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Merck

L0517

Leukotriene B4

≥97%, c-Fos stimulator, liquid

Synonym(s):

[5S,12R]-Dihydroxy-[6Z,8E,10E,14Z]-eicosatetraenoic acid

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About This Item

Empirical Formula (Hill Notation):
C20H32O4
CAS Number:
71160-24-2
Molecular Weight:
336.47
NACRES:
NA.77
PubChem Substance ID:
24896256
UNSPSC Code:
12352200
EC Number:
200-578-6
MDL number:
MFCD00135630

Key Documents

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Product Name

Leukotriene B4, ~100 μg/mL in ethanol, ≥97%

InChI key

VNYSSYRCGWBHLG-AMOLWHMGSA-N

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

SMILES string

CCCCC\C=C/C[C@@H](O)\C=C\C=C\C=C/[C@@H](O)CCCC(O)=O

assay

≥97%

form

liquid

concentration

~100 μg/mL in ethanol

shipped in

dry ice

storage temp.

−20°C

Quality Level

200

Gene Information

human ... LTB4R(1241)
rat ... Ltb4r(59264)

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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.

Features and Benefits

This compound is featured on the Leukotriene Receptors and Nuclear Receptors (PPARs) pages of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

Packaging

Data sheet which accompanies each product includes special handling instructions. Except where noted, method for hydrolysis of methyl esters is also described.

pictograms

FlameExclamation mark
GHS02,GHS07

signalword

Danger

hcodes

H225,H319

Hazard Classifications

Eye Irrit. 2 - Flam. Liq. 2

Storage Class

3 - Flammable liquids

wgk

WGK 1

flash_point_f

57.2 °F - closed cup

flash_point_c

14.0 °C - closed cup

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Certificates of Analysis (COA)

Lot/Batch Number
SLCN9357
SLCM5160
SLCM1358
SLCN1135
SLCL5470

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Nicolas Cenac et al.
Gastroenterology, 149(2), 433-444 (2015-04-26)
In mice, activation of the transient receptor potential cation channels (TRP) TRPV1, TRPV4, and TRPA1 causes visceral hypersensitivity. These receptors and their agonists might be involved in development of irritable bowel syndrome (IBS). We investigated whether polyunsaturated fatty acid (PUFA)
Leukotriene A4 hydrolase/aminopeptidase, the gatekeeper of chemotactic leukotriene B4 biosynthesis.
Jesper Z Haeggström
The Journal of biological chemistry, 279(49), 50639-50642 (2004-09-02)
H E Claesson et al.
International journal of immunopharmacology, 14(3), 441-449 (1992-04-01)
Leukotriene (LT) B4 is a biologically active molecule derived from arachidonic acid via the 5-lipoxygenase pathway. It mediates certain inflammatory and immunological reactions. The role of LTB4 in the immune system has been questioned since lymphocytes have been regarded to
L Iversen et al.
The Journal of investigative dermatology, 100(3), 293-298 (1993-03-01)
In the present study, keratinocytes were coincubated with human neutrophils to determine whether or not an increase in leukotriene B4 formation can occur. Human keratinocytes used were cultured in serum-free, low-calcium medium, whereas neutrophils were purified from heparinized venous blood.
Shyam Panthi et al.
Eye & contact lens, 45(3), 171-181 (2018-10-12)
Lipid mediators of inflammation are a group of signaling molecules produced by various cells under physiological conditions and modulate the inflammatory process during various pathologic conditions. Although eicosanoids and F2-isoprostanes are recognized lipid mediators of inflammation, there is no consensus
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