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06627

Sigma-Aldrich

2-Aminoacridone

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

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Synonym(s):
2-Amino-9(10H)-acridinone, 2-amino-10H-acridin-9-one, AMAC
Empirical Formula (Hill Notation):
C13H10N2O
CAS Number:
Molecular Weight:
210.23
Beilstein/REAXYS Number:
172520
MDL number:
PubChem Substance ID:
NACRES:
NA.32

product line

BioReagent

Quality Level

assay

≥98.0% (HPLC)

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

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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This Item
17927775525765880
2-Aminoacridone BioReagent, suitable for fluorescence, ≥98.0% (HPLC)

06627

2-Aminoacridone

9-Oxo-10(9H)-acridineacetic acid for HPLC derivatization, ≥99.0% (T)

17927

9-Oxo-10(9H)-acridineacetic acid

Acridine-9-carboxaldehyde 97%

775525

Acridine-9-carboxaldehyde

assay

≥98.0% (HPLC)

assay

≥99.0% (T)

assay

97%

assay

97%

solubility

DMF: soluble, DMSO: soluble

solubility

-

solubility

-

solubility

-

fluorescence

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

fluorescence

-

fluorescence

-

fluorescence

-

suitability

suitable for fluorescence

suitability

-

suitability

-

suitability

-

Quality Level

100

Quality Level

100

Quality Level

100

Quality Level

100

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.

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

pictograms

Exclamation mark

signalword

Warning

Hazard Classifications

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

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves


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Articles

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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