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P0657

Sigma-Aldrich

Phthaldialdehyde

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

Synonym(s):

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

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About This Item

Empirical Formula (Hill Notation):
C8H6O2
CAS Number:
Molecular Weight:
134.13
Beilstein:
878317
EC Number:
MDL number:
UNSPSC Code:
12352201
PubChem Substance ID:
NACRES:
NA.21

Quality Level

Assay

≥99% (HPLC)

form

powder or crystals

technique(s)

HPLC: suitable

color

white to light yellow

mp

55-58 °C

suitability

suitable for HPLC fluorimetric detection of amino acids

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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Application

Phthaldialdehyde has been used:
  • in the preparation of O-phthaldialdehyde reagent for analysing gentamycin content
  • in the preparation of reagent for determining the degree of hydrolysis of milk proteins
  • in the measurement of free amino acids of milk samples by O-phthaldialdehyde/N-acetyl-L-cysteine (OPA/NAC) assay
  • in the derivatization of putrescine samples

Biochem/physiol Actions

Phthaldialdehyde can be used for the pre-column derivatization of amino acids for high-performance liquid chromatography (HPLC) separation. It may also be used for flow cytometric measurements of protein thiol groups.

Signal Word

Danger

Hazard Statements

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 Code

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

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Bioactive peptides from bovine milk alpha-casein: isolation, characterization and multifunctional properties
Srinivas S and Prakash V
International Journal of Peptide Research and Therapeutics, 16(1), 7-15 (2010)
Gentamicin-eluting bioresorbable composite fibers for wound healing applications
Zilberman M, et al.
Journal of Biomedical Materials Research Part A, 89(3), 654-666 (2009)
Colour change and proteolysis of skim milk during high pressure thermal-processing
Devi AF, et al.
Journal of Food Engineering, 147, 102-110 (2015)
Andrea Molina et al.
Toxins, 11(6) (2019-06-05)
Mycotoxins are secondary metabolites, produced by fungi of genera Aspergillus, Penicillium and Fusarium (among others), which produce adverse health effects on humans and animals (carcinogenic, teratogenic and immunosuppressive). In addition, mycotoxins negatively affect the productive parameters of livestock (e.g., weight
Haruna Nagase et al.
Biomolecules, 10(1) (2020-01-16)
Sulfation is a common modification of extracellular glycans, tyrosine residues on proteins, and steroid hormones, and is important in a wide variety of signaling pathways. We investigated the role of sulfation on endogenous oxidative stress, such as glutamate-induced oxytosis and

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