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Safety Information

5.30656

Sigma-Aldrich

LTA4 Epoxide Hydrolase Inhibitor, ARM1

Synonym(s):

LTA4 Epoxide Hydrolase Inhibitor, ARM1, 4-(4-Benzylphenyl)-thiazol-2-amine, Leukotriene A4 Epoxide Hydrolase Inhibitor, LTA₄ Hydrolase Inhibitorq, LTA4H Inhibitor

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About This Item

Empirical Formula (Hill Notation):
C16H14N2S
CAS Number:
68729-05-5
Molecular Weight:
266.36
UNSPSC Code:
12352200
PubChem Substance ID:
3768902
Pricing and availability is not currently available.

Assay

≥98% (HPLC)

Quality Level

100

form

powder

manufacturer/tradename

Calbiochem®

storage condition

OK to freeze
protect from light

color

light beige

solubility

DMSO: 100 mg/mL

storage temp.

2-8°C

SMILES string

C1=CC=C(C=C1)CC2=CC=C(C=C2)C3=CSC(=N3)N

General description

A cell-permeable benzylphenyl-thiazolamine compound that selectively inhibits against the leukotriene (LT) A4 epoxide hydrolase activity of LTA4H by occupying the same hydrophobic tunnel (Ki = 2.3 µM) targeted by LTA4 ω-end, displaying much reduced potency against LTA4H aminopeptidase activity (% inhibition/[ARM1] = 0/100 µM & 35/1 mM; Substrate = 800 µM Pro-Gly-Pro) coordinated by E296 and the catalytic site Zn2+ at the adjacent hydrophilic peptide substrate-binding cavity. Shown to inhibit A23187- (Cat. Nos. 100105 & 100106) induced LTB4 production in primary human polymorphonuclear neutrophil (PMN) cultures (IC50 = 0.5 µM; ARM1 added 10 min prior to 5 min stimulation by 2.5 µM A23187). Another LTA4H inhibitor SC 57461A (CAS 423169-68-0), in comparison, inhibits both the LTA4-to-LTB4 conversion as well as the chemotactic tripeptide Pro-Gly-Pro degradation activity of LTA4H.

Biochem/physiol Actions

Cell permeable: yes
Primary Target
LTA4
Reversible: yes

Packaging

Packaged under inert gas

Warning

Toxicity: Standard Handling (A)

Reconstitution

Use only fresh DMSO for reconstitution.

Other Notes

Stsiapanava, A., et al. 2014. Proc. Natl. Acad. Sci. USA111, 4227.

Legal Information

CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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.

ISHL Indicated Name

Substances Subject to be Indicated Names

ISHL Notified Names

Substances Subject to be Notified Names

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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