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Merck
CN

P1378

Phthaldialdehyde

≥97% (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:
643-79-8
Molecular Weight:
134.13
UNSPSC Code:
12352201
NACRES:
NA.21
PubChem Substance ID:
24898191
EC Number:
211-402-2
Beilstein/REAXYS Number:
878317
MDL number:
MFCD00003335

Key Documents

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Product Name

Phthaldialdehyde, ≥97% (HPLC), powder or crystals

InChI key

ZWLUXSQADUDCSB-UHFFFAOYSA-N

InChI

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

SMILES string

O=Cc1ccccc1C=O

assay

≥97% (HPLC)

form

powder or crystals

color

white to light yellow

mp

55-58 °C

storage temp.

2-8°C

Quality Level

200

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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.

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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

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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Certificates of Analysis (COA)

Lot/Batch Number
BCCM0599
BCCJ0409
BCCF5794
BCCC3481
BCCB5919

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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
Bianca de Moraes Fracasso et al.
PloS one, 14(1), e0209964-e0209964 (2019-01-12)
Circulating advanced glycation end products (AGE) and their receptor, RAGE, are increased after a myocardial infarction (MI) episode and seem to be associated with worse prognosis in patients. Despite the increasing importance of these molecules in the course of cardiac
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).
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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