DAF-2 - ≥95%(HPLC) , CAS No.205391-01-1

CAS: 205391-01-1 Cat. No.: D131457 Molecular Weight: 362.34 EC Number: 634-985-9

GRADE & PURITY ≥95%(HPLC)

Synonyms

4,5-Diaminofluorescein | 2-(3,6-Dihydroxy-9H-xanthen-9-yl)-4,5-diamino-benzoic acid | DTXSID60443252 | AS-78359 | 5,6-Diamino-3',6'-dihydroxy-3H-spiro[isobenzofuran-1,9'-xanthen]-3-one | DAF-2-CAS 205391-01-1-Calbiochem | Spiro[isobenzofuran-1(3H),9'-[9H]

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

Overview

DAF-2 is a sensitive and specific fluorescent indicator for the direct detection of nitric oxide (NO) in vitro. In the presence of oxygen, the relatively non-fluorescent DAF-2 reacts rapidly with NO to yield the highly fluorescent triazolofluorescein compound. DAF-2 can detect NO under neutral conditions (detection limit = 5 nM).
A sensitive and specific fluorescent indicator for the direct detection of nitric oxide (NO) in vitro.

Specifications

Synonyms

4, 5-Diaminofluorescein | 2-(3, 6-Dihydroxy-9H-xanthen-9-yl)-4, 5-diamino-benzoic acid | DTXSID60443252 | AS-78359 | 5, 6-Diamino-3', 6'-dihydroxy-3H-spiro[isobenzofuran-1, 9'-xanthen]-3-one | DAF-2-CAS 205391-01-1-Calbiochem | Spiro[isobenzofuran-1(3H), 9'-[9H]

Specifications & Purity

≥95%(HPLC)

Biochemical and Physiological Mechanisms

Highly sensitive, specific fluorescent detector for nitric oxide (NO) . Essentially nonfluorescent until it reacts with NO to yield the highly fluorescent triazolofluorescein (DAF-2T).

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.

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%(HPLC)

Names and Identifiers

• Pubchem Sid: 504765573
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/504765573
• Canonical Smiles: C1=CC2=C(C=C1O)OC3=C(C24C5=CC(=C(C=C5C(=O)O4)N)N)C=CC(=C3)O
• IUPAC Name: 5,6-diamino-3',6'-dihydroxyspiro[2-benzofuran-3,9'-xanthene]-1-one
• InChIKey: LTYUPYUWXRTNFQ-UHFFFAOYSA-N
• INCHI: 1S/C20H14N2O5/c21-15-7-11-14(8-16(15)22)20(27-19(11)25)12-3-1-9(23)5-17(12)26-18-6-10(24)2-4-13(18)20/h1-8,23-24H,21-22H2
• Isomeric SMILES: C1=CC2=C(C=C1O)OC3=C(C24C5=CC(=C(C=C5C(=O)O4)N)N)C=CC(=C3)O
• Molecular Weight: 362.34
• Reaxy-Rn: 8014486
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=8014486&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 Lactones Carboxylic acid esters Amino acids and derivatives Oxacyclic compounds Primary amines Organic oxides Hydrocarbon derivatives
• Molecular Framework: Aromatic heteropolycyclic compounds
• Substituents: Xanthene - Diaryl ether - Benzofuranone - Phthalide - Isobenzofuranone - Isocoumaran - Isobenzofuran - Phenol - 1-hydroxy-2-unsubstituted benzenoid - Benzenoid - Carboxylic acid ester - Lactone - Amino acid or derivatives - Ether - Carboxylic acid derivative - Oxacycle - Hydrocarbon derivative - Organooxygen compound - Organonitrogen compound - Organic oxide - Organic nitrogen compound - Organic oxygen compound - Amine - Primary amine - 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

• Molecular Weight: 362.300 g/mol
• XLogP3: 2.100
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 0
• Exact Mass: 362.09 Da
• Monoisotopic Mass: 362.09 Da
• Topological Polar Surface Area: 128.000 Ų
• Heavy Atom Count: 27
• Formal Charge: 0
• Complexity: 589.000
• 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. Shuang-Shuang Wan, Jin-Yue Zeng, Han Cheng, Xian-Zheng Zhang.  (2018)  ROS-induced NO generation for gas therapy and sensitizing photodynamic therapy of tumor.  BIOMATERIALS,      [PMID:30218836] [10.1016/j.biomaterials.2018.09.004]