100105

A23187 free acid

from Streptomyces chartreusensis, ≥98% (TLC), solid, mitochondrial ATPase inhibitor, Calbiochem^®

• Synonyma: A23187, Free Acid, Streptomyces chartreusensis, Calcimycin
• Empirický vzorec (Hillův zápis): C₂₉H₃₇N₃O₆
• Číslo CAS: 52665-69-7
• Molekulová hmotnost: 523.62
• MDL number: MFCD00151202
• UNSPSC Code: 12352106
• NACRES: NA.77

Vlastnosti

• Název produktu: A23187, Free Acid, Streptomyces chartreusensis, A mobile ion-carrier that forms stable complexes with divalent cations.
• Quality Level: 100
• description: Merck USA index - 14, 1639
• assay: ≥98% (TLC)
• form: solid
• manufacturer/tradename: Calbiochem^®
• storage condition: OK to freeze; protect from light
• color: white
• solubility: DMSO: soluble; methanol: soluble
• shipped in: ambient
• storage temp.: 2-8°C
• SMILES string: [nH]1c(ccc1)C(=O)C([C@H]2OC3(O[C@H]([C@H](CC3)C)Cc4nc5c([o]4)ccc(c5C(=O)O)NC)[C@@H](C[C@H]2C)C)C
• InChI: 1S/C29H37N3O6/c1-15-10-11-29(17(3)13-16(2)27(38-29)18(4)26(33)20-7-6-12-31-20)37-22(15)14-23-32-25-21(36-23)9-8-19(30-5)24(25)28(34)35/h6-9,12,15-18,22,27,30-31H,10-11,13-14H2,1-5H3,(H,34,35)/t15-,16+,17+,18?,22-,27-,29?/m0/s1
• InChI key: HIYAVKIYRIFSCZ-CVXKHCKVSA-N

Popis

General description

A mobile ion-carrier that forms stable complexes with divalent cations. Useful for increasing intracellular Ca²⁺ levels. Also acts as an uncoupler of oxidative phosphorylation and inhibitor of mitochondrial ATPase activity. An antibiotic with weak activity against Gram positive bacteria. Also induces apoptosis in mouse lymphoma cell line (S49); however, A23187 has been shown to block apoptosis in other systems, such as when interleukin-3 (IL-3) is withdrawn from IL-3-dependent cells.

Biochem/physiol Actions

Cell permeable: no

Primary Target
Mitochondrial ATPase

Product does not compete with ATP.

Reversible: no

Warning

Toxicity: Standard Handling (A)

Preparation Note

For use in aqueous systems, preparation of a 100 mM stock in DMSO is recommended. Microliter amounts of this solution can then be added to H₂O with rapid mixing (e.g. 10 µl into 5 ml of H₂O). In aqueous systems, the ionophore aggregates over time.

Other Notes

Caron-Leslie, L.A., et al. 1994. FASEB J.8, 639.
Saunders, M.J., and Hepler, P.K. 1982. Science217, 943.
Pressman, B.C. 1976. Annu. Rev. Biochem. 45,501.
Pfeiffer, D.R., et al. 1974. Biochemistry 13, 4007.
Reed, P.W., and Lardy, H.A. 1972. J. Biol. Chem. 247, 6970.

Legal Information

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

Bezpečnostní informace

• Storage Class: 11 - Combustible Solids
• wgk_germany: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable