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Merck
CN

08658

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

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About This Item

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

BioReagent

Quality Level

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

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

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

WGK 1

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)



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Global Trade Item Number

SKUGTIN
W204218-1KG-K04061837819698
40647-1ML04061831987744
40647-5ML04061831987751
W204218-100G-K04061837819681
W204218-4KG-K04061837819704
W204218-SAMPLE-K04061837489525
A35801-25ML04061833361221
08658-500MG04061833276730