FAM azide,6-isomer - 10 mM/DMSO , CAS No.1386385-76-7

CAS: 1386385-76-7 Cat. No.: F171434 Molecular Weight: 458.42

GRADE & PURITY 10 mM/DMSO

Synonyms

4-((3-Azidopropyl)carbamoyl)-2-(6-hydroxy-3-oxo-3H-xanthen-9-yl)benzoesäure, 6-Carboxyfluorescein Azide, 6-FAM azide, N-(3-azidopropyl)-3′,6′-dihydroxy-3-oxo-3H-spiro[isobenzofuran-1,9′-xanthene]-6-carboxamide

Storage

Store at -80°C

Shipped In

Dry ice packs + Cold packs

Overview

Fluorescent dye azides can be used for the fluorescent labeling of terminal alkyne-modified molecules by the Cu(I)-catalyzed azide-alkyne (CuAAC) reaction (click reaction).

Specifications

Synonyms

4-((3-Azidopropyl)carbamoyl)-2-(6-hydroxy-3-oxo-3H-xanthen-9-yl)benzoesäure, 6-Carboxyfluorescein Azide, 6-FAM azide, N-(3-azidopropyl)-3′, 6′-dihydroxy-3-oxo-3H-spiro[isobenzofuran-1, 9′-xanthene]-6-carboxamide

Specifications & Purity

10 mM/DMSO

Biochemical and Physiological Mechanisms

Green emitting fluorescent dye azide for click chemistry.

Storage

Store at -80°C

Shipped In

Dry ice packs + Cold packs

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.

Names and Identifiers

• Canonical Smiles: C1=CC2=C(C=C1C(=O)NCCCN=[N+]=[N-])C3(C4=C(C=C(C=C4)O)OC5=C3C=CC(=C5)O)OC2=O
• IUPAC Name: N-(3-azidopropyl)-3',6'-dihydroxy-1-oxospiro[2-benzofuran-3,9'-xanthene]-5-carboxamide
• InChIKey: JQDJGCPZDAATOX-UHFFFAOYSA-N
• INCHI: 1S/C24H18N4O6/c25-28-27-9-1-8-26-22(31)13-2-5-16-19(10-13)24(34-23(16)32)17-6-3-14(29)11-20(17)33-21-12-15(30)4-7-18(21)24/h2-7,10-12,29-30H,1,8-9H2,(H,26,31)
• Isomeric SMILES: C1=CC2=C(C=C1C(=O)NCCCN=[N+]=[N-])C3(C4=C(C=C(C=C4)O)OC5=C3C=CC(=C5)O)OC2=O
• Molecular Weight: 458.42
• Reaxy-Rn: 22924757
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=22924757&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 Secondary carboxylic acid amides Lactones Carboxylic acid esters Azo imides Azo compounds Oxacyclic compounds Organic zwitterions Organic salts Organic oxides Hydrocarbon derivatives
• Molecular Framework: Aromatic heteropolycyclic compounds
• Substituents: Xanthene - Diaryl ether - Benzofuranone - Phthalide - Isobenzofuranone - Isobenzofuran - Isocoumaran - Phenol - 1-hydroxy-2-unsubstituted benzenoid - Benzenoid - Azo compound - Azo imide - Carboxamide group - Secondary carboxylic acid amide - Carboxylic acid ester - Lactone - Oxacycle - Carboxylic acid derivative - Ether - Hydrocarbon derivative - Organonitrogen compound - Organooxygen compound - Organic oxygen compound - Organic oxide - Organic zwitterion - Organic nitrogen compound - Organic salt - 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

• Sensitivity: light sensitive
• Molecular Weight: 458.400 g/mol
• XLogP3: 4.000
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 8
• Rotatable Bond Count: 5
• Exact Mass: 458.123 Da
• Monoisotopic Mass: 458.123 Da
• Topological Polar Surface Area: 119.000 Ų
• Heavy Atom Count: 34
• Formal Charge: 0
• Complexity: 821.000
• 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. Yuchen Wang, Shi-Chao Lu, Hui Wen, Chunyue Zhao, Yanfei Jiang, Huaqing Cui.  (2024)  A CuSO4/Bicinchoninic acid/Reducing sugar based stable and non-ROS catalyst system for the CuAAC reaction in bioanalysis.  BIOORGANIC CHEMISTRY,      [PMID:38878754] [10.1016/j.bioorg.2024.107557]