P1378
Phthaldialdehyde
≥97% (HPLC), powder or crystals
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Synonym(s):
o-Phthalaldehyde, o-Phthalic dicarboxaldehyde, Benzene-1,2-dicarboxaldehyde, OPA
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
Recommended Products
Quality Level
Assay
≥97% (HPLC)
form
powder or crystals
color
white to light yellow
mp
55-58 °C
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:
- to detect Arg through spectrophotometry using end-point fluorescent sensitive detection
- as a reagent stream with the sample to produce a fluorescent product for determining ammonia in seawater
- in the o-phthaldialdehyde spectrophotometric assay (OPA test) to determine the proteolytic activity (PA)of the strains and the commercial cultures
Biochem/physiol Actions
o-Phthaldialdehyde (OPA) can form fluorescent derivatives while reacting with amino acids.
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
Precautionary 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
WGK
WGK 3
Flash Point(F)
closed cup
Flash Point(C)
closed cup
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
Certificates of Analysis (COA)
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Bianca de Moraes Fracasso et al.
PloS one, 14(1), e0209964-e0209964 (2019-01-12)
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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
Chien-Chih Shen et al.
Journal of chromatography. A, 1220, 162-168 (2011-12-22)
This study combines Tween 20-capped gold nanoparticles (Tween 20-AuNPs) with capillary electrophoresis (CE) for ultrasensitive detection of thiol-containing peptides, including glutathione (GSH), γ-glutamylcysteine (γ-GCS), and phytochelatin analogs. By forming AuS bonds, Tween 20-AuNPs can selectively extract and enrich these thiols
I Molnár-Perl
Journal of chromatography. A, 913(1-2), 283-302 (2001-05-18)
An overview is presented of HPLC methods currently in use to determine amino acids as their o-phthaldialdyde derivatives in the presence of various SH-group-containing additives. Crucial points that proved to influence the stability of the amino acid OPA derivatives have
Yi-Jhen Lai et al.
Talanta, 91, 103-109 (2012-03-01)
This study reports a selective and sensitive method for fluorescent detection of total, protein-bound, free, and free oxidized homocysteine (HCys) using tris(2-carboxyethyl)phosphine (TCEP) as a reducing agent, fluorosurfactant-capped gold nanoparticles (FSN-AuNP) as a preconcentrating probe, and o-phthaldialdehyde (OPA) as a
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