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06627

Sigma-Aldrich

2-Aminoacridone

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

Sinónimos:

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

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About This Item

Fórmula empírica (notación de Hill):
C13H10N2O
Número de CAS:
27918-14-5
Peso molecular:
210.23
Beilstein/REAXYS Number:
172520
MDL number:
MFCD00037397
UNSPSC Code:
12352108
PubChem Substance ID:
329748253
NACRES:
NA.32

product line

BioReagent

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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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
GHS07

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

Certificados de análisis (COA)

Busque Certificados de análisis (COA) introduciendo el número de lote del producto. Los números de lote se encuentran en la etiqueta del producto después de las palabras «Lot» o «Batch»

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Vojtech Franc et al.
Journal of the American Society for Mass Spectrometry, 29(6), 1099-1110 (2018-03-14)
The human complement hetero-trimeric C8αβγ (C8) protein assembly (~ 150 kDa) is an important component of the membrane attack complex (MAC). C8 initiates membrane penetration and coordinates MAC pore formation. Here, we charted in detail the structural micro-heterogeneity within C8, purified from
Yoji Oonuki et al.
Analytical biochemistry, 343(2), 212-222 (2005-07-12)
Various combinations of fluorescent dyes, polyacrylamide gels, and electrophoresis buffers were tested by fluorophore-assisted carbohydrate electrophoresis (FACE) for the purpose of analyzing sulfated and nonsulfated glycosaminoglycan (GAG) oligosaccharides in which disaccharides and low-molecular weight oligosaccharides were included. A nonionic fluorescent
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
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
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
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Glycan Labeling

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

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