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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

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)

Recherchez un Certificats d'analyse (COA) en saisissant le numéro de lot du produit. Les numéros de lot figurent sur l'étiquette du produit après les mots "Lot" ou "Batch".

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Consulter la Bibliothèque de documents

Carolyn G Chen et al.
Matrix biology : journal of the International Society for Matrix Biology, 90, 1-19 (2020-02-23)
Hyaluronan plays a key role in regulating inflammation and tumor angiogenesis. Of the three transmembrane hyaluronan synthases, HAS2 is the main pro-angiogenic enzyme responsible for excessive hyaluronan production. We discovered that HAS2 was degraded in vascular endothelial cells via autophagy
Yuqing Chang et al.
Analytical biochemistry, 427(1), 91-98 (2012-05-23)
A quantitative and highly sensitive method for the analysis of glycosaminoglycan (GAG)-derived disaccharides that relies on capillary electrophoresis (CE) with laser-induced fluorescence detection is presented. This method enables complete separation of 17 GAG-derived disaccharides in a single run. Unsaturated disaccharides
Eiki Maeda et al.
Electrophoresis, 27(10), 2002-2010 (2006-04-19)
The conformational separation of monosaccharides labeled with fluorescent 2-aminoacrydone (AMAC) was performed by electrophoresis on a plastic microchip with light-emitting diode confocal fluorescence detection. The AMAC-labeled five neutral monosaccharide mixture (D-glucose (Glc), D-mannose, D-galactose, L-fucose, and D-xylose) or two amino
Wing Lee Chan et al.
PLoS genetics, 14(3), e1007242-e1007242 (2018-03-22)
Gerodermia osteodysplastica (GO) is characterized by skin laxity and early-onset osteoporosis. GORAB, the responsible disease gene, encodes a small Golgi protein of poorly characterized function. To circumvent neonatal lethality of the GorabNull full knockout, Gorab was conditionally inactivated in mesenchymal
Fabio Galeotti et al.
Analytical chemistry, 83(17), 6770-6777 (2011-07-26)
A high-resolution online reverse-phase-high-performance liquid chromatography (RP-HPLC)-fluorescence detector (Fd)-electrospray ionization-mass spectrometry (ESI-MS) separation and structural characterization of disaccharides prepared from heparin (Hep), heparan sulfate (HS), and various low-molecular-weight (LMW)-Hep using heparin lyases and derivatization with 2-aminoacridone (AMAC) are described. A
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Glycan Labeling

Glycans play a key role in protein structure and disease; representation on cell surfaces is the glycome.

Glycan Labeling

Glycans play a key role in protein structure and disease; representation on cell surfaces is the glycome.

Glycan Labeling

Glycans play a key role in protein structure and disease; representation on cell surfaces is the glycome.

Glycan Labeling

Glycans play a key role in protein structure and disease; representation on cell surfaces is the glycome.

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