DAF-2 DA - ≥95% , CAS No.205391-02-2

CAS: 205391-02-2 Cat. No.: D276583 Molecular Weight: 446.41

GRADE & PURITY ≥95%

Synonyms

Spiro[isobenzofuran-1(3H),9'-[9H]xanthen]-3-one,3',6'-bis(acetyloxy)-5,6-diamino- | 5,6-Diaminofluorescein diacetat | 5,6-Diaminofluorescein diacetate, BioReagent, suitable for fluorescence, >=98.0% (HPLC) | DAF2DA | DAF-2DA | 5,6-Diaminofluorescein diace

Storage

Protected from light,Store at -20°C,Desiccated

Shipped In

Ice chest + Ice pads

Overview

Store at -20°C. Store In the Dark. Store under desiccating conditions. This product is air and light sensitive and impurities can occur as a result of air oxidation or due to metabolism by microbes.

Specifications

Synonyms

Spiro[isobenzofuran-1(3H), 9'-[9H]xanthen]-3-one, 3', 6'-bis(acetyloxy)-5, 6-diamino- | 5, 6-Diaminofluorescein diacetat | 5, 6-Diaminofluorescein diacetate, BioReagent, suitable for fluorescence, >=98.0% (HPLC) | DAF2DA | DAF-2DA | 5, 6-Diaminofluorescein diace

Specifications & Purity

≥95%

Biochemical and Physiological Mechanisms

Fluorescent nitric oxide probe; membrane-permeable. Once inside cell it reacts with NO in the presence of oxygen to yield the highly fluorescent triazolofluorescein DAF-2T . Determines nitric oxide synthase activity. Has a 2-5 nM detection lim

Storage

Protected from light, Store at -20°C, Desiccated

Shipped In

Ice chest + Ice pads

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

Note

Wherever possible, you should prepare and use solutions on the same day. However, if you need to make up stock solutions in advance, we recommend that you store the solution as aliquots in tightly sealed vials at -20°C. Generally, these will be useable for up to one month. Before use, and prior to opening the vial we recommend that you allow your product to equilibrate to room temperature for at least 1 hour. Need more advice on solubility, usage and handling? Please visit our frequently asked questions (FAQ) page for more details.

Purity

≥95%

Names and Identifiers

• Canonical Smiles: CC(=O)OC1=CC2=C(C=C1)C3(C4=C(O2)C=C(C=C4)OC(=O)C)C5=CC(=C(C=C5C(=O)O3)N)N
• IUPAC Name: (6'-acetyloxy-5,6-diamino-3-oxospiro[2-benzofuran-1,9'-xanthene]-3'-yl) acetate
• InChIKey: PTSUYDXEEKDBQU-UHFFFAOYSA-N
• INCHI: 1S/C24H18N2O7/c1-11(27)30-13-3-5-16-21(7-13)32-22-8-14(31-12(2)28)4-6-17(22)24(16)18-10-20(26)19(25)9-15(18)23(29)33-24/h3-10H,25-26H2,1-2H3
• Isomeric SMILES: CC(=O)OC1=CC2=C(C=C1)C3(C4=C(O2)C=C(C=C4)OC(=O)C)C5=CC(=C(C=C5C(=O)O3)N)N
• Molecular Weight: 446.41
• Reaxy-Rn: 8021859
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=8021859&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 Tricarboxylic acids and derivatives Isobenzofurans Benzenoids Lactones Carboxylic acid esters Amino acids and derivatives Oxacyclic compounds Primary amines Organopnictogen compounds Organic oxides Hydrocarbon derivatives Carbonyl compounds
• Molecular Framework: Aromatic heteropolycyclic compounds
• Substituents: Xanthene - Diaryl ether - Benzofuranone - Phthalide - Isobenzofuranone - Tricarboxylic acid or derivatives - Isocoumaran - Isobenzofuran - Benzenoid - Amino acid or derivatives - Carboxylic acid ester - Lactone - Ether - Carboxylic acid derivative - Oxacycle - Primary amine - Organopnictogen compound - Organooxygen compound - Organonitrogen compound - Organic oxygen compound - Amine - Carbonyl group - Organic nitrogen compound - Organic oxide - Hydrocarbon derivative - 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: Supplied in DMSO (5 mM)
• Sensitivity: air and light sensitive
• Molecular Weight: 446.400 g/mol
• XLogP3: 2.300
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 9
• Rotatable Bond Count: 4
• Exact Mass: 446.111 Da
• Monoisotopic Mass: 446.111 Da
• Topological Polar Surface Area: 140.000 Ų
• Heavy Atom Count: 33
• Formal Charge: 0
• Complexity: 779.000
• 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

1. Xiaoyong Huang, Huiting Yang, Xiaomin Ren, Qianqian Li, Jianzhong Wang, Jia Cheng, Zilong Sun.  (2025)  Copper(II) enhances the antibacterial activity of nitroxoline against MRSA by promoting aerobic glycolysis.  BIOPHYSICAL CHEMISTRY,      [PMID:39987707] [10.1016/j.bpc.2025.107419]

2. Qi Liang Zhu, Nian Zhao Wang, Wen Hao Han, Shu Qi Ma, You Lv, Yan Ping Wang.  (2025)  Transcriptomic and metabonomic analysis of quorum sensing signal (N-octanoyl-DL-homoserine lactone) on regulating poplar fine roots growth.  ENVIRONMENTAL AND EXPERIMENTAL BOTANY,      [PMID:] [10.1016/j.envexpbot.2025.106229]

3. Xiaoyong Huang, Huiting Yang, Chenli Wang, Shiqi Yan, Xiaomin Ren, Zilong Sun.  (2025)  Pterostilbene Eliminates MRSA Independent of Metabolic State and Effectively Prevents Biofilm Formation in Milk Matrices.  Foods,  14  (18): (3236).  [PMID:41008208] [10.3390/foods14183236]

4. Xiaoyong Huang, Qianqian Li, Shiqi Yan, Chenli Wang, Xiaomin Ren, Jianzhong Wang, Jia Cheng, Zilong Sun.  (2025)  The antibacterial efficacy of nitroxoline against multidrug resistant Escherichia coli associated with copper binding.  EUROPEAN JOURNAL OF PHARMACOLOGY,      [PMID:40180272] [10.1016/j.ejphar.2025.177576]

5. Xiaoyong Huang, Qianqian Li, Shaobo Yun, Xiaomin Ren, Sijie Wu, Jia Cheng.  (2025)  Psoralea corylifolia seed extract bakuchiol hijacks bacterial metabolism to induce oxygen-dependent membrane lipid peroxidation in methicillin-resistant Staphylococcus aureus.  BIOORGANIC CHEMISTRY,      [PMID:41151326] [10.1016/j.bioorg.2025.109154]

6. Qianqian Li, Shaobo Yun, Xiaomin Ren, Sijie Wu, Jia Cheng, Xiaoyong Huang.  (2025)  Bakuchiol, a Natural Antioxidant, Synergizes with Colistin Against Multidrug-Resistant Gram-Negative Bacteria by Disrupting Iron Homeostasis and Membrane Integrity.  Antioxidants,  14  (10): (1178).  [PMID:41154487] [10.3390/antiox14101178]