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Sigma-Aldrich

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

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

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Synonym(s):
ANTS, Disodium 8-amino-1,3,6-naphthalenetrisulfonate
Empirical Formula (Hill Notation):
C10H7NNa2O9S3
CAS Number:
Molecular Weight:
427.34
Beilstein/REAXYS Number:
3854839
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.32

product line

BioReagent

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

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

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This Item
09341H1529A7222
assay

≥90% (CE)

assay

≥96.0% (HPCE)

assay

≥96%

assay

≥96.0% (HPCE)

solubility

15% acetic acid: soluble, H2O: soluble

solubility

DMF: soluble, DMSO: soluble, H2O: soluble

solubility

-

solubility

-

fluorescence

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

fluorescence

λex 420 nm; λem 500 nm in 0.1 M Tris pH 7.4 (quenching with Vitamin B1), λex 488 nm; λem 520 nm(lit.)

fluorescence

λex 454 nm; λem 511 nm (pH 9.1), λex 454 nm; λem 520 nm in H2O

fluorescence

-

suitability

suitable for fluorescence

suitability

suitable for fluorescence

suitability

-

suitability

-

Quality Level

200

Quality Level

200

Quality Level

200

Quality Level

100

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.

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)


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