Phthaldialdehyde
SIGMA/79760 - suitable for fluorescence, ≥99.0% (HPLC)
Synonym: Benzene-
CAS Number: 643-79-8
Empirical Formula (Hill Notation): C8H6O2
Molecular Weight: 134.13
EC Number: 211-402-2
MDL Number: MFCD00003335
Linear Formula: C8H6O2
Product Type: Chemical
| assay | ≥99.0% (HPLC) |
| bp | 83 °C/1.067 hPa |
| color | white to light yellow |
| concentration | ≤100% (o-phthaldialdehyde) |
| density | 1.13 g/cm3 at 20 °C |
| fluorescence | λex 334 nm; λem 455 nm (Thiol Adduct) |
| λex 340 nm; λem 450 nm in reaction buffer (with glycine) | |
| form | solid |
| impurities | ≤0.5% phthalic acid |
| InChI | 1S/C8H6O2/c9-5-7-3-1-2-4- |
| InChI key | ZWLUXSQADUDCSB-UHFFFAOYSA |
| mol wt | 134.13 g/mol |
| mp | 54-56 °C |
| Quality Level | 100  |
| SMILES string | O=Cc1ccccc1C=O |
| solubility | ethanol: 0.5 g/10 mL, clear, colorless to greenish-yellow |
| water: 37.7 g/L at 20 °C (OECD Test Guideline 105) | |
| storage temp. | 2-8°C |
| suitability | suitable for fluorescence |
| Application: | Phthaldialdehyde or OPA determines amino acids in proteins from animal tissue and food samples. Quantification of amino acids adducts of tyramine and phenylethylamine produced by lactic acid bacteria used OPA as the pre-column derivative reagent for HPLC. Intracellular forms of glutathione (GSH/GSSG) are investigated using o-Phthalaldehyde as the pre-column fluorescent agent. |
| 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. |
| General description: | Phthaldialdehyde, also known as o-Phthalaldehyde or OPA, is a pre-column (HPLC) derivatization reagent. OPA reacts with primary amino acids (AA) except cystine to form highly fluorescent adducts. The fluorescence of the derivatives is monitored at excitation and emission wavelengths of 345nm and 455nm, respectively. The HPLC technique efficiently separates the OPA-AA derivatives. |
| Symbol |    GHS05,GHS06,GHS09 |
| Signal word | Danger |
| Hazard statements | H301 - H314 - H317 - H335 - H410 |
| Precautionary statements | P260 - P273 - P280 - P301 + P310 + P330 - P303 + P361 + P353 - P305 + P351 + P338 + P310 |
| Hazard Codes | T,N |
| Risk Statements | 25-34-43-50 |
| Safety Statements | 26-36/37/39-45-61 |
| RIDADR | UN2923 - class 8 - PG 2 - EHS - acidic - Corrosive solids, toxic |
| WGK Germany | WGK 3 |
| Flash Point(F) | 269.6 °F - closed cup |
| Flash Point(C) | 132 °C - closed cup |
| Purity | ≥99.0% (HPLC) |
| bp | 83 °C/1.067 hPa |
| mp | 54-56 °C |
| Density | 1.13 g/cm3 at 20 °C |
| Storage Temp. | 2-8°C |
| UNSPSC | 12352201 |