Leukotriene B4
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Names
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Preferred IUPAC name
(5S,6Z,8E,10E,12R,14Z)-5,12-Dihydroxyicosa-6,8,10,14-tetraenoic acid
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Identifiers
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ChEBI
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ChEMBL
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ChemSpider
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KEGG
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UNII
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InChI=1S/C20H32O4/c1-2-3-4-5-6-9-13-18(21)14-10-7-8-11-15-19(22)16-12-17-20(23)24/h6-11,14-15,18-19,21-22H,2-5,12-13,16-17H2,1H3,(H,23,24)/b8-7+,9-6-,14-10+,15-11-/t18-,19-/m1/s1 N Key: VNYSSYRCGWBHLG-AMOLWHMGSA-N N InChI=1/C20H32O4/c1-2-3-4-5-6-9-13-18(21)14-10-7-8-11-15-19(22)16-12-17-20(23)24/h6-11,14-15,18-19,21-22H,2-5,12-13,16-17H2,1H3,(H,23,24)/b8-7+,9-6-,14-10+,15-11-/t18-,19-/m1/s1 Key: VNYSSYRCGWBHLG-AMOLWHMGBE
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CCCCC/C=C\C[C@H](/C=C/C=C/C=C\[C@H](CCCC(=O)O)O)O
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Properties
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C20H32O4
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Molar mass
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336.472 g·mol−1
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Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references
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Leukotriene B4 (LTB4) is a leukotriene involved in inflammation. It has been shown to promote insulin resistance in obese mice.
Biochemistry
LTB4 is a leukotriene involved in inflammation. It is produced from leukocytes in response to inflammatory mediators and is able to induce the adhesion and activation of leukocytes on the endothelium, allowing them to bind to and cross it into the tissue.[1] In neutrophils, it is also a potent chemoattractant, and is able to induce the formation of reactive oxygen species and the release of lysosomal enzymes by these cells.[1] It is synthesized by leukotriene-A4 hydrolase from leukotriene A4.[2]
Diabetes
A study at the University of California, San Diego School of Medicine has shown that LTB4 promotes insulin resistance in obese mice.[3] Obesity is the major cause of insulin resistance in type 2 diabetes.[4]
References
- ^ a b Cotran; Kumar, Collins (1999). Robbins Pathologic Basis of Disease. Philadelphia: W.B Saunders Company. ISBN 0-7216-7335-X.
- ^ "LTA4H". uniprot. Retrieved 9 April 2013.
- ^ "Molecular Link between Obesity and Type 2 Diabetes Reveals Potential Therapy". UC San Diego Health. Archived from the original on 2022-02-18.
- ^ Li, P; Oh, DY; Bandyopadhyay, G; Lagakos, WS; Talukdar, S; Osborn, O; Johnson, A; Chung, H; Maris, M; Ofrecio, JM; Taguchi, S; Lu, M; Olefsky, JM (2015). "LTB4 promotes insulin resistance in obese mice by acting on macrophages, hepatocytes and myocytes". Nature Medicine. 21 (3): 239–247. doi:10.1038/nm.3800. PMC 4429798. PMID 25706874.
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Receptor (ligands) | BLTTooltip Leukotriene B4 receptor | BLT1Tooltip Leukotriene B4 receptor 1 |
- Agonists: 12-HETE
- 20-Hydroxy-LTB4
- LY-255283
- Antagonists: 20-Carboxy-LTB4
- Amelubant
- CGS-23131 (LY-223982)
- CGS-25019C
- CP-105696
- CP-195543
- Etalocib
- LY-293111
- Moxilubant
- ONO-4057
- RG-14893
- RP-69698
- SB-209247
- SC-53228
- Ticolubant
- U-75302
- ZK-158252
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BLT2Tooltip Leukotriene B4 receptor 2 |
- Antagonists: CP-195543
- LY-255283
- ZK-158252
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CysLTTooltip Cysteinyl leukotriene receptor | CysLT1Tooltip Cysteinyl leukotriene receptor 1 |
- Antagonists: Ablukast
- BAYu9773
- BAYu9916
- BAYx7195
- Cinalukast
- FPL-55712
- ICI-198615
- Iralukast
- LY-170680
- Masilukast
- MK-571
- Montelukast
- ONO-1078
- Pobilukast
- Pranlukast
- Ritolukast
- SKF-104353
- SR-2640
- Sulukast
- Tipelukast
- Tomelukast
- Verlukast
- Zafirlukast
- ZD-3523
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CysLT2Tooltip Cysteinyl leukotriene receptor 2 |
- Antagonists: BAYu9773
- BAYu9916
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CysLTETooltip Cysteinyl leukotriene receptor E | |
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Enzyme (inhibitors) | 5-LOXTooltip Arachidonate 5-lipoxygenase |
- FLAPTooltip Arachidonate 5-lipoxygenase-activating protein inhibitors: AM-103
- AM-679
- BAYx1005
- MK-591
- MK-886
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12-LOXTooltip Arachidonate 12-lipoxygenase | |
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15-LOXTooltip Arachidonate 15-lipoxygenase | |
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LTA4HTooltip Leukotriene A4 hydrolase | |
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LTB4HTooltip Leukotriene B4 ω-hydroxylase | |
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LTC4STooltip Leukotriene C4 synthase | |
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LTC4HTooltip Leukotriene C4 hydrolase | |
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LTD4Tooltip Leukotriene D4 hydrolase | |
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Others | |
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- See also
- Receptor/signaling modulators
- Prostanoid signaling modulators
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PPARαTooltip Peroxisome proliferator-activated receptor alpha | |
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PPARδTooltip Peroxisome proliferator-activated receptor delta |
- Antagonists: FH-535
- GSK-0660
- GSK-3787
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PPARγTooltip Peroxisome proliferator-activated receptor gamma |
- Antagonists: FH-535
- GW-9662
- SR-202
- T-0070907
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Non-selective | |
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- See also
- Receptor/signaling modulators
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