,1H3,(H,26,27)(H,28,29)/b7-6-,10-9-,12-11+,16-13+/t19?,20-,21+/m0/s1
Key: OTZRAYGBFWZKMX-MPWKMEBCSA-N
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Properties |
Molecular formula |
C23H37NO5S |
Molar mass |
439.61 g mol−1 |
Except where noted otherwise, data are given for materials in their standard state (at 25 °C (77 °F), 100 kPa) |
Infobox references |
Leukotriene E4 is a cysteinyl leukotriene involved in inflammation. It is known to be produced by several types of white blood cells, including eosinophils, mast cells, tissue macrophages, and basophils, and recently was also found to be produced by platelets adhering to neutrophils.[1] It is formed from the sequential conversion of LTC4 to LTD4 and then to LTE4, which is the final and most stable cysteinyl leukotriene.[2] Compared to the short half lives of LTC4 and LTD4, LTE4 is relatively stable and accumulates in breath condensation, in plasma, and in urine, making it the dominate cysteinyl leukotriene detected in biologic fluids.[3] Therefore, measurements of LTE4, especially in the urine, are commonly monitored in clinical research studies.
Increased production and excretion of LTE4 has been linked to several respiratory diseases, and urinary LTE4 levels are increased during severe asthma attacks and are especially high in people with Aspirin-induced asthma, also known as Samter’s Triad or aspirin exacerbated respiratory disease (AERD).[4]
Studies have suggested that LTE4 works through its own distinct receptor, and although one has not yet been discovered, research is ongoing to isolated and characterize an LTE4-specific receptor.[5][6]
Eicosanoid synthesis. (Leukotrienes at right.)
References[edit]
- ^ Laidlaw TM, Kidder MS, Bhattacharyya N, Xing W, Shen S, Milne GL, Castells MC, Chhay H, Boyce JA (2012). "Cysteinyl leukotriene overproduction in aspirin exacerbated respiratory disease is driven by platelet-adherent leukocytes". Blood 119 (16): 3790–3798. doi:10.1182/blood-2011-10-384826. PMC 3335383. PMID 22262771.
- ^ Lee CW, Lewis RA, Corey EJ, Austen KF (1983). "Conversion of leukotriene D4 to leukotriene E4 by a dipeptidase released from the specific granule of human polymorphonuclear leucocytes". Immunology 48 (1): 27–35. PMC 1453997. PMID 6293969.
- ^ Sala A, Voelkel N, Maclouf J, Murphy RC (1990). "Leukotriene E4 elimination and metabolism in normal human subjects". J Biol Chem 265 (35): 21771–21778. PMID 2174886.
- ^ Lee TH, Christie PE (1993). "Leukotrienes and aspirin induced asthma". Thorax 48 (12): 1189–1190. doi:10.1136/thx.48.12.1189. PMC 464963. PMID 8303620.
- ^ Maekawa A, Kanaoka Y, Xing W; Kanaoka; Xing; Austen (2008). "Functional recognition of a distinct receptor preferential for leukotriene E4 in mice lacking the cysteinyl leukotriene 1 and 2 receptors". Proc. Natl. Acad. Sci. USA 105 (43): 16695–16700. Bibcode:2008PNAS..10516695M. doi:10.1073/pnas.0808993105. PMC 2575482. PMID 18931305.
- ^ Paruchuri, S; Tashimo, H; Feng, C; Maekawa, A; Xing, W; Jiang, Y; Kanaoka, Y; Conley, P; Boyce, JA (2009). "Leukotriene E4-induced pulmonary inflammation is mediated by the P2Y12 receptor". The Journal of experimental medicine 206 (11): 2543–55. doi:10.1084/jem.20091240. PMC 2768854. PMID 19822647.
Autacoids, unsaturated fatty acids: Eicosanoids
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Precursor |
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Prostanoids |
Prostaglandins (PG) and
analogues |
Precursor |
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Active |
D/J |
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E/F |
- E2 (Dinoprostone): Enprostil
- Sulprostone
- E1 (Alprostadil): Misoprostol
- Gemeprost
- F2α (Dinoprost): Bimatoprost
- Carboprost
- Latanoprost
- Tafluprost
- Travoprost
- Unoprostone
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I |
- I2 (Prostacyclin/Epoprostenol): Beraprost
- Iloprost
- Treprostinil
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Thromboxanes (TX) |
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Leukotrienes (LT) |
Precursor |
- Arachidonic acid 5-hydroperoxide
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Initial |
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SRS-A |
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Nonclassic |
- Lipoxins (A4, B4)
- Virodhamine
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By function |
- vasoconstriction
- vasodilation
- platelets: induce
- inhibit
- leukocytes: induce
- inhibit
- labor stimulation:
- PGE2 (Dinoprostone)
- PGF2α (Dinoprost)
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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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UpToDate Contents
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English Journal
- Lack of effect of common single nucleotide polymorphisms in leukotriene pathway genes on platelet reactivity in patients with diabetes.
- Rosiak M, Postula M, Kaplon-Cieslicka A, Kondracka A, Trzepla E, Zaremba M, Filipiak KJ, Kosior DA, Czlonkowski A, Opolski G, Janicki PK.SourceDepartment of Cardiology, Medical University of Warsaw, Warsaw 02‑927, Poland.
- Molecular medicine reports.Mol Med Rep.2013 Sep;8(3):853-60. doi: 10.3892/mmr.2013.1567. Epub 2013 Jul 3.
- The aim of the present study was to investigate the effect of genetic polymorphisms in candidate genes within the leukotriene (LT) pathway on platelet reactivity and the concentration of selected LTs in diabetic patients treated with acetylsalicylic acid (ASA). The study cohort consisted of 287 C
- PMID 23828562
- Leukotriene receptor antagonists, LY293111 and ONO-1078, protect neurons from the sPLA2-IB-induced neuronal cell death independently of blocking their receptors.
- Yagami T, Yamamoto Y, Kohma H.SourceFaculty of Pharmaceutical Sciences, Himeji Dokkyo University, 2-1, kami-ohno 7-Chome, Himeji, Hyogo 670-8524, Japan. yagami@himeji-du.ac.jp
- Neurochemistry international.Neurochem Int.2013 Sep;63(3):163-71. doi: 10.1016/j.neuint.2013.06.009. Epub 2013 Jun 19.
- In the ischemic brain, leukotrienes (LTs) are increased and their receptor antagonists protect neurons. However, it has not yet been sufficiently clarified how antagonists for LT receptors exhibit neuroprotective effects. In the present study, we evaluated protective effects of receptor antagonists
- PMID 23792223
- Isotope-dilution UPLC-MS/MS determination of cell-secreted bioactive lipids.
- Meyer AF, Thompson JW, Wang Y, Koseoglu S, Dalluge JJ, Haynes CL.SourceUniversity of Minnesota, Department of Chemistry, 207 Pleasant St. SE, Minneapolis, MN 55455, USA. chaynes@umn.edu jdalluge@umn.edu.
- The Analyst.Analyst.2013 Aug 27;138(19):5697-705. doi: 10.1039/c3an00875d.
- Secreted bioactive lipids play critical roles in cell-to-cell communication and have been implicated in inflammatory immune responses such as anaphylaxis, vasodilation, and bronchoconstriction. Analysis of secreted bioactive lipids can be challenging due to their relatively short lifetimes and struc
- PMID 23923125
Japanese Journal
- O63-4 ヒト気道上皮におけるLTE4受容体の発現と機能(気道上皮細胞・ケラチノサイト2,口演,第62回日本アレルギー学会秋季学術大会)
- P5-8-6 家族内発症したウェステルマン肺吸虫症の2例における尿中LTE4とECP値の検討(P5-8その他,一般演題,第22回日本アレルギー学会春季臨床大会)
- 森田 あかね,石田 明,駒瀬 裕子,本間 千絵,東 憲孝,山口 裕礼,三田 晴久,宮澤 輝臣
- アレルギー 59(3・4), 462, 2010-04-10
- NAID 110008015696
- P24 アスピリン喘息7例のエトドラク内服試験における尿中LTE4の検討(GERD,アスピリン喘息,第20回日本アレルギー学会春季臨床大会)
- 磯谷 澄都,井水 ひろみ,米田 有希子,清水 秀康,星野 多美,内山 康裕,竹内 保雄,戸谷 嘉孝,齋藤 雄二,岡澤 光芝,榊原 博樹
- アレルギー 57(3・4), 386, 2008-04-30
- NAID 110006894081
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- forum Join the Word of the Day Mailing List For webmasters TheFreeDictionary Google Bing? Word / Article Starts with Ends with Text ... Acronym Definition LTE4 Leukotriene E4 (lipid mediator) Want to thank TFD for its existence? ...
Related Pictures
★リンクテーブル★
[★]
- 英
- leukotriene, LT
- 関
- アラキドン酸、5-リポキシゲナーゼ
合成
- 白血球遊走
- 気管支平滑筋収縮、細動脈収縮、血管透過性亢進
構造
種類
[★]
ロイコトリエンE
- 関
- leukotriene E4、LTE4
[★]
ロイコトリエンE4
- 関
- leukotriene E、LTE4
[★]
- 英
- LTE4
- 関
- ロイコトリエン
[★]