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A23187, Free Acid

SKU
A-1020
  • CAS:52665-69-7
  • Formula:C29H37N3O6
  • MW:523.60 Da
  • Appearance:White powder
  • Purity:≥98%
Product Name Qty
A23187, Free Acid
50 mg
$550.80
A23187, Free Acid
5 mg
$83.64
A23187, Free Acid
10 mg
$141.78
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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.

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
Storage Temp
-20°C
THERAPEUTIC AREA
Infectious Diseases
USE
A23187 has antibiotic properties against gram positive bacteria and fungi. Calcium ionophore.
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
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
GHS PICTOGRAMS
HandlingAvoid 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
CitationsIdentification 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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