ロイコトリエンE4
- 関
- leukotriene E、LTE4
WordNet
- the 5th letter of the Roman alphabet (同)e
Wikipedia preview
出典(authority):フリー百科事典『ウィキペディア（Wikipedia）』「2015/03/31 11:30:26」(JST)
[Wiki en表示]
Leukotriene E4
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| Names |
Systematic IUPAC 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 |
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CAS Registry Number
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75715-89-8 |
| ChEBI |
CHEBI:15650 |
| ChemSpider |
4444402 N |
InChI
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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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| Jmol-3D images |
Image |
| KEGG |
C05952 |
| MeSH |
Leukotriene+E4 |
| PubChem |
5280749 |
SMILES
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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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| Properties |
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Molecular formula
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C23H37NO5S |
| Molar mass |
439.61 g·mol−1 |
Except where noted otherwise, data is given for materials in their standard state (at 25 °C (77 °F), 100 kPa)
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| Infobox references |
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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 isolate and characterize an LTE4-specific receptor.[5][6]
Eicosanoid synthesis. (Leukotrienes at right.)
References
- ^ 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.
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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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| Eoxins (EX) |
| Precursor |
- Arachidonic acid 15-hydroperoxide
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| Eoxins |
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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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Index of inborn errors of metabolism
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| Description |
- Metabolism
- Enzymes and pathways: citric acid cycle
- pentose phosphate
- glycoproteins
- glycosaminoglycans
- phospholipid
- cholesterol and steroid
- sphingolipids
- eicosanoids
- amino acid
- urea cycle
- nucleotide
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| 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
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| Treatment |
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Index of biochemical families
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| Carbohydrates |
- Alcohols
- Glycoproteins
- Glycosides
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| Lipids |
- Eicosanoids
- Fatty acids / Intermediates
- Glycerides
- Phospholipids
- Sphingolipids
- Steroids
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| Nucleic acids |
- Constituents / Intermediates
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| Proteins |
- Amino acids / Intermediates
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Tetrapyrroles / Intermediates
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UpToDate Contents
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English Journal
- Urinary excretion of lipid mediators in response to repeated eucapnic voluntary hyperpnea in asthmatic subjects.
- Bood JR1, Sundblad BM2, Delin I3, Sjödin M4, Larsson K2, Anderson SD5, Wheelock CE6, Dahlén SE3, Dahlén B7.
- Journal of applied physiology (Bethesda, Md. : 1985).J Appl Physiol (1985).2015 Aug 1;119(3):272-9. doi: 10.1152/japplphysiol.00301.2015. Epub 2015 Jun 25.
- Exercise-induced bronchoconstriction displays refractoriness manifested as a decreased response to repeated exercise challenge within hours. The refractoriness may be attenuated by inhibition of the biosynthesis of prostaglandins (PG). The aim of the study was to determine which PGs and other lipid
- PMID 26112240
- Urinary leukotriene E4 levels in atopic and non-atopic preschool children with recurrent episodic (viral) wheezing: a potential marker?
- Marmarinos A1, Saxoni-Papageorgiou P, Cassimos D, Manoussakis E, Tsentidis C, Doxara A, Paraskakis I, Gourgiotis D.
- The Journal of asthma : official journal of the Association for the Care of Asthma.J Asthma.2015 Aug;52(6):554-9. doi: 10.3109/02770903.2014.990092. Epub 2015 Jul 8.
- Backround: Reliable biological markers for the differentiation of asthma phenotypes in preschool children with wheezing are lacking. The purpose of the study is to assess the relationship of urinary Leukotriene E4 (U-LTE4) to particular asthma phenotypes in preschool children with recurrent episodic
- PMID 25415829
- Aspirin provocation increases 8-iso-PGE2 in exhaled breath condensate of aspirin-hypersensitive asthmatics.
- Mastalerz L1, Januszek R1, Kaszuba M1, Wójcik K1, Celejewska-Wójcik N1, Gielicz A1, Plutecka H1, Oleś K2, Stręk P2, Sanak M3.
- Prostaglandins & other lipid mediators.Prostaglandins Other Lipid Mediat.2015 Jul 21. pii: S1098-8823(15)30002-2. doi: 10.1016/j.prostaglandins.2015.07.001. [Epub ahead of print]
- BACKGROUND: Isoprostanes are bioactive compounds formed by non-enzymatic oxidation of polyunsaturated fatty acids, mostly arachidonic, and markers of free radical generation during inflammation. In aspirin exacerbated respiratory disease (AERD), asthmatic symptoms are precipitated by ingestion of no
- PMID 26209241
Japanese Journal
- Expression and Localization of Purinergic P2Y12 Receptor in Human Nasal Mucosa
- Shirasaki Hideaki,Kanaizumi Etsuko,Seki Nobuhiko,Kikuchi Megumi,Himi Tetsuo
- Allergology International 62(2), 239-244, 2013
- … Recently, studies have focused on the P2Y12 receptor as a receptor for leukotriene E4 (LTE4), because this receptor is required for LTE4-mediated pulmonary inflammation. …
- NAID 130004873071
- Aspirin-Intolerant Asthma (AIA) Assessment Using the Urinary Biomarkers, Leukotriene E4 (LTE4) and Prostaglandin D2 (PGD2) Metabolites
- Higashi Noritaka,Taniguchi Masami,Mita Haruhisa,Yamaguchi Hiromichi,Ono Emiko,Akiyama Kazuo
- Allergology International 61(3), 393-403, 2012
- … AIA patients exhibits significantly higher urinary concentrations of leukotriene E4 (LTE4) and 1,15-dioxo-9α-hydroxy-2,3,4,5-tetranorprostan-1,20-dioic acid (tetranor-PGDM), a newly identified metabolite of PGD2, at baseline. …
- NAID 130004477150
- ロイコトリエン(B4,C4,D4,E4) (広範囲 血液・尿化学検査 免疫学的検査(第7版・4)その数値をどう読むか) -- (プロスタノイド,サイトカイン,増殖因子,ケモカイン)
Related Links
- Buy Leukotriene E4 (CAS 75715-89-8), a potent eicosanoid lipid mediator with multiple biological functions, from Santa Cruz. Purity: >97%,MW: 439.61 ... LTE 4 (Leukotriene E 4) is a potent eicosanoid lipid mediator that is ...
- Cysteinyl leukotrienes (cys-LTs) include leukotriene C4 (LTC4), Generally, Montelukast is well-tolerated. Side effects include dizziness, headache, leukotriene D4 (LTD4), and Leukotriene E4 (LTE4). All the cys-LTs are potent ...
Related Pictures
★リンクテーブル★
[★]
ロイコトリエンE
- 関
- leukotriene E4、LTE4
[★]
[★]
ロイコトリエン LT
[★]
ロイコトリエン LT
