5-Carboxyfluorescein N-succinimidyl ester - ≥90% , CAS No.92557-80-7

CAS: 92557-80-7 Cat. No.: C107881 Molecular Weight: 473.39 Beilstein Registry Number: 7865828 EC Number: 691-350-9

GRADE & PURITY ≥90%

Synonyms

5-carboxyfluorescein succinimidyl ester | 5-Carboxyfluorescein N-Succinimidyl Este | 5-Carboxyfluorescein-N-hydroxysuccinimide Ester | 5-FAM SE ;5-Carboxyfluorescein-N-hydroxysuccinimide Ester | SY058032 | 2,5-dioxopyrrolidin-1-yl 3',6'-dihydroxy-3-oxo-3H

Storage

Store at -20°C,Argon charged

Shipped In

Ice chest + Ice pads

Overview

5-Carboxyfluorescein-N-hydroxysuccinimide Ester is a popular amine-reactive fluorescent reagent used for labeling peptides, proteins and nucleotides. A fluorescein derivative probe that yields carboxyamides that are more resistant to hydrolysis. Also suggested to be used in small fluorescent molecule preparations.
Derivative of fluorescein giving stable derivative upon conjugation with biopolymers. Fluorescent probe for nucleotides; Reagent for fluorescent derivatization in capillary electrophoresis

Specifications

Synonyms

5-carboxyfluorescein succinimidyl ester | 5-Carboxyfluorescein N-Succinimidyl Este | 5-Carboxyfluorescein-N-hydroxysuccinimide Ester | 5-FAM SE ;5-Carboxyfluorescein-N-hydroxysuccinimide Ester | SY058032 | 2, 5-dioxopyrrolidin-1-yl 3', 6'-dihydroxy-3-oxo-3H

Specifications & Purity

≥90%

Storage

Store at -20°C, Argon charged

Shipped In

Ice chest + Ice pads

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

Purity

≥90%

Names and Identifiers

• Pubchem Sid: 488193291
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/488193291
• Canonical Smiles: C1CC(=O)N(C1=O)OC(=O)C2=CC3=C(C=C2)C4(C5=C(C=C(C=C5)O)OC6=C4C=CC(=C6)O)OC3=O
• IUPAC Name: (2,5-dioxopyrrolidin-1-yl) 3',6'-dihydroxy-3-oxospiro[2-benzofuran-1,9'-xanthene]-5-carboxylate
• InChIKey: GECIDMICWWDIBO-UHFFFAOYSA-N
• INCHI: 1S/C25H15NO9/c27-13-2-5-17-19(10-13)33-20-11-14(28)3-6-18(20)25(17)16-4-1-12(9-15(16)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)C4(C5=C(C=C(C=C5)O)OC6=C4C=CC(=C6)O)OC3=O
• WGK Germany: 3
• Molecular Weight: 473.39
• Beilstein: 7865828
• Reaxy-Rn: 7865828
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=7865828&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: M-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 - Meta_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 - Organooxygen compound - Organic oxide - Organonitrogen 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

• Solubility: Soluble in water (partly miscible), and DMSO.
• Sensitivity: heat sensitive；light sensitive；Moisture sensitive
• Refractive Index: 1.79
• Boil Point(°C): 778.67° C
• Melt Point(°C): >300°C
• 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