8-Aminonaphthalene-1,3,6-trisulfonic acid disodium salt (ANTS) - ≥98% , CAS No.5398-34-5

CAS: 5398-34-5 Cat. No.: A107184 Molecular Weight: 427.34 Beilstein Registry Number: 3854839 EC Number: 226-431-6

GRADE & PURITY ≥98%

Synonyms

8-Amino-1,3,6-naphthalenetrisulfonic Acid Disodium Salt | Disodium 8-amino-1,3,6-naphthalenetrisulfonate | A870583 | DISODIUM 8-AMINO-6-SULFONAPHTHALENE-1,3-DISULFONATE | SCHEMBL591402 | Sodium 8-amino-6-sulfonaphthalene-1,3-disulfonate | 1-Naphthylamine-

Storage

Protected from light,Room temperature,Argon charged

Shipped In

Normal

Overview

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.

Specifications

Synonyms

8-Amino-1, 3, 6-naphthalenetrisulfonic Acid Disodium Salt | Disodium 8-amino-1, 3, 6-naphthalenetrisulfonate | A870583 | DISODIUM 8-AMINO-6-SULFONAPHTHALENE-1, 3-DISULFONATE | SCHEMBL591402 | Sodium 8-amino-6-sulfonaphthalene-1, 3-disulfonate | 1-Naphthylamine-

Specifications & Purity

≥98%

Storage

Protected from light, Room temperature, Argon charged

Shipped In

Normal

Purity

≥98%

Names and Identifiers

• Pubchem Sid: 504767347
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/504767347
• Canonical Smiles: C1=C2C=C(C=C(C2=C(C=C1S(=O)(=O)O)N)S(=O)(=O)[O-])S(=O)(=O)[O-].[Na+].[Na+]
• IUPAC Name: disodium;8-amino-6-sulfonaphthalene-1,3-disulfonate
• InChIKey: KHJANRFXWPPWEL-UHFFFAOYSA-L
• 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
• Isomeric SMILES: C1=C2C=C(C=C(C2=C(C=C1S(=O)(=O)O)N)S(=O)(=O)[O-])S(=O)(=O)[O-].[Na+].[Na+]
• WGK Germany: 1
• Molecular Weight: 427.34
• Beilstein: 3854839
• Reaxy-Rn: 13285782
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=13285782&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Benzenoids
    • Class Naphthalenes
      • Subclass Naphthalene sulfonic acids and derivatives
        • Level5 Naphthalene sulfonates
          • Level6 2-naphthalene sulfonates

• Kingdom: Organic compounds
• Superclass: Benzenoids
• Class: Naphthalenes
• Subclass: Naphthalene sulfonic acids and derivatives
• Intermediate Tree Nodes: Naphthalene sulfonates
• Direct Parent: 2-naphthalene sulfonates
• Alternative Parents: 2-naphthalene sulfonic acids and derivatives 1-naphthalene sulfonic acids and derivatives 1-naphthalene sulfonates 1-sulfo,2-unsubstituted aromatic compounds Sulfonyls Organosulfonic acids Primary amines Organic sodium salts Organic oxides Hydrocarbon derivatives Organic cations
• Molecular Framework: Aromatic homopolycyclic compounds
• Substituents: 1-naphthalene sulfonic acid or derivatives - 2-naphthalene sulfonate - 1-naphthalene sulfonate - 2-naphthalene sulfonic acid or derivatives - Arylsulfonic acid or derivatives - 1-sulfo,2-unsubstituted aromatic compound - Organic sulfonic acid or derivatives - Organosulfonic acid or derivatives - Organosulfonic acid - Sulfonyl - Organic alkali metal salt - Amine - Organic nitrogen compound - Organic salt - Organic sodium salt - Hydrocarbon derivative - Organic oxide - Organic oxygen compound - Primary amine - Organosulfur compound - Organonitrogen compound - Organic cation - Aromatic homopolycyclic compound
• Description: This compound belongs to the class of organic compounds known as 2-naphthalene sulfonates. These are organic aromatic compounds that contain a naphthalene moiety that carries a sulfonic acid group at the 2-position. Naphthalene is a bicyclic compound that is made up of two fused benzene ring.
• External Descriptors: Not available

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Chemical and Physical Properties

• Sensitivity: Moisture and Light sensitive
• Molecular Weight: 427.300 g/mol
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 10
• Rotatable Bond Count: 1
• Exact Mass: 426.908 Da
• Monoisotopic Mass: 426.908 Da
• Topological Polar Surface Area: 220.000 Ų
• Heavy Atom Count: 25
• Formal Charge: 0
• Complexity: 729.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 0
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 3

XLogP3

References

1. Shu-Ying Xu, Jie Kan, Zhong Hu, Yang Liu, Hong Du, Guang-Chang Pang, Kit-Leong Cheong.  (2018)  Quantification of Neoagaro-Oligosaccharide Production through Enzymatic Hydrolysis and Its Anti-Oxidant Activities.  MOLECULES,  23  (6): (1354).  [PMID:29874799] [10.3390/molecules23061354]

2. Jinxiu Guo, Shenghong Yang, Xianglu Peng, Fengyun Li, Lei Zhou, Qiaosheng Pu.  (2014)  Microwave-assisted derivatization for fast and efficient analysis of saccharides on disposable microchips.  RSC Advances,  4  (90): (49190-49197).  [PMID:] [10.1039/C4RA07934E]

3. Shukai Liu, Ke Liu, Nan Zheng, Xindong Ma, Wenjun Yao, Xing Liu, Ziwei Yao, Haibo Zhang.  (2025)  Occurrence, risk assessment, and priority screening of 102 emerging contaminants in the Yangtze River estuary and Hangzhou Bay, China.  ENVIRONMENTAL RESEARCH,      [PMID:40645428] [10.1016/j.envres.2025.122336]