APF - ≥95%, ~5mM in dimethyl formamide , CAS No.359010-70-1

CAS: 359010-70-1 Cat. No.: A356800 Formula: C₂₆H₁₇NO₅ Molecular Weight: 423.42 EC Number: 962-224-3

GRADE & PURITY ≥95%, ~5mM in dimethyl formamide

Synonyms

2-[3-(4-aminophenoxy)-6-oxoxanthen-9-yl]benzoic acid | DTXSID40469879 | 2-(6-(4-Aminophenoxy)-3-oxo-3H-xanthen-9-yl)benzoic acid | SCHEMBL1968894 | 2-[6-(4-AMINOPHENOXY)-3-OXO-3H-XANTHEN-9-YL]BENZOIC ACID | 2-[6-(4-Aminophenoxy)-3-oxo-3H-xanthen-9-yl]-ben

Storage

Store at 2-8°C

Shipped In

Wet ice

Overview

APF is a fluorescent reagent (λ|Ex|max|: 490nm; λ|Em|max|: 515nm) used in the detection of highly reactive oxygen species (hROS). Immediately reacts with hROS such as hydroxyl radical, peroxynitrite and hypochlorite, and the fluorescence intensity greatly increases. When using APF together with HPF, it also allows for specific detection of hypochlorite (|-|OCl) to elucidate reliable roles of|-|OCl in biological systems such as netrophils. Peroxynitrite can also be detected in distinction from nitric oxide and superoxide since APF does not react with nitric oxide, superoxide and hydrogen peroxide. APF is resistant to light-induced autooxidation

Specifications

Synonyms

2-[3-(4-aminophenoxy)-6-oxoxanthen-9-yl]benzoic acid | DTXSID40469879 | 2-(6-(4-Aminophenoxy)-3-oxo-3H-xanthen-9-yl)benzoic acid | SCHEMBL1968894 | 2-[6-(4-AMINOPHENOXY)-3-OXO-3H-XANTHEN-9-YL]BENZOIC ACID | 2-[6-(4-Aminophenoxy)-3-oxo-3H-xanthen-9-yl]-ben

Specifications & Purity

≥95%, ~5mM in dimethyl formamide

Storage

Store at 2-8°C

Shipped In

Wet ice

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

Note

Prepare 500-5'000-fold dilution (~10-1µM) in phosphate buffer (0.1M phosphate, pH 7.4) immediately before use. BSA, phenol red and amines may affect the fluorescence and must be used with caution. Do not store the dilutions.", '

Purity

≥95%

Product Properties

Excitation and Emision Ranges

λex 490 nm, λem 515 nm

Names and Identifiers

Canonical Smiles

C1=CC=C(C(=C1)C2=C3C=CC(=O)C=C3OC4=C2C=CC(=C4)OC5=CC=C(C=C5)N)C(=O)O

IUPAC Name

2-[3-(4-aminophenoxy)-6-oxoxanthen-9-yl]benzoic acid

InChIKey

GIERQYKZWFLVGR-UHFFFAOYSA-N

INCHI

1S/C26H17NO5/c27-15-5-8-17(9-6-15)31-18-10-12-22-24(14-18)32-23-13-16(28)7-11-21(23)25(22)19-3-1-2-4-20(19)26(29)30/h1-14H,27H2,(H,29,30)

Isomeric SMILES

C1=CC=C(C(=C1)C2=C3C=CC(=O)C=C3OC4=C2C=CC(=C4)OC5=CC=C(C=C5)N)C(=O)O

Molecular Weight

423.42

Reaxy-Rn

29522143

Reaxys-RN_link_address

https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=29522143&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 Benzoic acids Phenoxy compounds Phenol ethers Aniline and substituted anilines Benzoyl derivatives Primary aromatic amines Heteroaromatic compounds Amino acids Cyclic ketones Oxacyclic compounds Monocarboxylic acids and derivatives Carboxylic acids Organopnictogen compounds Organic oxides Hydrocarbon derivatives
• Molecular Framework: Aromatic heteropolycyclic compounds
• Substituents: Xanthene - Diaryl ether - Benzoic acid or derivatives - Benzoic acid - Phenoxy compound - Benzoyl - Aniline or substituted anilines - Phenol ether - Monocyclic benzene moiety - Benzenoid - Primary aromatic amine - Heteroaromatic compound - Amino acid or derivatives - Amino acid - Cyclic ketone - Carboxylic acid derivative - Carboxylic acid - Oxacycle - Ether - Monocarboxylic acid or derivatives - Organic nitrogen compound - Amine - Hydrocarbon derivative - Organic oxide - Organic oxygen compound - Organopnictogen compound - Organonitrogen compound - Organooxygen compound - 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

• Solubility: Insoluble in water.
• Refractive Index: n20D1.75 (Predicted)
• Boil Point(°C): 153° C
• Molecular Weight: 423.400 g/mol
• XLogP3: 3.600
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 4
• Exact Mass: 423.111 Da
• Monoisotopic Mass: 423.111 Da
• Topological Polar Surface Area: 98.900 Ų
• Heavy Atom Count: 32
• Formal Charge: 0
• Complexity: 850.000
• 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