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78600

Sigma-Aldrich

Phenylglyoxal monohydrate

crystallized, ≥97.0% (GC)

Synonym(s):

α-Oxobenzeneacetaldehyde, 1-Phenyl-1,2-ethanedione, 1-Phenylglyoxal, 2-Oxo-2-phenylacetaldehyde, 2-Oxo-2-phenylethanal, 2-Phenyl-2-oxoacetaldehyde, Benzoylcarboxaldehyde, Benzoylformaldehyde

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About This Item

Linear Formula:
C6H5COCHO · H2O
CAS Number:
1074-12-0
Molecular Weight:
152.15
Beilstein:
1854721
EC Number:
214-036-1
MDL number:
MFCD00149499
UNSPSC Code:
12352100
PubChem Substance ID:
57652751
NACRES:
NA.22

Quality Level

100

Assay

≥97.0% (GC)

form

solid

quality

crystallized

impurities

≤1% phenylglyoxylic acid

mp

~76 °C

functional group

aldehyde
ketone
phenyl

SMILES string

O.O=CC(=O)c1ccccc1

InChI

1S/C8H6O2.H2O/c9-6-8(10)7-4-2-1-3-5-7;/h1-6H;1H2

InChI key

YQBLQKZERMAVDO-UHFFFAOYSA-N

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Other Notes

Specific reagent for arginine

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
STBK2402
STBJ9208
STBH3377
STBG3435V
STBF7407V

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Jian Li Yang et al.
Planta, 234(2), 281-291 (2011-03-23)
We demonstrated that aluminum (Al)-induced oxalate secretion and plasma membrane (PM) H(+)-ATPase activity in tomato (Lycopersicon esculentum 'Hezuo903') roots were poorly correlated. In addition, vanadate, an inhibitor of PM H(+)-ATPase, had no effect on Al-induced oxalate secretion, but significantly inhibited
Md Towhid Hossain et al.
Analytical sciences : the international journal of the Japan Society for Analytical Chemistry, 26(6), 645-647 (2010-06-15)
Effective recognition and quantitative analysis of the prion protein are important in drug discovery and diagnosis for prion diseases, such as bovine spongiform encephalopathy and Creutzfeldt-Jakob diseases. We have developed a high-throughput method for a specific and sensitive determination of
Lars Herfindal et al.
Journal of medicinal chemistry, 52(18), 5758-5762 (2009-08-27)
We report the esterification of the carboxyl groups of the cyclic peptide toxins nodularin-R and microcystin-LA to produce stable diacetoxymethyl and dipropionyloxymethyl ester derivatives. The derivatives had no activity but were reactivated upon esterase treatment. When injected into cells, the
Kevin L Bicker et al.
Journal of the American Chemical Society, 134(41), 17015-17018 (2012-10-04)
Protein arginine deiminases (PADs) catalyze the hydrolysis of peptidyl arginine to form peptidyl citrulline. Abnormally high PAD activity is observed in a host of human diseases, but the exact role of protein citrullination in these diseases and the identities of
L Zaki
FEBS letters, 169(2), 234-240 (1984-04-24)
The reaction of phenylglyoxal, a reagent specific for arginine residues, with erythrocyte membrane at pH 7.4 results in complete inhibition of sulfate equilibrium exchange across human red cells. The inactivation was found to be concentration and time dependent. The binding
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