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16490

Bromopyruvic acid

≥98.0%

Synonym(s):

3-Bromo-2-oxopropionic acid

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About This Item

Linear Formula:
BrCH2COCOOH
CAS Number:
1113-59-3
Molecular Weight:
166.96
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
57647568
EC Number:
214-206-5
Beilstein/REAXYS Number:
1746786
MDL number:
MFCD00002587
Assay:
≥98.0%
Form:
(Powder or Crystals or Flakes)
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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

functional group

bromo, carboxylic acid, ketone

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

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

signalword

Danger

hcodes

H314

Hazard Classifications

Eye Dam. 1 - Skin Corr. 1B

Storage Class

8A - Combustible corrosive hazardous materials

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

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

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Certificates of Analysis (COA)

Lot/Batch Number
BCCN8282
BCCK1798
BCCK1409
BCCJ9220
0000210606

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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.

需氧糖酵解和瓦博格效应

本页面介绍了一篇有关瓦博格效应的文章，以及其如何能够在正常氧气水平下，增强肿瘤细胞中葡萄糖向乳酸的转化。Otto Heinrich Warburg在1924年证明，癌细胞显示出对糖酵解的依赖性增加，以满足他们的能量需求，无论是否有充足的氧气存在。

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
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
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Global Trade Item Number

SKUGTIN
16490-50G04061838748355
16490-500G04061831828641
16490-10G04061838748348