Skip to Content
Merck
All Photos(1)

Documents

16490

Sigma-Aldrich

Bromopyruvic acid

≥98.0%

Synonym(s):

3-Bromo-2-oxopropionic acid

Sign Into View Organizational & Contract Pricing
All Photos(1)

About This Item

Linear Formula:
BrCH2COCOOH
CAS Number:
1113-59-3
Molecular Weight:
166.96
Beilstein:
1746786
EC Number:
214-206-5
MDL number:
MFCD00002587
UNSPSC Code:
12352100
PubChem Substance ID:
57647568
NACRES:
NA.22

Quality Level

200

Assay

≥98.0%

form

(Powder or Crystals or Flakes)

mp

77-82 °C

solubility

water: soluble 1 g/10 mL, clear to very slightly hazy, colorless

storage temp.

2-8°C

SMILES string

OC(=O)C(=O)CBr

InChI

1S/C3H3BrO3/c4-1-2(5)3(6)7/h1H2,(H,6,7)

InChI key

PRRZDZJYSJLDBS-UHFFFAOYSA-N

Looking for similar products? Visit Product Comparison Guide

General description

Bromopyruvic acid is an affinity label for cysteine residues†. It acts as cross-linker between nucleic acids and proteins. Kinetics of inactivation of pancreatic ribonuclease A by bromopyruvic acid has been investigated.
may contain traces of dibromopyruvic acid

Application

Bromopyruvic acid was used in the synthesis of imidazo[1,2-a]pyridine-2-carboxylic acids.

Other Notes

Affinity label for cysteine residues; Cross-linker between nucleic acids and proteins

Pictograms

Corrosion
GHS05

Signal Word

Danger

Hazard Statements

H314

Hazard Classifications

Eye Dam. 1 - Skin Corr. 1B

Storage Class Code

8A - Combustible corrosive hazardous materials

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Customers Also Viewed

Slide 1 of 3

1 of 3

Sigma-Aldrich

Sigma-Aldrich

SML1064

IMM-01

GSK837149A ≥98% (HPLC), solid

Sigma-Aldrich

G5547

GSK837149A

Sodium dichloroacetate 98%

Sigma-Aldrich

347795

Sodium dichloroacetate

I Kameshita et al.
Journal of biochemistry, 86(5), 1251-1257 (1979-11-01)
Phosphoenolpyruvate carboxylase [EC 4.1.1.31] from Escherichia coli W was alkylated by incubation with bromopyruvate, substrate analog, leading to irreversible inactivation. The reaction followed pseudo-first-order kinetics. Mg2+, an essential cofactor for catalysis, enhanced the inactivation, and the enhancing effect increased as
N Nitta et al.
FEBS letters, 166(1), 194-198 (1984-01-23)
Cytosine in nucleic acids can be converted into N4-aminocytosine by treatment with a mixture of hydrazine and bisulfite. The hydrazino group thus formed at position 4 of the pyrimidine ring can be linked to a sulhydryl group in proteins by
P M Alliel et al.
European journal of biochemistry, 105(2), 343-351 (1980-04-01)
We have reported in a previous communication a kinetic study showing bromopyruvate to behave as an active-site-directed reagent for flavocytochrome b2. It is shown here that inactivation is accompanied by incorporation of 3 mol reagent/subunit of oxidized intact enzyme and
Ananda Herath et al.
Organic letters, 12(3), 412-415 (2009-12-30)
The first continuous flow synthesis of imidazo[1,2-a]pyridine-2-carboxylic acids directly from 2-aminopyridines and bromopyruvic acid has been developed, representing a significant advance over the corresponding in-flask method. The process was applied to the multistep synthesis of imidazo[1,2-a]pyridine-2-carboxamides, including a Mur ligase
M H Wang et al.
The Biochemical journal, 320 ( Pt 1), 187-192 (1996-11-15)
The kinetic theory of substrate reaction during the modification of enzyme activity [Duggleby (1986) J. Theor. Biol. 123, 67-80; Wang and Tsou (1990) J. Theor. Biol. 142, 531-549] has been applied to a study of the inactivation kinetics of ribonuclease
View All Related Papers

Articles

Aerobic Glycolysis and the Warburg Effect

Warburg effect enhances glucose to lactate conversion in tumor cells, regardless of oxygen levels; impacting cancer metabolism since 1924.

Aerobic Glycolysis and the Warburg Effect

Warburg effect enhances glucose to lactate conversion in tumor cells, regardless of oxygen levels; impacting cancer metabolism since 1924.

Aerobic Glycolysis and the Warburg Effect

Warburg effect enhances glucose to lactate conversion in tumor cells, regardless of oxygen levels; impacting cancer metabolism since 1924.

Aerobic Glycolysis and the Warburg Effect

Warburg effect enhances glucose to lactate conversion in tumor cells, regardless of oxygen levels; impacting cancer metabolism since 1924.

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service