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100105

Sigma-Aldrich

A23187 free acid

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

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Synonym(s):
A23187, Free Acid, Streptomyces chartreusensis, Calcimycin
Empirical Formula (Hill Notation):
C29H37N3O6
CAS Number:
52665-69-7
Molecular Weight:
523.62
MDL number:
MFCD00151202
UNSPSC Code:
12352106
NACRES:
NA.77

product name

A23187, Free Acid, Streptomyces chartreusensis, A mobile ion-carrier that forms stable complexes with divalent cations.

Quality Level

100

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

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

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line (S49); however, A23187 has been shown to block apoptosis in other systems, such as when interleukin-3 (IL-3) is withdrawn from IL-3-dependent cells.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line (S49); however, A23187 has been shown to block apoptosis in other systems, such as when interleukin-3 (IL-3) is withdrawn from IL-3-dependent cells.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

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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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