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16490

Sigma-Aldrich

Bromopyruvic acid

≥98.0%

Sinónimos:

3-Bromo-2-oxopropionic acid

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About This Item

Fórmula lineal:
BrCH2COCOOH
Número de CAS:
1113-59-3
Peso molecular:
166.96
Beilstein:
1746786
Número CE:
214-206-5
Número MDL:
MFCD00002587
Código UNSPSC:
12352100
ID de la sustancia en PubChem:
57647568
NACRES:
NA.22

Nivel de calidad

200

Ensayo

≥98.0%

Formulario

(Powder or Crystals or Flakes)

mp

77-82 °C

solubilidad

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

grupo funcional

bromo
carboxylic acid
ketone

temp. de almacenamiento

2-8°C

cadena SMILES

OC(=O)C(=O)CBr

InChI

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

Clave InChI

PRRZDZJYSJLDBS-UHFFFAOYSA-N

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Descripción general

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

Aplicación

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

Otras notas

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

Pictogramas

Corrosion
GHS05

Palabra de señalización

Danger

Frases de peligro

H314

Clasificaciones de peligro

Eye Dam. 1 - Skin Corr. 1B

Código de clase de almacenamiento

8A - Combustible corrosive hazardous materials

Clase de riesgo para el agua (WGK)

WGK 3

Punto de inflamabilidad (°F)

Not applicable

Punto de inflamabilidad (°C)

Not applicable

Equipo de protección personal

Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges

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Certificados de análisis (COA)

Lot/Batch Number
BCCK1798
BCCK1409
BCCJ9220
0000210605
0000210606

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Sigma-Aldrich

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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
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
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
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
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