Fura-2, AM - ≥95%(HPLC) , CAS No.108964-32-5

CAS: 108964-32-5 Cat. No.: F131042 Molecular Weight: 1001.85 Beilstein Registry Number: 8183748

GRADE & PURITY ≥95%(HPLC)

Synonyms

FURA 2-AM | Fura-2 AM | 2-[6-[bis[2-[(acetyloxy)methoxy]-2-oxoethyl]amino]-5-[2-[2-[bis[2-[(acetyloxy)methoxy]-2-oxoethyl]amino]-5-methylphenoxy]ethoxy]-2-benzofuranyl]-5-oxazolecarboxylic acid, (acetyloxy)methyl ester

Storage

Protected from light,Store at -20°C

Shipped In

Ice chest + Ice pads

Overview

High affinity, excitation-ratiometric fluorescent indicator for quantifying intracellular Ca2+ concentration

Specifications

Synonyms

FURA 2-AM | Fura-2 AM | 2-[6-[bis[2-[(acetyloxy)methoxy]-2-oxoethyl]amino]-5-[2-[2-[bis[2-[(acetyloxy)methoxy]-2-oxoethyl]amino]-5-methylphenoxy]ethoxy]-2-benzofuranyl]-5-oxazolecarboxylic acid, (acetyloxy)methyl ester

Specifications & Purity

≥95%(HPLC)

Biochemical and Physiological Mechanisms

Fluorescent Ca2+indicator. Selective for Ca2+over other divalent cations Mg2+, Zn2+, Fe2+and Mn2+. Used to determine intracellular Ca2+concentration.F 127 for the solubilization of FURA-2AM is also available.

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.

Purity

≥95%(HPLC)

Names and Identifiers

• Canonical Smiles: CC1=CC(=C(C=C1)N(CC(=O)OCOC(=O)C)CC(=O)OCOC(=O)C)OCCOC2=C(C=C3C(=C2)C=C(O3)C4=NC=C(O4)C(=O)OCOC(=O)C)N(CC(=O)OCOC(=O)C)CC(=O)OCOC(=O)C
• IUPAC Name: acetyloxymethyl 2-[6-[bis[2-(acetyloxymethoxy)-2-oxoethyl]amino]-5-[2-[2-[bis[2-(acetyloxymethoxy)-2-oxoethyl]amino]-5-methylphenoxy]ethoxy]-1-benzofuran-2-yl]-1,3-oxazole-5-carboxylate
• InChIKey: VPSRLGDRGCKUTK-UHFFFAOYSA-N
• INCHI: 1S/C44H47N3O24/c1-25-7-8-32(46(16-39(53)65-20-60-26(2)48)17-40(54)66-21-61-27(3)49)35(11-25)58-9-10-59-36-12-31-13-37(43-45-15-38(71-43)44(57)69-24-64-30(6)52)70-34(31)14-33(36)47(18-41(55)67-22-62-28(4)50)19-42(56)68-23-63-29(5)51/h7-8,11-15H,9-10,16-24H2,1-6H3
• Isomeric SMILES: CC1=CC(=C(C=C1)N(CC(=O)OCOC(=O)C)CC(=O)OCOC(=O)C)OCCOC2=C(C=C3C(=C2)C=C(O3)C4=NC=C(O4)C(=O)OCOC(=O)C)N(CC(=O)OCOC(=O)C)CC(=O)OCOC(=O)C
• Molecular Weight: 1001.85
• Beilstein: 8183748
• Reaxy-Rn: 8183748
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=8183748&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organic acids and derivatives
    • Class Carboxylic acids and derivatives
      • Subclass Amino acids, peptides, and analogues
        • Level5 Amino acids and derivatives
          • Level6 Alpha amino acids and derivatives
            • Level7 Alpha amino acid esters

• Kingdom: Organic compounds
• Superclass: Organic acids and derivatives
• Class: Carboxylic acids and derivatives
• Subclass: Amino acids, peptides, and analogues
• Intermediate Tree Nodes: Amino acids and derivatives - Alpha amino acids and derivatives
• Direct Parent: Alpha amino acid esters
• Alternative Parents: Benzofurans Aminophenyl ethers Phenoxy compounds Dialkylarylamines Aniline and substituted anilines Aminotoluenes 2,5-disubstituted oxazoles Acylals Alkyl aryl ethers Heteroaromatic compounds Furans Oxacyclic compounds Acetals Azacyclic compounds Carbonyl compounds Hydrocarbon derivatives Organic oxides Organopnictogen compounds
• Molecular Framework: Aromatic heteropolycyclic compounds
• Substituents: Alpha-amino acid ester - Aminophenyl ether - Benzofuran - Phenoxy compound - Phenol ether - Tertiary aliphatic/aromatic amine - Dialkylarylamine - Aminotoluene - Aniline or substituted anilines - 2,5-disubstituted 1,3-oxazole - Alkyl aryl ether - Toluene - Acylal - Monocyclic benzene moiety - Benzenoid - Azole - Heteroaromatic compound - Oxazole - Furan - Tertiary amine - Carboxylic acid ester - Acetal - Oxacycle - Azacycle - Ether - Organoheterocyclic compound - Carbonyl group - Organic nitrogen compound - Hydrocarbon derivative - Organic oxide - Organic oxygen compound - Organopnictogen compound - Amine - Organonitrogen compound - Organooxygen compound - Aromatic heteropolycyclic compound
• Description: This compound belongs to the class of organic compounds known as alpha amino acid esters. These are ester derivatives of alpha amino acids.
• 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: DMSO: 10 mg/ml; Ethanol: Slightly soluble
• Sensitivity: light sensitive
• Molecular Weight: 1001.800 g/mol
• XLogP3: 4.500
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 27
• Rotatable Bond Count: 37
• Exact Mass: 1001.25 Da
• Monoisotopic Mass: 1001.25 Da
• Topological Polar Surface Area: 327.000 Ų
• Heavy Atom Count: 71
• Formal Charge: 0
• Complexity: 1780.000
• 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