100105

A23187 free acid

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

• Synonim(y): Kalcymycyna
• Wzór empiryczny (zapis Hilla): C₂₉H₃₇N₃O₆
• Numer CAS: 52665-69-7
• Masa cząsteczkowa: 523.62
• UNSPSC Code: 12352106
• NACRES: NA.77
• MDL number: MFCD00151202
• Assay: ≥98% (TLC)
• Form: solid
• Quality level: 100
• Storage condition: OK to freeze, protect from light

Właściwości

• Nazwa produktu: A23187, wolny kwas, 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

Opis

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line (S49); however, A23187 has been shown to block apoptosis in other systems, such as when interleukin-3 (IL-3) is withdrawn from IL-3-dependent cells.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

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

Disclaimer

Toxicity: Standard Handling (A)

Ta strona może zawierać tekst przetłumaczony maszynowo.

Informacja o środkach bezpieczeństwa

• Klasa składowania: 11 - Combustible Solids
• wgk: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable