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100105

A23187 free acid

Name: A23187 free acid
Brand: MM

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

동의어(들):

A23187, Free Acid, Streptomyces chartreusensis, Calcimycin

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제품정보 (DICE 배송 시 비용 별도)

실험식(Hill 표기법):

C₂₉H₃₇N₃O₆

CAS 번호:

52665-69-7

Molecular Weight:

523.62

UNSPSC Code:

12352106

NACRES:

NA.77

MDL number:

MFCD00151202

Assay:

≥98% (TLC)

Form:

solid

Storage condition:

OK to freeze, protect from light

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속성

제품 이름

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

Quality Segment

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

설명

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line (S49); however, A23187 has been shown to block apoptosis in other systems, such as when interleukin-3 (IL-3) is withdrawn from IL-3-dependent cells.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

저장 등급

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c