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D4784

Sigma-Aldrich

4,5-Methylenedioxy-1,2-phenylenediamine dihydrochloride

≥98% purity (HPLC), powder

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Synonym(s):
1,2-Diamino-4,5-methylenedioxybenzene dihydrochloride, 1,3-Benzodioxole-5,6-diamine dihydrochloride, 5,6-Diamino-1,3-benzodioxole dihydrochloride, MDB
Empirical Formula (Hill Notation):
C7H8N2O2 · 2HCl
CAS Number:
81864-15-5
Molecular Weight:
225.07
Beilstein:
5641607
MDL number:
MFCD00037497
UNSPSC Code:
12171500
PubChem Substance ID:
24893897
NACRES:
NA.47

Quality Level

100

Assay

≥98% (HPLC)

form

powder

color

white to orange

mp

247 °C

solubility

H2O: 50 mg/mL

application(s)

diagnostic assay manufacturing
hematology
histology

storage temp.

−20°C

SMILES string

Cl[H].Cl[H].Nc1cc2OCOc2cc1N

InChI

1S/C7H8N2O2.2ClH/c8-4-1-6-7(2-5(4)9)11-3-10-6;;/h1-2H,3,8-9H2;2*1H

InChI key

YXEJRYIEFFUUID-UHFFFAOYSA-N

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General description

4,5-Methylenedioxy-1,2-phenylenediamine dihydrochloride is a fluorescence tag for α keto acids. It is also required for the derivatization of sialic acids in presence of dilute sulfuric acid. The method allows determination of sialic acids.

Application

4,5-Methylenedioxy-1,2-phenylenediamine dihydrochloride has been used for the derivatization of sialic acids to analyse them by capillary liquid-chromatography-electrospray ionization/tandem mass spectrometry (CapLC-ESI-MS/MS).
Fluorogenic reagent for α-ketoacids.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

WGK

WGK 3

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Capillary Electrophoresis of Carbohydrates (2010)
Determination of sialic acids in immune system cells (coelomocytes) of sea urchin, Paracentrotus lividus, using capillary LC-ESI-MS/MS.
Izzetoglu S, et al.
Fish & Shellfish Immunology, 36, 181-186 (2014)
Savaş İzzetoğlu et al.
Fish & shellfish immunology, 36(1), 181-186 (2013-11-13)
Coelomocytes are considered to be immune effectors of sea urchins. Coelomocytes are the freely circulating cells in the body fluid contained in echinoderm coelom and mediate the cellular defence responses to immune challenges by phagocytosis, encapsulation, cytotoxicity and the production
Determination of the type and quantity of sialic acid in the egg jelly coat of the sea urchin Paracentrotus lividus using capillary LC-ESI-MS/MS.
Yesilyurt B, et al.
Molecular Reproduction and Development, 82, 115-122 (2015)
Xiaoxiao Guo et al.
The Analyst, 145(13), 4512-4521 (2020-05-16)
The polysialyltransferases (polySTs) catalyse the polymerisation of polysialic acid, which plays an important role in tumour metastasis. While assays are available to assess polyST enzyme activity, there is no methodology available specifically optimised for identification and quantitative evaluation of potential
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