Skip to Content
MilliporeSigma
All Photos(1)

Key Documents

View All Documentation

08658

Sigma-Aldrich

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

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

Synonym(s):

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

Sign Into View Organizational & Contract Pricing
All Photos(1)

About This Item

Empirical Formula (Hill Notation):
C10H7NNa2O9S3
CAS Number:
5398-34-5
Molecular Weight:
427.34
Beilstein/REAXYS Number:
3854839
EC Number:
226-431-6
MDL number:
MFCD00070572
UNSPSC Code:
12352106
PubChem Substance ID:
329748624
NACRES:
NA.32

product line

BioReagent

Quality Level

200

assay

≥90% (CE)

impurities

~8% water

solubility

15% acetic acid: soluble
H2O: soluble

fluorescence

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

suitability

suitable for fluorescence

SMILES string

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

InChI key

KHJANRFXWPPWEL-UHFFFAOYSA-L

Looking for similar products? Visit Product Comparison Guide

Application

Fluorescent label for saccharides and glycoproteins used for oligosaccharide sequencing.
Fluorescent label for saccharides and glycoproteins, which is used for oligosaccharide sequencing and the study of membrane permeability and liposome lysis.
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 .

Storage Class

11 - Combustible Solids

wgk_germany

WGK 1

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number
BCBR8265V
BCBL1311V

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Search for a COA

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Malgorzata Tokarska-Schlattner et al.
PloS one, 7(8), e43178-e43178 (2012-08-23)
A broad spectrum of beneficial effects has been ascribed to creatine (Cr), phosphocreatine (PCr) and their cyclic analogues cyclo-(cCr) and phospho-cyclocreatine (PcCr). Cr is widely used as nutritional supplement in sports and increasingly also as adjuvant treatment for pathologies such
Rossana Mastrandrea et al.
Scientific reports, 7(1), 4888-4888 (2017-07-09)
The brain is a paradigmatic example of a complex system: its functionality emerges as a global property of local mesoscopic and microscopic interactions. Complex network theory allows to elicit the functional architecture of the brain in terms of links (correlations)
Dorian Vogel et al.
NeuroImage. Clinical, 27, 102271-102271 (2020-05-24)
Deep brain stimulation (DBS) therapy requires extensive patient-specific planning prior to implantation to achieve optimal clinical outcomes. Collective analysis of patient's brain images is promising in order to provide more systematic planning assistance. In this paper the design of a
Samir E L Andaloussi et al.
Nucleic acids research, 39(9), 3972-3987 (2011-01-20)
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
View All Related Papers

Articles

Methods and matrices for mass spectrometry of glycans

Mass Spectrometry of Glycans, method comparison and products

Glycan Labeling

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.”

Sensor Dyes

Nitric oxide (NO) as a signal transporter in neurons, endothelial cells and in the immune system.

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service