3-Bromopyruvic acid

AdipoGen Life Sciences
Product Code: AG-CR1-3682
CodeSizePrice
AG-CR1-3682-G0011 g£45.00
Quantity:
AG-CR1-3682-G0055 g£85.00
Quantity:
Prices exclude any Taxes / VAT

Overview

Regulatory Status: RUO
Target Species: Universal
Shipping:
AMBIENT
Storage:
-20°C

Images

1 / 1
Chemical Structure

Chemical Structure

Further Information

Alternate Names/Synonyms:
3-Bromopyruvate; 3-Bromo-2-oxopropionic acid; 3-BrPA
Appearance:
White to off-white solid.
CAS:
1113-59-3
EClass:
32160000
Form (Short):
liquid
GHS Symbol:
GHS07
Handling Advice:
Keep cool and dry.Protect from moisture and oxygen.
Hazards:
H315, H319, H335
InChi:
InChI=1S/C3H3BrO3/c4-1-2(5)3(6)7/h1H2,(H,6,7)
InChiKey:
PRRZDZJYSJLDBS-UHFFFAOYSA-N
Long Description:
Chemical. CAS: 1113-59-3. Formula: C3H3BrO3. MW: 167. Synthetic. Cell-permeable pyruvic acid derivative. Hexokinase II (HK2) inhibitor. Useful agent for immunometabolism research. Antitumor agent. Inhibits the rate limiting step of glycolysis and effectively suppress tumor survival in vitro and in vivo. Displays potent cytotoxic activity against cancer cells with mitochondrial respiratory defects and cells in hypoxic environment. Antifungal agent (anticryptococcal). Also used as affinity label for cysteine residues and cross-linker between nucleic acids and proteins.
MDL:
MFCD00002587
Molecular Formula:
C3H3BrO3
Molecular Weight:
167
Package Type:
Vial
Precautions:
P302+P352, P304+P340, P305+P351+P338
Product Description:
Cell permeable pyruvic acid derivative. Hexokinase II (HK2) inhibitor. Useful agent for immunometabolism research. Antitumor agent. Inhibits the rate limiting step of glycolysis and effectively suppress tumor survival in vitro and in vivo. Displays potent cytotoxic activity against cancer cells with mitochondrial respiratory defects and cells in hypoxic environment. Antifungal agent (anticryptococcal). Also used as affinity label for cysteine residues and cross-linker between nucleic acids and proteins.
Purity:
>98%
Signal word:
Warning
SMILES:
O=C(CBr)C(O)=O
Solubility Chemicals:
Soluble in water (50mg/ml).
Source / Host:
Synthetic
Transportation:
Non-hazardous
UNSPSC Category:
Organic derivatives and substituted compounds
UNSPSC Number:
12352100
Use & Stability:
Stable for at least 2 years after receipt when stored at -20°C.

References

Role of mitochondria-associated hexokinase II in cancer cell death induced by 3-bromopyruvate: Z. Chen, et al.; Biochim. Biophys. Acta 1787, 553 (2009) | Specificity of the anti-glycolytic activity of 3-bromopyruvate confirmed by FDG uptake in a rat model of breast cancer: M. Buijs, et al.; Invest. New Drugs 27, 120 (2009) | 3-Bromopyruvate: a novel antifungal agent against the human pathogen Cryptococcus neoformans: M. Dyl?g, et al.; BBRC 434, 322 (2013) | 3-Bromopyruvic acid, a hexokinase II inhibitor, is an effective antitumor agent on the hepatoma cells : in vitro and in vivo findings: L. Gong, et al.; Anticancer Agents Med. Chem. 14, 771 (2014) | A guide to immunometabolism for immunologists: L.A. O'Neill, et al.; Nat. Rev. Immunol. 16, 553 (2016)

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