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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:
51111800
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

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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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
Hisako Matsumoto et al.
Cytokine, 57(1), 19-24 (2011-11-15)
Physiological mechanisms associated with interleukin-13 (IL-13), a key cytokine in asthma, in intracellular Ca(2+) signaling in airway smooth muscle cells (ASMCs) remain unclear. The aim of this study was to assess effects of IL-13 on Ca(2+) oscillations in response to
Pontus K A Forsell et al.
Lipids, 47(8), 781-791 (2012-06-12)
Human 15-lipoxygenase-1 (15-LO-1) can metabolize arachidonic acid (ARA) into pro-inflammatory mediators such as the eoxins, 15-hydroperoxyeicosatetraenoic acid (HPETE), and 15-hydroxyeicosatetraenoyl-phosphatidylethanolamine. We have in this study investigated the formation of various lipid hydroperoxide by either purified 15-LO-1 or in the Hodgkin
Taylor A Doherty et al.
The Journal of allergy and clinical immunology, 132(1), 205-213 (2013-05-22)
Cysteinyl leukotrienes (CysLTs) contribute to asthma pathogenesis, in part through cysteinyl leukotriene receptor 1 (CysLT1R). Recently discovered lineage-negative type 2 innate lymphoid cells (ILC2s) potently produce IL-5 and IL-13. We hypothesized that lung ILC2s might be activated by leukotrienes through
B Samuelsson et al.
Science (New York, N.Y.), 237(4819), 1171-1176 (1987-09-04)
Arachidonic acid is released from membrane phospholipids upon cell stimulation (for example, by immune complexes and calcium ionophores) and converted to leukotrienes by a 5-lipoxygenase that also has leukotriene A4 synthetase activity. Leukotriene A4, an unstable epoxide, is hydrolyzed to
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