A23187, Free Acid

SKU

A-1020

CAS:52665-69-7
Formula:C₂₉H₃₇N₃O₆
MW:523.60 Da
Appearance:White powder
Purity:≥98%

SDS

CofA

Starting at $83.64

Product Name	Qty
A23187, Free Acid 50 mg $550.80
A23187, Free Acid 5 mg $83.64
A23187, Free Acid 10 mg $141.78

Details

Description

A23187 (calcimycin) is a carboxylic acid antibiotic derived from cultures of Streptomyces chartreusensis that transports divalent cations across cell membranes, which are usually impermeable to them. This mobile Ion - carrier forms stable complexes with divalent cations (ions with a charge of +2).

Applications

The ionophore is used in laboratories to increase intracellular Ca²⁺ levels in intact cells. A23187 has antibiotic properties against Gram-positive bacteria and fungi. A23187 also induces apoptosis in some cells (e.g. mouse lymphoma cell line, or S49, and Jurkat cells). Recent clinical studies indicate that treatment of oocytes lacking a 2ndPb with A23187 at 4.5–5.0 h after ICSI (Intracytoplasmic sperm injection) is expected to be effective at preventing fertilization failure.

Not for human therapeutic use or for medicinal purposes. For research applications only.

Specifications

More Information

Alternate Name/Synonyms

Calcium Ionophore A23187; Calcimycin; Antibiotic A23187; Calcium Ionophore

SKU

A-1020

CAS #

52665-69-7

Chemical Name

5-(methylamino)-2-[[(2S,3R,5R,6S,8R,9R)-3,5,9-trimethyl-2-[(2S)-1-oxo-1-(1H-pyrrol-2-yl)propan-2-yl]-1,7-dioxaspiro[5.5]undecan-8-yl]methyl]-1,3-benzoxazole-4-carboxylic acid

Chemical Formula

C₂₉H₃₇N₃O₆

Molecular Weight

523.60 Da

Appearance

White powder

Purity

≥98%

Solubility

DMSO, methanol, dicholormethane. Slightly soluble in water.

Melting Point

190°C

Preparation

N/A

Storage Temp

-20°C

THERAPEUTIC AREA

Infectious Diseases

USE

A23187 has antibiotic properties against gram positive bacteria and fungi. Calcium ionophore.

Merck Index

N/A

MDL NUMBER

MFCD00151202

CHEMACX

X1001942-8

INCHI

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

SMILES

C[C@H]1CCC2([C@@H](C[C@H]([C@H](O2)C(C)C(=O)c3ccc[nH]3)C)C)O[C@H]1Cc4nc5c(o4)ccc(c5C(=O)O)NC

Peptide sequence

Not Applicable

RTECS

NO0600000

UN #'S

N/A

PACKING GROUP

N/A

HAZARD CLASS

N/A

Handling

Avoid contact with skin, eyes or clothing. Use personal protective equipment as required. Wash contaminated clothing before reuse. Do not breathe dust/fume/gas/mist/vapors/spray. Do not eat, drink or smoke when using this product

Citations

MECHANISMS OF SIGNAL TRANSDUCTION: Identification of Nitric Oxide as an Endogenous Activator of the AMP-activated Protein Kinase in Vascular Endothelial Cells Junhua Zhang, Zhonglin Xie, Yunzhou Dong, Shuangxi Wang, Chao Liu, and Ming-Hui Zou J. Biol. Chem., Oct 2008; 283: 27452 - 27461.

Citations_Hyperlink

http://www.jbc.org/cgi/reprint/283/41/27452

msds 1

A-1020, A2318, SDS, diamond format.pdf

Certificate of Analysis 1

A-1020, G1328B.pdf

Certificate of Analysis 2

A-1020, G1328.pdf

Certificate of Analysis 3

A-1020, G1239.pdf

Reviews

Safety

GHS PICTOGRAMS
Handling	Avoid contact with skin, eyes or clothing. Use personal protective equipment as required. Wash contaminated clothing before reuse. Do not breathe dust/fume/gas/mist/vapors/spray. Do not eat, drink or smoke when using this product

Citations

Citations	Identification of nitric oxide as an endogenous activator of the AMP-activated protein kinase in vascular endothelial cells
	Preparation, characterization, and biological analysis of liposomal formulations of vincristine
	Spermatozoa have decreased antioxidant enzymatic capacity and increased reactive oxygen species production during aging in the Brown Norway rat
	THE BROWN NORWAY RAT
	Calcium regulates the interaction of amyloid precursor protein with Homer3 protein
	Reversal of Phospholamban Inhibition of the Sarco(endo)plasmic Reticulum Ca2+-ATPase (SERCA) Using Short, Protein-interacting RNAs and Oligonucleotide Analogs
	Tuning the Equilibrium: A Biophysical Approach to Controlling Cardiac Contractility through SERCA and Phospholamban

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