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4-bromo-A23187

This compound is a non-fluorescent halogenated analog of A23187. A23187 is a Ca2+ ionophore that exhibits pro-inflammatory and allergic activities. In cardiomyocytes, A23187 induces formation of endothelial microvesicles, increasing leakage of lactate dehydrogenase and decreasing cell viability. A23187 also induces mast cell degranulation and increases production of TNF-α. In spermatozoa, this compound induces the acrosome reaction, allowing fertilization to occur in the absence of PKA activation.

References PubMed ID::http://www.ncbi.nlm.nih.gov/pubmed/18833853

Cas No.

76455-48-6

Purity

≥98%

Formula

C29H36BrN3O6

Formula Wt.

602.52

Chemical Name
IUPAC Name

6-bromo-5-(methylamino)-2-[[3,5,9-trimethyl-2-[1-oxo-1-(1H-pyrrol-2-yl)propan-2-yl]-1,7-dioxaspiro[5.5]undecan-8-yl]methyl]-1,3-benzoxazole-4-carboxylic acid

Synonym

4-Bromo-A-23187, 4-BrA23187, 4-Bra23187

Appearance

Slight Yellow Crystals

Kim DY, Kang TB, Shim DW, et al. Emodin attenuates A23187-induced mast cell degranulation and tumor necrosis factor-α secretion through protein kinase C and IκB kinase 2 signaling. Eur J Pharmacol. 2014 Jan 15;723:501-6. PMID: 24239713.

Shang M, Zhang Q, Zhang MX, et al. Effects of endothelial microvesicles induced by A23187 on H9c2 cardiomyocytes. Zhongguo Ying Yong Sheng Li Xue Za Zhi. 2013 Nov;29(6):559-64. PMID: 24654540.

Tateno H, Krapf D, Hino T, et al. Ca2+ ionophore A23187 can make mouse spermatozoa capable of fertilizing in vitro without activation of cAMP-dependent phosphorylation pathways. Proc Natl Acad Sci U S A. 2013 Nov 12;110(46):18543-8. PMID: 24128762.

I-BET151