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P1378

Sigma-Aldrich

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
Beilstein:
878317
EC Number:
211-402-2
MDL number:
MFCD00003335
UNSPSC Code:
12352201
PubChem Substance ID:
24898191
NACRES:
NA.21
Pricing and availability is not currently available.

Quality Level

200

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

H301,H314,H317,H335,H410

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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Certificates of Analysis (COA)

Lot/Batch Number
BCCM0599
BCCJ0409
BCCF5794
BCCC3481
BCCB5919

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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
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
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
View All Related Papers

Questions

1–4 of 4 Questions  

  1. How can I determine the shelf life / expiration / retest date of this product?

    1 answer

    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/449/386/product-dating-information-mk.pdf

      Helpful?

  2. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer

    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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  3. Is Ortho phthaldehyde HPLC purity of >99% or >97% good enough for use an analytical grade reagent ?

    1 answer

    1. This product has a minimum purity specification of 98%. For analytical purposes, high purity product options are generally preferred. Product P0657, Phthaldialdehyde, offers a minimum purity of 99% and is tested for suitability in fluorometric HPLC.

      Please see the link below to review this product option:
      https://www.sigmaaldrich.com/product/sial/p0657

      Helpful?

  4. Has pthaldialdehyde been used to fix tissue and/or cells, and if so, what was the concentration?

    1 answer

    1. The primary use of P1378 is for assaying amines or sulfhydryls in solution. It does not appear to be used as a fixative, although there are reports of its use as a high-level disinfectant. Phthalaldehyde is commonly used as a high-level disinfectant for medical instruments, typically sold under the brand names of Cidex OPA or TD-8. However, in the case of Phthalaldehyde, its use appears to be as a disinfectant rather than as a fixative. The product is tested for appearance, HPLC for purity, color, solubility, and for carbon content. No suitability testing is performed for any specific use.

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