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Merck
CN

06627

2-Aminoacridone

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

Synonym(s):

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

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About This Item

Empirical Formula (Hill Notation):
C13H10N2O
CAS Number:
27918-14-5
Molecular Weight:
210.23
Beilstein:
172520
MDL number:
MFCD00037397
UNSPSC Code:
12352108
PubChem Substance ID:
329748253
NACRES:
NA.32

Key Documents

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product line

BioReagent

Quality Level

100

Assay

≥98.0% (HPLC)

form

powder

mol wt

210.23 g/mol

concentration

≤100%

color

yellow to dark yellow

solubility

DMF: soluble
DMSO: soluble

fluorescence

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

suitability

suitable for fluorescence

SMILES string

Nc1ccc2Nc3ccccc3C(=O)c2c1
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)

InChI key

PIGCSKVALLVWKU-UHFFFAOYSA-N

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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.
Fluorescent label for glycans and saccharides. The analysis of fluorophore-labeled glycans by high-resolution polyacrylamide gel electrophoresis.

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

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

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
BCCM8114
BCCM8112
BCCL0545
BCCK4182
BCCJ0661

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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
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
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
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
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
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Articles

Glycan Labeling

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

聚糖标记

蛋白质的结构修饰对于活细胞是必不可少的。发生调节异常时，它们往往是会引发疾病。聚糖是生物系统中许多结构变异的原因，它们在细胞表面的表现通常被称为“糖”。

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