5-(4,6-Dichlorotriazinyl)aminofluorescein - ≥95% , CAS No.51306-35-5

CAS: 51306-35-5 Cat. No.: D131236 Molecular Weight: 495.27

GRADE & PURITY ≥95%

Synonyms

5-(4,6-dichloro-s-triazin-2-ylamino)fluorescein-hydrochloride | AS-71159 | DTAF [MI] | 5-((4,6-dichloro-1,3,5-triazin-2-yl)amino)fluorescein | 241822XW6I | AKOS027320625 | DTAF | 5-((4,6-DICHLOROTRIAZIN-2-YL)AMINO)FLUORESCEIN | HWQQCFPHXPNXHC-UHFFFAOYSA-N

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

Overview

5-DTAF is a fluorescent probe that reactive with proteins. Unlike other reactive fluoresceins, 5-DTAF not only reacts with amino groups, but also reacts with thiol groups and even directly reacts with hydroxy groups such as polysaccharides and other alcohols in aqueous solution at pH above 9. Fluoresence: λex 495 nm, λem 516 nm; λex 492 nm, λem 514 nm in 0.1 M Tris pH 9.0
5-DTAF is a thiol-reactive label for proteins.

Specifications

Synonyms

5-(4, 6-dichloro-s-triazin-2-ylamino)fluorescein-hydrochloride | AS-71159 | DTAF [MI] | 5-((4, 6-dichloro-1, 3, 5-triazin-2-yl)amino)fluorescein | 241822XW6I | AKOS027320625 | DTAF | 5-((4, 6-DICHLOROTRIAZIN-2-YL)AMINO)FLUORESCEIN | HWQQCFPHXPNXHC-UHFFFAOYSA-N

Specifications & Purity

≥95%

Biochemical and Physiological Mechanisms

Compared to 5-DTAF, the 6-isomer is more preferably used for labeling oligonucleotides and nucleic acids. Like 5-DTAF, 6-DTAF not only reacts with amino groups, but also reacts with thiol groups and even directly reacts with hydroxy groups such as polysac

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

This product requires cold chain shipping. Ground and other economy services are not available.

Purity

≥95%

Names and Identifiers

• Canonical Smiles: C1=CC2=C(C=C1NC3=NC(=NC(=N3)Cl)Cl)C(=O)OC24C5=C(C=C(C=C5)O)OC6=C4C=CC(=C6)O
• IUPAC Name: 6-[(4,6-dichloro-1,3,5-triazin-2-yl)amino]-3',6'-dihydroxyspiro[2-benzofuran-3,9'-xanthene]-1-one
• InChIKey: HWQQCFPHXPNXHC-UHFFFAOYSA-N
• INCHI: 1S/C23H12Cl2N4O5/c24-20-27-21(25)29-22(28-20)26-10-1-4-14-13(7-10)19(32)34-23(14)15-5-2-11(30)8-17(15)33-18-9-12(31)3-6-16(18)23/h1-9,30-31H,(H,26,27,28,29)
• Isomeric SMILES: C1=CC2=C(C=C1NC3=NC(=NC(=N3)Cl)Cl)C(=O)OC24C5=C(C=C(C=C5)O)OC6=C4C=CC(=C6)O
• Alternate CAS: 51306-35-5；102417-95-8
• Molecular Weight: 495.27
• Reaxy-Rn: 9819713
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=9819713&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organoheterocyclic compounds
    • Class Benzopyrans
      • Subclass 1-benzopyrans
        • Level5 Dibenzopyrans
          • Level6 Xanthenes

• Kingdom: Organic compounds
• Superclass: Organoheterocyclic compounds
• Class: Benzopyrans
• Subclass: 1-benzopyrans
• Intermediate Tree Nodes: Dibenzopyrans
• Direct Parent: Xanthenes
• Alternative Parents: Diarylethers Phthalides Benzofuranones Isobenzofurans 1-hydroxy-2-unsubstituted benzenoids Aminotriazines Chloro-s-triazines Aryl chlorides Heteroaromatic compounds Amino acids and derivatives Lactones Carboxylic acid esters Secondary amines Oxacyclic compounds Monocarboxylic acids and derivatives Azacyclic compounds Hydrocarbon derivatives Organic oxides Organochlorides Organopnictogen compounds
• Molecular Framework: Aromatic heteropolycyclic compounds
• Substituents: Xanthene - Diaryl ether - Phthalide - Benzofuranone - Isobenzofuranone - Isocoumaran - Isobenzofuran - Amino-1,3,5-triazine - Chloro-s-triazine - Aminotriazine - Halo-s-triazine - 1-hydroxy-2-unsubstituted benzenoid - Aryl chloride - Aryl halide - Benzenoid - Triazine - 1,3,5-triazine - Heteroaromatic compound - Amino acid or derivatives - Carboxylic acid ester - Lactone - Secondary amine - Azacycle - Carboxylic acid derivative - Monocarboxylic acid or derivatives - Oxacycle - Ether - Organonitrogen compound - Organic nitrogen compound - Amine - Organohalogen compound - Hydrocarbon derivative - Organic oxide - Organopnictogen compound - Organic oxygen compound - Organooxygen compound - Organochloride - Aromatic heteropolycyclic compound
• Description: This compound belongs to the class of organic compounds known as xanthenes. These are polycyclic aromatic compounds containing a xanthene moiety, which consists of two benzene rings joined to each other by a pyran 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

• Solubility: Soluble in methanol (20 mg/ml)., Soluble in methanol (20 mg/ml).
• Sensitivity: Light & Moisture Sensitive
• Molecular Weight: 495.300 g/mol
• XLogP3: 5.300
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 9
• Rotatable Bond Count: 2
• Exact Mass: 494.018 Da
• Monoisotopic Mass: 494.018 Da
• Topological Polar Surface Area: 127.000 Ų
• Heavy Atom Count: 34
• Formal Charge: 0
• Complexity: 758.000
• 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: 1

References

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