6-Carboxyfluorescein - ≥95% , CAS No.3301-79-9

CAS: 3301-79-9 Cat. No.: C105327 Molecular Weight: 376.32 Beilstein Registry Number: 54341 EC Number: 636-503-2

GRADE & PURITY ≥95%

Synonyms

6-FAM | FLUOS | AS-47134 | AC-28936 | CHEBI:39073 | J-100061 | 6-FAM | F12261 | 1,5-diamino-4,8-dihydroxy-anthracene-9,10-dione | SCHEMBL20833 | SY057358 | Quinaldinium, 4-amino-1-dodecyl-, acetate | 5(6)-carboxy fluorescein | HY-66021 | Spiro[isobenzofur

Storage

Protected from light,Store at -20°C

Shipped In

Ice chest + Ice pads

Overview

6-Carboxyfluorescein, or 6-FAM is a fluorescent dye primarily utilized in labeling nucleotides and nucleic acids. Also useful as a starting material for the synthesis of other fluorescein-derived reagents.

Specifications

Synonyms

6-FAM | FLUOS | AS-47134 | AC-28936 | CHEBI:39073 | J-100061 | 6-FAM | F12261 | 1, 5-diamino-4, 8-dihydroxy-anthracene-9, 10-dione | SCHEMBL20833 | SY057358 | Quinaldinium, 4-amino-1-dodecyl-, acetate | 5(6)-carboxy fluorescein | HY-66021 | Spiro[isobenzofur

Specifications & Purity

≥95%

Biochemical and Physiological Mechanisms

Amine-reactive fluorescent label. 5-FAM isomer. 6-CFDA and 6-CFDA N -succinimidyl ester hydrolytic product. Polar tracer. Covalently labels peptides and proteins. Deprotonates below pH 7 resulting in reduced fluoresc

Storage

Protected from light, 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%

Names and Identifiers

• Pubchem Sid: 504755102
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/504755102
• Canonical Smiles: C1=CC2=C(C=C1C(=O)O)C3(C4=C(C=C(C=C4)O)OC5=C3C=CC(=C5)O)OC2=O
• IUPAC Name: 3',6'-dihydroxy-1-oxospiro[2-benzofuran-3,9'-xanthene]-5-carboxylic acid
• InChIKey: BZTDTCNHAFUJOG-UHFFFAOYSA-N
• INCHI: 1S/C21H12O7/c22-11-2-5-14-17(8-11)27-18-9-12(23)3-6-15(18)21(14)16-7-10(19(24)25)1-4-13(16)20(26)28-21/h1-9,22-23H,(H,24,25)
• Isomeric SMILES: C1=CC2=C(C=C1C(=O)O)C3(C4=C(C=C(C=C4)O)OC5=C3C=CC(=C5)O)OC2=O
• WGK Germany: 3
• Molecular Weight: 376.32
• Beilstein: 54341
• Reaxy-Rn: 54341
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=54341&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: P-phthalic acid and derivatives Diarylethers Phthalides Benzofuranones Isobenzofurans 1-hydroxy-2-unsubstituted benzenoids Dicarboxylic acids and derivatives Lactones Carboxylic acid esters Oxacyclic compounds Carboxylic acids Organic oxides Hydrocarbon derivatives
• Molecular Framework: Aromatic heteropolycyclic compounds
• Substituents: Xanthene - Para_phthalic_acid - Diaryl ether - Benzofuranone - Phthalide - Isobenzofuranone - Isobenzofuran - Isocoumaran - 1-hydroxy-2-unsubstituted benzenoid - Benzenoid - Dicarboxylic acid or derivatives - Lactone - Carboxylic acid ester - Oxacycle - Ether - Carboxylic acid - Carboxylic acid derivative - Hydrocarbon derivative - Organic oxide - Organic oxygen compound - Organooxygen compound - 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: monocarboxylic acid

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

Mechanisms of Action

Chemical and Physical Properties

• Solubility: 0.1 M NaOH: 9.80-10.20 mg/mL, clear to slightly hazy, orange
• Sensitivity: Light sensitive.
• Melt Point(°C): 150°C
• Molecular Weight: 376.300 g/mol
• XLogP3: 2.900
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 1
• Exact Mass: 376.058 Da
• Monoisotopic Mass: 376.058 Da
• Topological Polar Surface Area: 113.000 Ų
• Heavy Atom Count: 28
• Formal Charge: 0
• Complexity: 637.000
• 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

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