AM 114

20S proteasome inhibitor CAS# 856849-35-9

AM 114

2D Structure

Catalog No. BCC3589----Order now to get a substantial discount!

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AM 114: 5mg $35 In Stock
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AM 114

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Chemical Properties of AM 114

Cas No. 856849-35-9 SDF Download SDF
PubChem ID 11639443 Appearance Powder
Formula C20H21B2NO5 M.Wt 377.01
Type of Compound N/A Storage Desiccate at -20°C
Synonyms Proteasome Inhibitor IX, AM114;
Solubility Soluble to 10 mM in DMSO
Chemical Name [4-[(E)-[(5E)-5-[(4-boronophenyl)methylidene]-1-methyl-4-oxopiperidin-3-ylidene]methyl]phenyl]boronic acid
SMILES B(C1=CC=C(C=C1)C=C2CN(CC(=CC3=CC=C(C=C3)B(O)O)C2=O)C)(O)O
Standard InChIKey SRPIKXGUPAKTIZ-OTYYAQKOSA-N
Standard InChI InChI=1S/C20H21B2NO5/c1-23-12-16(10-14-2-6-18(7-3-14)21(25)26)20(24)17(13-23)11-15-4-8-19(9-5-15)22(27)28/h2-11,25-28H,12-13H2,1H3/b16-10+,17-11+
General tips For obtaining a higher solubility , please warm the tube at 37 ℃ and shake it in the ultrasonic bath for a while.Stock solution can be stored below -20℃ for several months.
We recommend that you prepare and use the solution on the same day. However, if the test schedule requires, the stock solutions can be prepared in advance, and the stock solution must be sealed and stored below -20℃. In general, the stock solution can be kept for several months.
Before use, we recommend that you leave the vial at room temperature for at least an hour before opening it.
About Packaging 1. The packaging of the product may be reversed during transportation, cause the high purity compounds to adhere to the neck or cap of the vial.Take the vail out of its packaging and shake gently until the compounds fall to the bottom of the vial.
2. For liquid products, please centrifuge at 500xg to gather the liquid to the bottom of the vial.
3. Try to avoid loss or contamination during the experiment.
Shipping Condition Packaging according to customer requirements(5mg, 10mg, 20mg and more). Ship via FedEx, DHL, UPS, EMS or other couriers with RT, or blue ice upon request.

Biological Activity of AM 114

DescriptionInhibitor of the chymotrypsin-like activity of the 20S proteasome (IC50 ~ 1 μM). Displays anticancer activity; inhibits cell growth in human colon cancer HCT116 p53+/+ cells (IC50 = 1.49 μM).

AM 114 Dilution Calculator

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AM 114 Molarity Calculator

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Preparing Stock Solutions of AM 114

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 2.6524 mL 13.2622 mL 26.5245 mL 53.049 mL 66.3112 mL
5 mM 0.5305 mL 2.6524 mL 5.3049 mL 10.6098 mL 13.2622 mL
10 mM 0.2652 mL 1.3262 mL 2.6524 mL 5.3049 mL 6.6311 mL
50 mM 0.053 mL 0.2652 mL 0.5305 mL 1.061 mL 1.3262 mL
100 mM 0.0265 mL 0.1326 mL 0.2652 mL 0.5305 mL 0.6631 mL
* Note: If you are in the process of experiment, it's necessary to make the dilution ratios of the samples. The dilution data above is only for reference. Normally, it's can get a better solubility within lower of Concentrations.

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References on AM 114

Comments on "Intraspecific and geographic variation of West Indian manatee (Trichechus manatus spp.) vocalizations" [J. Acoust. Soc. Am. 114, 66-69 (2003)].[Pubmed:16838493]

J Acoust Soc Am. 2006 Jun;119(6):3537.

This letter concerns the paper "Intraspecific and geographic variation of West Indian manatee (Trichechus manatus spp.) vocalizations" [Nowacek et al., J. Acoust. Soc. Am. 114, 66-69 (2003)]. The purpose here is to correct the fundamental frequency range and information on intraindividual variation in the vocalizations of Amazonian manatees reported by Nowacek et al. (2003) in citing the paper "Signature information and individual recognition in the isolation calls of Amazonian manatees, Trichechus inunguis (Mammalia: Sirenia)" [Sousa-Lima et al., Anim. Behav. 63, 301-310 (2002)].

A boronic-chalcone derivative exhibits potent anticancer activity through inhibition of the proteasome.[Pubmed:16636137]

Mol Pharmacol. 2006 Jul;70(1):426-33.

Chalcones and their derivatives have been shown to have potent anticancer activity. However, the exact mechanisms of cytotoxic activity remain to be established. In this study, we have evaluated a series of boronic chalcones for their anticancer activity and mechanisms of action. Among the eight chalcone derivatives tested, 3,5-bis-(4-boronic acid-benzylidene)-1-methyl-piperidin-4-one (AM114) exhibited most potent growth inhibitory activity with IC50 values of 1.5 and 0.6 microM in 3-(4,5-dimethylthiazol-2-yl)-2,5-diphenyltetrazolium bromide assay and colony formation assay, respectively. The cytotoxic activity of AM114 was shown to be associated with the accumulation of p53 and p21 proteins and induction of apoptosis. Mechanistic studies showed that AM114 treatment inhibited the chymotrypsin-like activity of the 20S proteasome in vitro, leading to a significant accumulation of ubiquitinated p53 and other cellular proteins in whole cells. In vitro studies showed that AM114 did not significantly disrupt the interaction of p53 and murine double minute 2 protein. It is noteworthy that AM114 as a single agent was preferentially toxic to cells with wild-type p53 expression, whereas combination of this compound with ionizing radiation (IR) significantly enhanced the cell-killing activity of IR in both wild-type p53 and p53-null cells. Together, these results indicate that the boronic chalcone derivative AM114 induces significant cytotoxic effect in cancer cells through the inhibition of the cellular proteasome and provide a rationale for the further development of this class of compounds as novel cancer chemotherapeutic agents.

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