LEUKOTRIENE B4 Chemical Properties

Boiling point:

536.4±50.0 °C(Predicted)

Density 

1.040±0.06 g/cm3(Predicted)

Flash point:

14 °C

storage temp. 

-20°C

solubility 

Soluble in ethanol (supplied pre-dissolved in anhydrous ethanol, 50μg/ml)

pka

4.66±0.10(Predicted)

form 

Clear oil

color 

Colorless to light yellow

CAS DataBase Reference

71160-24-2(CAS DataBase Reference)

Safety Information

Hazard Codes 

F

Risk Statements 

11

Safety Statements 

7-16

RIDADR 

UN 1170 3/PG 2

WGK Germany 

1

MSDS

• Language:English Provider:SigmaAldrich

LEUKOTRIENE B4 Usage And Synthesis

Description

Leukotriene B₄ (LTB₄) is a dihydroxy fatty acid derived from arachidonic acid through the 5-LO pathway. It promotes a number of leukocyte functions including aggregation, stimulation of ion fluxes, enhancement of lysosomal enzyme release, superoxide anion production, chemotaxis, and chemokinesis. In subnanomolar ranges (3.9 x 10⁻¹⁰ M), LTB₄ causes chemotaxis and chemokinesis in human polymorphonuclear leukocytes. At higher concentrations, (1.0 x 10⁻⁷ M), LTB₄ leads to neutrophil aggregation and degranulation as well as superoxide anion production.

LTB₄ MaxSpec^® standard is a quantitative grade standard of LTB₄ that has been prepared specifically for mass spectrometry and related applications where quantitative reproducibility is required. The solution has been prepared gravimetrically and is supplied in a deactivated glass ampule sealed under argon. The concentration was verified by comparison to an independently prepared calibration standard. This LTB₄ MaxSpec^® standard is guaranteed to meet identity, purity, stability, and concentration specifications and is provided with a batch-specific certificate of analysis. Ongoing stability testing is performed to ensure the concentration remains accurate throughout the shelf life of the product. Note: The amount of solution added to the vial is in excess of the listed amount. Therefore, it is necessary to accurately measure volumes for preparation of calibration standards. Follow recommended storage and handling conditions to maintain product quality.

Uses

LTB4 (Leukotriene B4) is a potent chemokine with roles in inflammation, immunology, the nervous system, brain and skin.

Definition

ChEBI: A leukotriene composed of (6Z,8E,10E,14Z)-icosatetraenoic acid having (5S)- and (12R)-hydroxy substituents.

Biological Activity

Potent lipid inflammatory mediator derived from the 5-lipoxygenase pathway of arachidonic acid metabolism. Binds to BLT 1 and BLT 2 receptors and acts as a potent chemotactic agent and activator of leukocytes. Also displays antiviral activity towards DNA viruses and retroviruses.

Biochem/physiol Actions

Proinflammatory agent. Stimulates c-Fos and c-Jun proto-oncogene transcription in human monocytes. Stimulates chemotaxis, aggregation, and degranulation of polymorphonuclear leukocytes.

storage

Store at -20°C

References

[1] OLOF R?DMARK. Leukotriene a: Stereochemistry and enzymatic conversion to leukotriene B[J]. Biochemical and biophysical research communications, 1980, 92 3: Pages 954-961. DOI: 10.1016/0006-291x(80)90795-0
[2] A. W. FORD-HUTCHINSON. Leukotriene B, a potent chemokinetic and aggregating substance released from polymorphonuclear leukocytes[J]. Nature, 1980, 286 5770: 264-265. DOI: 10.1038/286264a0
[3] J MCGEE  F F. Enzymatic hydration of leukotriene A4. Purification and characterization of a novel epoxide hydrolase from human erythrocytes.[J]. The Journal of Biological Chemistry, 1985, 260 23: 12832-12837.
[4] FORD-HUTCHINSON A W. Leukotriene B4 in inflammation.[J]. Critical Reviews in Immunology, 1990, 10 1: 1-12.
[5] R M MCMILLAN  S J F. Leukotriene B4 and inflammatory disease.[J]. Agents and Actions, 1988, 24 1-2: 114-119. DOI: 10.1007/bf01968088
[6] Neutrophil trapping and nexocytosis, mast cell-mediated processes for inflammatory signal relay[J]. Cell, 2024, 21 1. DOI: 10.1016/j.cell.2024.07.014
[7] TAKAKO ICHIKI. Modulation of leukotriene B4 receptor 1 signaling by receptor for advanced glycation end products (RAGE)[J]. FASEB Journal, 2016, 30 5: 1811-1822. DOI: 10.1096/fj.201500117
[8] BRUCE D. LEVY. Multi-pronged inhibition of airway hyper-responsiveness and inflammation by lipoxin A4[J]. Nature Medicine, 2002, 8 9: 1018-1023. DOI: 10.1038/nm748
[9] D FULTON. A method for the determination of 5,6-EET using the lactone as an intermediate in the formation of the diol.[J]. Journal of Lipid Research, 1998, 39 8: 1713-1721.

LEUKOTRIENE B4(71160-24-2)Related Product Information

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