79760

Phthaldialdéhyde

suitable for fluorescence, ≥99.0% (HPLC)

• Synonyme(s) : Dicarboxaldéhyde o-phtalique, o-Phthalaldéhyde, Benzène-1,2-dicarboxaldéhyde, OPA
• Formule empirique (notation de Hill) : C₈H₆O₂
• Numéro CAS: 643-79-8
• Poids moléculaire : 134.13
• UNSPSC Code: 12352201
• NACRES: NA.32
• PubChem Substance ID: 57652816
• EC Number: 211-402-2
• Beilstein/REAXYS Number: 878317
• MDL number: MFCD00003335
• Assay: ≥99.0% (HPLC)
• Form: solid

Propriétés

• Quality Segment: 100
• assay: ≥99.0% (HPLC)
• form: solid
• mol wt: 134.13 g/mol
• concentration: ≤100% (o-phthaldialdehyde)
• impurities: ≤0.5% phthalic acid
• color: white to light yellow
• bp: 83 °C/1.067 hPa
• mp: 54-56 °C
• solubility: ethanol: 0.5 g/10 mL, clear, colorless to greenish-yellow, water: 37.7 g/L at 20 °C (OECD Test Guideline 105)
• density: 1.13 g/cm³ at 20 °C
• fluorescence: λ_ex 334 nm; λ_em 455 nm (Thiol Adduct), λ_ex 340 nm; λ_em 450 nm in reaction buffer (with glycine)
• suitability: suitable for fluorescence
• 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

Description

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

Le phthaldialdéhyde peut être utilisé pour la dérivatisation précolonne des acides aminés en vue de leur séparation par chromatographie liquide haute performance (HPLC). Il peut également être utilisé pour mesurer par cytométrie en flux les groupements thiol présents dans les protéines.

Informations sur la sécurité

• pictograms: GHS06,GHS05,GHS09
• signalword: Danger
• hcodes: H301,H314,H317,H335,H410
• pcodes: P260 - P273 - P280 - P303 + P361 + P353 - P304 + P340 + P310 - P305 + P351 + P338
• 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
• Classe de stockage: 6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials
• wgk: 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