6-Carboxyfluorescein N-hydroxysuccinimide ester - for fluorescence analysis , CAS No.92557-81-8

CAS: 92557-81-8 Cat. No.: C112921 Molecular Weight: 473.39 Beilstein Registry Number: 8024096

GRADE & PURITY for Fluorescence analysis

Synonyms

OSu-FAM | CHEBI:132203 | HY-15939 | FT-0621012 | 6-CarboxyfluoresceinN-hydroxysuccinimideester | MFCD00077323 | 6-Carboxyfluorescein N-succinimidyl ester | PD012484 | 6-FAM SE | BP-23900 | FAM NHS ester, 6-isomer | VDABVNMGKGUPEY-UHFFFAOYSA-N | 5-carboxyf

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

Overview

An amine-reactive succinimidyl ester carboxyfluorescein that yields carboxyamides which are more resistant to hydrolysis than fluorescein conjugates prepared with FITC.
A fluorescein succinimidyl ester

Specifications

Synonyms

OSu-FAM | CHEBI:132203 | HY-15939 | FT-0621012 | 6-CarboxyfluoresceinN-hydroxysuccinimideester | MFCD00077323 | 6-Carboxyfluorescein N-succinimidyl ester | PD012484 | 6-FAM SE | BP-23900 | FAM NHS ester, 6-isomer | VDABVNMGKGUPEY-UHFFFAOYSA-N | 5-carboxyf

Specifications & Purity

for fluorescence analysis

Biochemical and Physiological Mechanisms

Commonly used fluorescent reagent for labeling of peptides, proteins and nucleotides. Amine-reactive succinimidyl ester carboxyfluorescein which yields carboxyamides that are more resistant to hydrolysis than fluorescein conjugates prepared with FITC.

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.

Grade

for Fluorescence analysis

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

• Pubchem Sid: 504761674
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/504761674
• Canonical Smiles: C1CC(=O)N(C1=O)OC(=O)C2=CC3=C(C=C2)C(=O)OC34C5=C(C=C(C=C5)O)OC6=C4C=CC(=C6)O
• IUPAC Name: (2,5-dioxopyrrolidin-1-yl) 3',6'-dihydroxy-1-oxospiro[2-benzofuran-3,9'-xanthene]-5-carboxylate
• InChIKey: VDABVNMGKGUPEY-UHFFFAOYSA-N
• INCHI: 1S/C25H15NO9/c27-13-2-5-16-19(10-13)33-20-11-14(28)3-6-17(20)25(16)18-9-12(1-4-15(18)24(32)34-25)23(31)35-26-21(29)7-8-22(26)30/h1-6,9-11,27-28H,7-8H2
• Isomeric SMILES: C1CC(=O)N(C1=O)OC(=O)C2=CC3=C(C=C2)C(=O)OC34C5=C(C=C(C=C5)O)OC6=C4C=CC(=C6)O
• WGK Germany: 3
• Molecular Weight: 473.39
• Beilstein: 8024096
• Reaxy-Rn: 8024096
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=8024096&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 Pyrrolidine-2-ones Dicarboxylic acids and derivatives Dicarboximides Carboxylic acid esters Carboxylic acid salts Lactones Lactams Azacyclic compounds Oxacyclic compounds Organic salts Organonitrogen compounds Organic oxides Hydrocarbon derivatives Organopnictogen compounds Carbonyl compounds
• Molecular Framework: Aromatic heteropolycyclic compounds
• Substituents: Xanthene - Para_phthalic_acid - Diaryl ether - Benzofuranone - Isobenzofuranone - Phthalide - Isocoumaran - Isobenzofuran - 1-hydroxy-2-unsubstituted benzenoid - Dicarboxylic acid or derivatives - Pyrrolidone - 2-pyrrolidone - Benzenoid - Dicarboximide - Pyrrolidine - Carboxylic acid ester - Carboxylic acid salt - Lactam - Lactone - Azacycle - Carboxylic acid derivative - Oxacycle - Ether - Organic salt - Organopnictogen compound - Organic oxygen compound - Organic nitrogen compound - Carbonyl group - Hydrocarbon derivative - Organic oxide - Organonitrogen 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: 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: 473.400 g/mol
• XLogP3: 2.400
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 9
• Rotatable Bond Count: 3
• Exact Mass: 473.075 Da
• Monoisotopic Mass: 473.075 Da
• Topological Polar Surface Area: 140.000 Ų
• Heavy Atom Count: 35
• Formal Charge: 0
• Complexity: 894.000
• 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