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P0657 Sigma-Aldrich

Phthaldialdehyde

suitable for HPLC fluorimetric detection of amino acids, ≥99% (HPLC), powder

Synonym: o-Phthalaldehyde, o-Phthalic dicarboxaldehyde, Benzene-1,2-dicarboxaldehyde, OPA

  • CAS Number 643-79-8

  • Empirical Formula (Hill Notation) C8H6O2

  • Molecular Weight 134.13

  •  Beilstein Registry Number 878317

  •  EC Number 211-402-2

  •  MDL number MFCD00003335

  •  PubChem Substance ID 24898119

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Description

Application

For precolumn derivatization of amino acids for HPLC separation. For flow cytometric measurements of protein thiol groups.

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Safety & Documentation

Safety Information

Symbol 
Signal word 
Danger
Hazard statements 
Hazard Codes (Europe) 
T,N
Risk Statements (Europe) 
Safety Statements (Europe) 
26-36/37/39-45-61
WGK Germany 
3
RTECS 
TH6950000
Flash Point(F) 
269.6 °F
Flash Point(C) 
132 °C

Protocols & Articles

Peer-Reviewed Papers

References

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One-pot syntheses of isoquinolin-3-ones and benzo-1,4-diazepin-2,5-diones utilizing Ugi-4CR post-transformation strategy. Che C, Li S, Yu Z, et al. ACS Comb. Sci. 15(4), 202-7, (2013)

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2-Formylcinnamaldehyde formation yield from the OH radical-initiated reaction of naphthalene: effect of NO(2) concentration. Nishino N, Arey J, and Atkinson R Environ. Sci. Technol. 46(15), 8198-204, (2012)

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The impact of NaCl substitution with KCl on proteinase activities cell-free extract and cell-free supernatant at different pH levels and salt concentrations: Lactobacillus delbrueckii ssp. bulgaricus and Streptococcus thermophilus. Ayyash MM, Sherkat F, and Shah NP J. Food Sci. 77(8), M490-8, (2012)

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The role of lymphocyte proliferation tests in assessing occupational sensitization and disease. Hines SE, Pacheco K, and Maier LA Curr. Opin. Allergy Clin. Immunol. 12(2), 102-10, (2012)

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Vortex-assisted liquid-liquid microextraction coupled with derivatization for the fluorometric determination of aliphatic amines. Chang WY, Wang CY, Jan JL, et al. J. Chromatogr. A 1248, 41-7, (2012)

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Ashman, K. and Bosserhoff, A., H. Tschesche de Gruyter, ed. Mod. Methods Protein Chem. Berlin 2, 155, (1985)

For flow cytometric measurements of protein thiol groups. Principe, P. Cytometry 10, 750, (1989)

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Determination of theanine and gamma-aminobutyric acid in tea by high performance- liquid chromatography with precolumn derivatization. Tu Y, Yang X, Zhang S, et al. Se Pu 30(2), 184-9, (2012)

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Behavior and characteristics of amine derivatives obtained with o-phthaldialdehyde/3-mercaptopropionic acid and with o-phthaldialdehyde/N-acetyl-L-cysteine reagents. Kutlán D, Presits P, and Molnár-Perl I J. Chromatogr. A 949(1-2), 235-48, (2002)

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Derivatization and chromatographic behavior of the o-phthaldialdehyde amino acid derivatives obtained with various SH-group-containing additives. Molnár-Perl I J. Chromatogr. A 913(1-2), 283-302, (2001)

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Role of porins in the susceptibility of Mycobacterium smegmatis and Mycobacterium chelonae to aldehyde-based disinfectants and drugs. Zuzana Svetlíková et al Antimicrob. Agents Chemother. 53, 4015-8, (2009)

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Selective extraction of thiol-containing peptides in seawater using Tween 20-capped gold nanoparticles followed by capillary electrophoresis with laser-induced fluorescence. Shen CC, Tseng WL, and Hsieh MM J. Chromatogr. A 1220, 162-8, (2012)

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Single yeast cells vary in transcription activity not in delay time after a metabolic shift. Schwabe A and Bruggeman FJ Nat. Commun. 5, 4798, (2014)

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Rapid HILIC method with fluorescence detection using derivatization reaction utilizing o-phthaldialdehyde for determination of degradation product of aliskiren. Douša M, Břicháč J, Svoboda J, et al. J. Pharm. Biomed. Anal. 66, 359-64, (2012)

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Gold nanoparticle extraction followed by o-phthaldialdehyde derivatization for fluorescence sensing of different forms of homocysteine in plasma. Lai YJ and Tseng WL Talanta 91, 103-9, (2012)

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Assessment of reduced glutathione: comparison of an optimized fluorometric assay with enzymatic recycling method. Roušar T, Kučera O, Lotková H, et al. Anal. Biochem. 423(2), 236-40, (2012)

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Determination of ortho-phthalaldehyde in water by high performance liquid chromatography and gas chromatography-mass spectrometry after hydrazine derivatization. Oh JA and Shin HS J. Chromatogr. A 1247, 99-103, (2012)

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Irreversible phototautomerization of o-phthalaldehyde through electronic relocation. Li Q, Migani A, and Blancafort L Phys. Chem. Chem. Phys. 14(18), 6561-8, (2012)

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Protective effects of dispersive viscoelastics on corneal endothelial damage in a toxic anterior segment syndrome animal model. Song JS, Heo JH, and Kim HM Invest. Ophthalmol. Vis. Sci. 53(10), 6164-70, (2012)

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Synthesis of isoindole and benzoisoindole derivatives of teicoplanin pseudoaglycon with remarkable antibacterial and antiviral activities. Sipos A, Török Z, Rőth E, et al. Bioorg. Med. Chem. Lett. 22(23), 7092-6, (2012)

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Development of a fluorescence-based microplate method for the determination of volatile fatty acids in anaerobically digested and sewage sludges. Robert-Peillard F, Palacio-Barco E, Coulomb B, et al. Talanta 88, 230-6, (2012)

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The stable o-phthalaldehyde-ferrocene/6-ferrocenyl-1-hexanethiol pre-column derivatization high-performance liquid chromatography of dimethylarginine by novel dual fluorescence and electrochemical detector. Suzuki K, Katayama M, Takamatsu K, et al. Biomed. Chromatogr. 27(4), 535-8, (2013)

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A randomised single-blind comparison of the effectiveness of Tristel Fuse (chlorine dioxide) as an office-based fluid soak, with Cidex OPA (ortho-phthaldehyde) using an automated endoscopic reprocessor (AER) as high-level disinfection for flexible cystoscopes. Gilling PJ, Reuther RM, Addidle M, et al. BJU Int. 112 Suppl 2, 69-73, (2013)

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Sphingosine in plants--more riddles from the Sphinx? Islam MN, Jacquemot MP, Coursol S, et al. New Phytol. 193(1), 51-7, (2012)

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Inhibition of xyloglucanase from an alkalothermophilic Thermomonospora sp. by a peptidic aspartic protease inhibitor from Penicillium sp. VM24. Menon V and Rao M Bioresour. Technol. 123, 390-9, (2012)

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On-line sample preconcentration by sweeping and poly(ethylene oxide)-mediated stacking for simultaneous analysis of nine pairs of amino acid enantiomers in capillary electrophoresis. Lin EP, Lin KC, Chang CW, et al. Talanta 114, 297-303, (2013)

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Bactericidal effects and cytotoxicity of new aromatic dialdehyde disinfectants (ortho-phthalaldehyde). Iwasawa A, Niwano Y, Kohno M, et al. Biocontrol Sci. 16(4), 165-70, (2011)

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Separation optimization in reversed-phase liquid chromatography by using alkanol additives in the mobile phase: application to amino acids. Pappa-Louisi A, Agrafiotou P, and Georgiadis I Talanta 85(4), 2241-5, (2011)

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Quantification of physiological amino acids by gradient ion-exchange high-performance liquid chromatography. Moeller, S.E. J. Chromatogr. A 613, 223, (1993)

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Allergy to ortho-phthalaldehyde in the healthcare setting: advice for clinicians. Pala G and Moscato G Expert Rev. Clin. Immunol. 9(3), 227-34, (2013)

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The effect of zinc ion on the absorption and emission spectra of glutathione derivative: predication by ab initio and DFT methods. Liu J, Ma J, Zhang H, et al. Spectrochim. Acta. A. Mol. Biomol. Spectrosc. 91, 307-13, (2012)

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A microplate fluorescence assay for DAPA aminotransferase by detection of the vicinal diamine 7,8-diaminopelargonic acid. Mann S, Eveleigh L, Lequin O, et al. Anal. Biochem. 432(2), 90-6, (2013)

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Simultaneous electrochemical measurement method of histamine and N(τ)-methylhistamine by high-performance liquid chromatography-amperometry with o-phthalaldehyde-sodium sulfite derivatization. Maldonado M and Maeyama K Anal. Biochem. 432(1), 1-7, (2013)

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Mechanistic insights into the inhibition of endo-β 1,4 xyloglucan hydrolase by a classical aspartic protease inhibitor. Menon V and Rao M J. Fluoresc. 23(2), 311-21, (2013)

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Fluorometric amino-acid analysis with o-phthaldialdehyde (OPA). Lee KS and Drescher DG Int. J. Biochem. 9(7), 457-67, (1978)

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Disinfection of rigid nasal endoscopes following in vitro contamination with Staphylococcus aureus, Streptococcus pneumoniae, Pseudomonas aeruginosa, and Haemophilus influenzae. Bradford BD, Seiberling KA, Park FE, et al. JAMA Otolaryngol. Head Neck Surg. 139(6), 574-8, (2013)

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Merck 14,7368

Beil. 7,IV,2138

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