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79760

Sigma-Aldrich

Ftaldialdehído

for fluorescence, ≥99.0% (HPLC)

Sinónimos:

Dicarboxaldehído o-ftálico, o-Ftalaldehído, Benceno-1,2-dicarboxaldehído, OPA

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About This Item

Fórmula empírica (notación de Hill):
C8H6O2
Número de CAS:
643-79-8
Peso molecular:
134.13
Beilstein/REAXYS Number:
878317
EC Number:
211-402-2
MDL number:
MFCD00003335
UNSPSC Code:
12352201
PubChem Substance ID:
57652816
NACRES:
NA.32

grade

for fluorescence

Quality Level

100

assay

≥99.0% (HPLC)

form

solid

impurities

≤0.5% phthalic acid

mp

54-56 °C

fluorescence

λex 334 nm; λem 455 nm (Thiol Adduct)
λex 340 nm; λem 450 nm in reaction buffer (with glycine)

storage temp.

2-8°C

SMILES string

O=Cc1ccccc1C=O

InChI

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

InChI key

ZWLUXSQADUDCSB-UHFFFAOYSA-N

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General description

Phthaldialdehyde, also known as o-Phthalaldehyde or OPA, is a pre-column (HPLC) derivatization reagent. OPA reacts with primary amino acids (AA) except cystine to form highly fluorescent adducts. The fluorescence of the derivatives is monitored at excitation and emission wavelengths of 345nm and 455nm, respectively. The HPLC technique efficiently separates the OPA-AA derivatives.

Application

Phthaldialdehyde or OPA determines amino acids in proteins from animal tissue and food samples. Quantification of amino acids adducts of tyramine and phenylethylamine produced by lactic acid bacteria used OPA as the pre-column derivative reagent for HPLC. Intracellular forms of glutathione (GSH/GSSG) are investigated using o-Phthalaldehyde as the pre-column fluorescent agent.

Biochem/physiol Actions

El ftaldialdehído se puede utilizar para la derivatización pre-columna de aminoácidos para la separación mediante cromatografía de líquidos de alto rendimiento (HPLC). También se puede utilizar para mediciones mediante citometría de flujo de los grupos tiol de las proteínas.

signalword

Danger

Hazard Classifications

Acute Tox. 3 Oral - Aquatic Acute 1 - Aquatic Chronic 1 - Eye Dam. 1 - Skin Corr. 1B - Skin Sens. 1 - STOT SE 3

target_organs

Respiratory system

Storage Class

6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials

wgk_germany

WGK 3

flash_point_f

269.6 °F - closed cup

flash_point_c

132 °C - closed cup

ppe

Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter

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Certificados de análisis (COA)

Lot/Batch Number
BCCF5794
BCCC3481
BCCB5919
BCCB2021
BCBW3354

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José María Landete et al.
International journal of food microbiology, 115(3), 364-368 (2007-02-20)
The ability of wine lactic acid bacteria to produce tyramine and phenylethylamine was investigated by biochemical and genetic methods. An easy and accurate plate medium was developed to detect tyramine-producer strains, and a specific PCR assay that detects the presence
Hanne Vissenaekens et al.
Food research international (Ottawa, Ont.), 145, 110430-110430 (2021-06-12)
Flavonoid bioavailability and bioactivity is associated with interindividual variability, which is partially due to differences in health status. Previously, it was demonstrated that cellular stress, especially mitochondrial stress, increases intracellular quercetin uptake and this is associated with beneficial health effects.
Yun-Bin Han et al.
Applied microbiology and biotechnology, 99(16), 6715-6726 (2015-02-17)
Sphingolipid ceramide N-deacylase (SCDase) catalyzes reversible reactions in which the amide linkage in glycosphingolipids is hydrolyzed or synthesized. While SCDases show great value for the enzymatic synthesis of glycosphingolipids, they are relatively poorly characterized enzymes. In this work, the enzymatic
Niklas Krause et al.
Scandinavian journal of work, environment & health, 41(2), 124-139 (2015-01-20)
This study aimed to assess the effects of physically demanding work - measured as energy expenditure (EE) during occupational physical activities (OPA) - on risk of acute myocardial infarction (AMI) among men with and without preexisting ischemic heart disease (IHD).
M Nurul Islam et al.
The New phytologist, 193(1), 51-57 (2011-11-11)
• Sphingolipids are emerging as important mediators of cellular and developmental processes in plants, and advances in lipidomics have yielded a wealth of information on the composition of plant sphingolipidomes. Studies using Arabidopsis thaliana showed that the dihydroxy long-chain base
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