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

CAS: 51306-35-5 Cat. No.: D131236 Peso molecular: 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

Descripción general

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

Sinónimos

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

Especificaciones y pureza

≥95%

Mecanismos bioquímicos y fisiológicos

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

Condiciones de almacenamiento de almacenamiento

Store at -20°C

Enviado en

Ice chest + Ice pads

Este producto requiere envío en cadena de frío. Los servicios terrestres y otros servicios económicos no están disponibles.

Pureza

≥95%

Nombres e identificadores

• Sonrisas canónicas: 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)
• Isómeros 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
• CAS alternativo: 51306-35-5；102417-95-8
• Peso molecular: 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
    • Clase Benzopyrans
      • Subclass 1-benzopyrans
        • Level5 Dibenzopyrans
          • Level6 Xanthenes

• Kingdom: Organic compounds
• Superclass: Organoheterocyclic compounds
• Clase: 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
• Descripción: 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

Propiedades químicas y físicas

• Solubilidad: Soluble in methanol (20 mg/ml)., Soluble in methanol (20 mg/ml).
• Sensibilidad: Light & Moisture Sensitive
• Peso molecular: 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

Referencias

1. Mingzhi Li, Xiaojun Huang, Jiajia Wen, Shikang Chen, Xincheng Wu, Wanning Ma, Steve W. Cui, Mingyong Xie, Shaoping Nie.  (2023)  Innate immune receptors co-recognition of polysaccharides initiates multi-pathway synergistic immune response.  CARBOHYDRATE POLYMERS,      [PMID:36737186] [10.1016/j.carbpol.2022.120533]

2. Kai Yi, Shiyu Fu, Yanbo Huang.  (2022)  Nanocellulose-based superhydrophobic coating with acid resistance and fluorescence.  PROGRESS IN ORGANIC COATINGS,      [PMID:] [10.1016/j.porgcoat.2022.106911]

3. Shanshan Zhang, Sajid Asghar, Chenqi Zhu, Junxiu Ye, Ling Lin, Liu Xu, Ziyi Hu, Zhipeng Chen, Feng Shao, Yanyu Xiao.  (2021)  Multifunctional nanorods based on self-assembly of biomimetic apolipoprotein E peptide for the treatment of Alzheimer's disease.  JOURNAL OF CONTROLLED RELEASE,      [PMID:34087249] [10.1016/j.jconrel.2021.05.044]

4. Shanshan Tie, Wentao Su, Xuedi Zhang, Yannan Chen, Xue Zhao, Mingqian Tan.  (2021)  pH-Responsive Core–Shell Microparticles Prepared by a Microfluidic Chip for the Encapsulation and Controlled Release of Procyanidins.  JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY,      [PMID:33507744] [10.1021/acs.jafc.0c04895]

5. Zuoao Shi, Beilei Gong, Yingda Wan, Junjie Fu, Yanan Zhang, Xin Wang, Guoqing Yan, Yan Meng, Rupei Tang, Xuefeng Yang.  (2025)  Injectable and Wet-Adhesive Coacervate with Enhanced Photothermal Properties for Localized Tumor Treatment.  ACS Applied Polymer Materials,      [PMID:] [10.1021/acsapm.5c01461]

6. You Liu, Zhicai Nong, Mengyang Li, Pei Chen, Weijuan Huang.  (2025)  The effect of particle size and molecular structure of starch-based crosslinkers on self-healing behavior of hydrogel.  FOOD CHEMISTRY,      [PMID:40840386] [10.1016/j.foodchem.2025.145922]

7. Hao Liu, Yun Bai, Yabin Zhu, Bin He.  (2025)  Immobilization of Fluorescein on Hemostatic Starch Particles to Tracking Degradation and Distribution in vivo.  NEW JOURNAL OF CHEMISTRY,      [PMID:] [10.1039/D5NJ01676B]

8. Xuehui Zhang, Jinming Yao, Wenjing Yan, Jing Chen, Yanru Xue, Xiaogang Wu, Weiyi Chen, Yanqin Wang, Qiang Zheng, Qiang Li.  (2026)  Cellulose nanofibers reinforced biomimetic hydrogel featuring orthogonal anisotropic architecture for guiding BMSCs directional migration and osteogenic differentiation.  CARBOHYDRATE POLYMERS,      [PMID:41679864] [10.1016/j.carbpol.2026.124965]