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08658

Sigma-Aldrich

8-Aminonaphthalene-1,3,6-trisulfonic acid disodium salt

BioReagent, suitable for fluorescence, ≥90% (CE)

Synonyme(s) :

ANTS, Disodium 8-amino-1,3,6-naphthalenetrisulfonate

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About This Item

Formule empirique (notation de Hill):
C10H7NNa2O9S3
Numéro CAS:
5398-34-5
Poids moléculaire :
427.34
Numéro Beilstein :
3854839
Numéro CE :
226-431-6
Numéro MDL:
MFCD00070572
Code UNSPSC :
12352106
ID de substance PubChem :
329748624
Nomenclature NACRES :
NA.32

Gamme de produits

BioReagent

Niveau de qualité

200

Pureté

≥90% (CE)

Impuretés

~8% water

Solubilité

15% acetic acid: soluble
H2O: soluble

Fluorescence

λex 356 nm; λem 512 nm in 0.1 M phosphate pH 7.0

Adéquation

suitable for fluorescence

Chaîne SMILES 

[Na+].[Na+].Nc1cc(cc2cc(cc(c12)S([O-])(=O)=O)S([O-])(=O)=O)S(O)(=O)=O

InChI

1S/C10H9NO9S3.2Na/c11-8-3-6(21(12,13)14)1-5-2-7(22(15,16)17)4-9(10(5)8)23(18,19)20;;/h1-4H,11H2,(H,12,13,14)(H,15,16,17)(H,18,19,20);;/q;2*+1/p-2

Clé InChI

KHJANRFXWPPWEL-UHFFFAOYSA-L

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Application

This molecular reagent is a polyanionic dye, which is often coupled with the cationic quencher DPX (X1525) for membrane fusion or permeability assays , including complement-mediated immune lysis. The fluorescence of ANTS has been shown to be effectively quenched by Thallium and Cesium ions. Utilized as a neuronal tracer. ANTS has a relatively high Stokes shift in water , which sufficiently separates its emission from the majority of the autofluorescence of biological samples. D2O increased the fluorescence quantum yield of ANTS four-fold, which has been demonstrated to be useful in the determination of water permeability in red blood cell ghosts and kidney collecting tubes . The reducing end of carbohydrates reacts with the primary amino group of the ANTS molecule, forming a Schiff base, which can then be reduced by sodium cyanoborohydride to a secondary amine. This reductive amination reaction is acid catalyzed, so the pH of the reaction solution can alter the kinetics and the degree of derivatization of the carbohydrate by ANTS. It is important to note this reaction is capable of proceeding at a neutral pH, which is favorable for the integrity of the sialic acid bonds in the oligosaccharide because they are sensitive to acid hydrolysis. Such labeling of carbohydrates with ANTS allows for complex mixtures to be separated via capillary electrophoresis .
Fluorescent label for saccharides and glycoproteins used for oligosaccharide sequencing.

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 1

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Équipement de protection individuelle

Eyeshields, Gloves, type N95 (US)

Certificats d'analyse (COA)

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Scientific reports, 7(1), 4888-4888 (2017-07-09)
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While small interfering RNAs (siRNAs) have been rapidly appreciated to silence genes, efficient and non-toxic vectors for primary cells and for systemic in vivo delivery are lacking. Several siRNA-delivery vehicles, including cell-penetrating peptides (CPPs), have been developed but their utility
Vijay K Venkatraman et al.
Frontiers in aging neuroscience, 12, 115-115 (2020-05-16)
White matter (WM) microstructure is a sensitive marker to distinguish individuals at risk of Alzheimer's disease. The association of objective physical fitness (PF) measures and WM microstructure has not been explored and mixed results reported with physical activity (PA). Longitudinal
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