79760

Sigma-Aldrich

Phthaldialdehyde

for fluorescence, ≥99.0% (HPLC)

Synonym(s):
o-Phthalic dicarboxaldehyde, OPA, Benzene-1,2-dicarboxaldehyde, o-Phthalaldehyde
Empirical Formula (Hill Notation):
C8H6O2
CAS Number:
Molecular Weight:
134.13
Beilstein/REAXYS Number:
878317
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.32
Pricing and availability is not currently available.

Quality Level

grade

for fluorescence

assay

≥99.0% (HPLC)

impurities

≤0.5% phthalic acid

mp

54-56 °C

fluorescence

λex 334 nm; λem 455 nm (Thiol Adduct)
λex 340 nm; λem 450 nm in reaction buffer (with glycine)

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

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

Signal Word

Danger

Target Organs

Respiratory system

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

RIDADR

UN2923 - class 8 - PG 2 - EHS - acidic - Corrosive solids, toxic, n.o.s., HI: all

WGK Germany

WGK 3

Flash Point(F)

269.6 °F - closed cup

Flash Point(C)

132 °C - closed cup

Certificate of Analysis
Certificate of Origin
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...
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...
M Nurul Islam et al.
The New phytologist, 193(1), 51-57 (2011-11-11)
• Sphingolipids are emerging as important mediators of cellular and developmental processes in plants, and advances in lipidomics have yielded a wealth of information on the composition of plant sphingolipidomes. Studies using Arabidopsis thaliana showed that the dihydroxy long-chain base...
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...

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