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06627

Sigma-Aldrich

2-Aminoacridone

BioReagent, suitable for fluorescence, ≥98.0% (HPLC)

Synonyme(s) :

2-Amino-9(10H)-acridinone, 2-amino-10H-acridin-9-one, AMAC

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About This Item

Formule empirique (notation de Hill):
C13H10N2O
Numéro CAS:
27918-14-5
Poids moléculaire :
210.23
Numéro Beilstein :
172520
Numéro MDL:
MFCD00037397
Code UNSPSC :
12352108
ID de substance PubChem :
329748253
Nomenclature NACRES :
NA.32

Gamme de produits

BioReagent

Niveau de qualité

100

Pureté

≥98.0% (HPLC)

Solubilité

DMF: soluble
DMSO: soluble

Fluorescence

λex 420 nm; λem 542 nm in 0.1 M Tris pH 8.0

Adéquation

suitable for fluorescence

Chaîne SMILES 

Nc1ccc2Nc3ccccc3C(=O)c2c1

InChI

1S/C13H10N2O/c14-8-5-6-12-10(7-8)13(16)9-3-1-2-4-11(9)15-12/h1-7H,14H2,(H,15,16)

Clé InChI

PIGCSKVALLVWKU-UHFFFAOYSA-N

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Catégories apparentées

Application

2-Aminoacridone is a highly fluorescent aromatic, which contains a primary amine group that reacts with an aldehyde group at the reducing end of a carbohydrate and is reduced to a stable amine derivative by sodium borohydride (NaBH4). Picomolar levels of glycan compounds can be detected using this fluorophore. The resulting derivatzed compounds can be separated by reverse-phase HPLC and detected by positive-ion electrospray MS . An intense fluorescent, hydrophobic probe that is stable over a wide pH range is useful in the derivatization of glycans to allow for the analysis of complex oligosaccharides using micellar electrokinetic capillary chromatography and reverse- and normal-phase chromatography coupled with mass spectroscopy to determine relative concentrations and structural identity of individual oligosaccharides . The λ excitation and λ emission are 425 nm and 532 nm, respectively.
Fluorescent label for glycans and saccharides.

Conditionnement

Bottomless glass bottle. Contents are inside inserted fused cone.

Pictogrammes

Exclamation mark
GHS07

Mention d'avertissement

Warning

Mentions de danger

H315,H319,H335

Classification des risques

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

Organes cibles

Respiratory system

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Équipement de protection individuelle

dust mask type N95 (US), Eyeshields, Gloves

Certificats d'analyse (COA)

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Tina Rise Tuveng et al.
PloS one, 12(11), e0187544-e0187544 (2017-11-07)
Chitin, a polymer of β(1-4)-linked N-acetylglucosamine found in e.g. arthropods, is a valuable resource that may be used to produce chitosan and chitooligosaccharides, two compounds with considerable industrial and biomedical potential. Deacetylating enzymes may be used to tailor the properties
Maria Militsopoulou et al.
Electrophoresis, 23(7-8), 1104-1109 (2002-05-01)
In quest for high sensitivities, we developed an ultrahigh capillary electrophoresis (CE) method for the structural analysis of heparin and heparan sulfate (HS) in biologic samples. Heparin and HS were digested with an equi-unit mixture of heparin lyases I, II
Nicola Volpi
Analytical biochemistry, 397(1), 12-23 (2009-09-23)
In this study, we developed an on-line reverse-phase high-performance liquid chromatography-electrospray ionization-mass spectrometry (RP-HPLC-ESI-MS) separation and structural characterization of hyaluronan (HA)/chondroitin sulfate (CS)/dermatan sulfate (DS) disaccharides released by enzymatic treatment and derivatized with 2-aminoacridone (AMAC), providing a high-resolution system also
Martin Giera et al.
The Analyst, 136(13), 2763-2769 (2011-05-26)
Malondialdehyde (MDA) has become a well-established biomarker for oxidative stress. The most commonly used way to determine urinary MDA levels is the thiobarbituric acid (TBA) assay, which suffers from several drawbacks. In this manuscript, we describe a novel derivatization strategy
Yong Zhang et al.
Electrophoresis, 28(3), 414-421 (2007-03-16)
To improve the separation of monosulfate glycosaminoglycan disaccharide isomers by microchip electrophoresis, we found that addition of 1,4-dioxane (DO) dramatically improved analyte resolution, probably due to solvation effects. Methylcellulose (MC) was tested for the ability to suppress EOF and analyte
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Articles

Glycan Labeling

Structural modifications of proteins are essential to living cells. When aberrantly regulated they are often the basis of disease. Glycans are responsible for much of the structural variation in biologic systems, and their representation on cell surfaces is commonly called the “glycome.”

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