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L5011

Sigma-Aldrich

Leukotriene D4

~50 μg/mL (in methanol/ammonium acetate buffer, 70:30, pH 5.6), ≥97%

Synonym(s):

LTD4

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About This Item

Empirical Formula (Hill Notation):
C25H40N2O6S
CAS Number:
73836-78-9
Molecular Weight:
496.66
MDL number:
MFCD00036839
UNSPSC Code:
12352200
PubChem Substance ID:
24896383
NACRES:
NA.77

Quality Level

200

Assay

≥97%

concentration

~50 μg/mL (in methanol/ammonium acetate buffer, 70:30, pH 5.6)

shipped in

dry ice

storage temp.

−70°C

SMILES string

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

InChI

1S/C25H40N2O6S/c1-2-3-4-5-6-7-8-9-10-11-12-13-16-22(21(28)15-14-17-23(29)30)34-19-20(26)25(33)27-18-24(31)32/h6-7,9-13,16,20-22,28H,2-5,8,14-15,17-19,26H2,1H3,(H,27,33)(H,29,30)(H,31,32)/b7-6+,10-9-,12-11+,16-13+/t20-,21+,22-/m1/s1

InChI key

YEESKJGWJFYOOK-GKWRKXFUSA-N

Biochem/physiol Actions

Slow reacting substance of anaphylaxis (SRS-A). Potent bronchoconstrictor and mediator of asthmatic and inflammatory processes. Increases cytosolic free Ca2+ in epithelial cells.

Features and Benefits

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

Packaging

Packaged under argon.

Signal Word

Danger

Hazard Classifications

Acute Tox. 3 Dermal - Acute Tox. 3 Inhalation - Acute Tox. 3 Oral - Flam. Liq. 2 - STOT SE 1

Target Organs

Eyes

Storage Class Code

3 - Flammable liquids

WGK

WGK 3

Flash Point(F)

49.5 °F

Flash Point(C)

9.7 °C

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

EU REACH Annex XVII (Restriction List)

CAS No.

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Weijie Guan et al.
The Journal of allergy and clinical immunology, 131(2), 332-338 (2012-10-09)
Both leukotriene D(4) (LTD(4)) and methacholine bronchial provocation tests are measurements of airway responsiveness; however, their correlation and distinction remain unexplored. We sought to compare the 2 tests and classify leukotriene-responsiveness subtypes in asthmatic patients. In this randomized cross-over study
Celine N Parmentier et al.
The Journal of allergy and clinical immunology, 129(4), 1136-1142 (2012-03-07)
Allergic asthma is characterized by reversible airway obstruction and bronchial hyperresponsiveness associated with T(H)2 cell-mediated inflammation. Cysteinyl leukotrienes (CysLTs) are potent lipid mediators involved in bronchoconstriction, mucus secretion, and cell trafficking in asthmatic patients. Recent data have implicated CysLTs in
M Mezhybovska et al.
Biochemical Society transactions, 33(Pt 4), 698-700 (2005-07-27)
The inflammatory mediator LTD4 (leukotriene D4) is present at high levels in many inflammatory conditions, and areas of chronic inflammation have an increased risk for subsequent cancer development. We demonstrate here that following LTD4 stimulation, beta-catenin is translocated to the
A Sjölander et al.
The Journal of biological chemistry, 265(34), 20976-20981 (1990-12-05)
Leukotrienes are recognized as important mediators of the inflammatory process. Recently, increasing attention has been paid to the role of noninflammatory cells in the regulation of the inflammatory process. To further increase our knowledge of this matter we have, in
Nathan C Ni et al.
The Journal of pharmacology and experimental therapeutics, 339(3), 768-778 (2011-09-10)
Cysteinyl leukotrienes (CysLTs) are potent inflammatory mediators that predominantly exert their effects by binding to cysteinyl leukotriene receptors of the G protein-coupled receptor family. CysLT receptor 2 (CysLT(2)R), expressed in endothelial cells of some vascular beds, has been implicated in
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