C7522

Sigma-Aldrich

Calcium Ionophore A23187

≥98% (TLC), powder

Synonym(s):
Antibiotic A 23187, Calimycin
Empirical Formula (Hill Notation):
C29H37N3O6
CAS Number:
Molecular Weight:
523.62
Beilstein/REAXYS Number:
1096801
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.32
Pricing and availability is not currently available.

Quality Level

sterility

non-sterile

assay

≥98% (TLC)

form

powder

color

white to light yellow

solubility

ethanol: 5 mg/mL (with heating. Solutions are stable for at least 3 months at -20 °C when protected from light and water contamination.)
DMSO: 50 mg/mL (with heating or sonication. Solutions are stable for at least 3 months at -20 °C when protected from light and water contamination.)

Mode of action

cell membrane | interferes

antibiotic activity spectrum

Gram-positive bacteria
fungi

storage temp.

2-8°C

SMILES string

[H][C@@]1(O[C@@]2(CC[C@@H](C)[C@@H](Cc3nc4c(C(O)=O)c(NC)ccc4o3)O2)[C@H](C)C[C@H]1C)[C@H](C)C(=O)c5ccc[nH]5

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+/m1/s1

InChI key

HIYAVKIYRIFSCZ-CYEMHPAKSA-N

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Packaging

1, 5, 10 mg in serum bottle

Application

Ionophore highly selective for Ca2+. Potentiates responses to NMDA but not quisqualate. In cell culture, stimulates nitric oxide production by calmodulin-dependent constitutive nitric oxide synthase.

Features and Benefits

This compound is also offered as part of Sigma′s Library of Pharmacologically Active Compounds (LOPAC®1280), a biologically annotated collection of high-quality, ready-to-screen compounds. Click here to learn more.

Legal Information

LOPAC is a registered trademark of Sigma-Aldrich Co. LLC

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

RIDADR

NONH for all modes of transport

WGK Germany

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Hans Wohlmuth et al.
Journal of natural products, 73(4), 743-746 (2010-03-20)
Bioactivity-guided fractionation of an ethanolic extract of the rhizome of Pleuranthodium racemigerum, a tropical Zingiberaceae species from Northeastern Australia, resulted in the isolation and structural elucidation of 1-(4''-methoxyphenyl)-7-(4'-hydroxyphenyl)-(E)-hept-2-ene (1), a new diarylheptanoid related to curcumin. Compound 1 was a fairly...
Armen V Gyulkhandanyan et al.
British journal of haematology, 161(2), 245-254 (2013-02-13)
Anucleate platelets perform two fundamental processes, activation and apoptosis. We elaborated an approach for selective and concurrent stimulation of platelet apoptosis and/or activation, processes important in haemostasis and platelet clearance. Human platelets were treated with BH3 mimetic ABT-737, thrombin, calcium...
Ian T Foe et al.
mSphere, 3(5) (2018-09-21)
Hydrolase are enzymes that regulate diverse biological processes, including posttranslational protein modifications. Recent work identified four active serine hydrolases (ASHs) in Toxoplasma gondii as candidate depalmitoylases. However, only TgPPT1 (ASH1) has been confirmed to remove palmitate from proteins. ASH4 (TgME49_264290)...
Asuman Mutlu et al.
British journal of haematology, 163(3), 377-384 (2013-09-17)
The cell plasma membrane is tightly coupled with the vital processes of apoptosis and activation. In the current study, we investigated exposure of the apoptosis marker phosphatidylserine (PS) and activation marker P-selectin (CD62) on the plasma membrane of anucleate platelets....
Sharissa L Latham et al.
FASEB journal : official publication of the Federation of American Societies for Experimental Biology, 27(2), 672-683 (2012-11-20)
Elevated endothelial microparticle (MP) levels are observed in numerous diseases, increasingly supporting roles as effectors and valuable markers of vascular dysfunction. While a contractile role for the actin cytoskeleton has been implicated in vesiculation, i.e., MP production, the precise interactions...

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