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Details

Stereochemistry RACEMIC
Molecular Formula C17H10O4
Molecular Weight 278.2589
Optical Activity ( + / - )
Defined Stereocenters 0 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of FLUORESCAMINE

SMILES

O=C1OC2(OC=C(C2=O)C3=CC=CC=C3)C4=CC=CC=C14

InChI

InChIKey=ZFKJVJIDPQDDFY-UHFFFAOYSA-N
InChI=1S/C17H10O4/c18-15-13(11-6-2-1-3-7-11)10-20-17(15)14-9-5-4-8-12(14)16(19)21-17/h1-10H

HIDE SMILES / InChI
Fluorescamine is a compound that is not fluorescent itself but reacts with primary amines to form highly fluorescent products. Because fluorescamine can specifically target the surface amines on proteins, a conformational change of the protein will result in a change in fluorescence. The fluorescent products have an excitation maximum at 390 nm and an emission maximum at 475 nm. These properties make fluorescamine ideal for detecting amino groups, especially in proteins, peptides, and amino acids. It is 10 to 100 times more sensitive in detecting primary amino groups than the ninhydrin reaction. Fluorescamine is also employed as a reporter group in protein chemistry and immunology.

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
Target ID: surface amines on proteins
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
PubMed

PubMed

TitleDatePubMed
Peptide-mediated lipofection is governed by lipoplex physical properties and the density of surface-displayed amines.
2008-11
Influence of subtilisin on the adhesion of a marine bacterium which produces mainly proteins as extracellular polymers.
2008-09
Penetration profile of taurine in the human skin and its distribution in skin layers.
2008-08
Research on the structure and performance of bacterial magnetic nanoparticles.
2008-03
Comparison of fluorescence-based techniques for the quantification of particle-induced hydroxyl radicals.
2008-02-28
Hemolymph amino acid analysis of individual Drosophila larvae.
2008-02-15
Effect of prolonged intravenous glucose and essential amino acid infusion on nitrogen balance, muscle protein degradation and ubiquitin-conjugating enzyme gene expression in calves.
2008-02-12
Analysis of Bacillus globigii spores by CE.
2008-02
Chemiluminescence determination of sulphadiazine in drugs by flow injection analysis using the peroxyoxalate reaction in micellar medium.
2008-01-22
A mechanism for the fluorogenic reaction of amino groups with fluorescamine and MDPF.
2008
Endocrine-disrupting potential of bisphenol A, bisphenol A dimethacrylate, 4-n-nonylphenol, and 4-n-octylphenol in vitro: new data and a brief review.
2007-12
Membrane fluidity and lipid composition in clinical isolates of Candida albicans isolated from AIDS/HIV patients.
2007-12
Analysis of trace levels of sulfonamides in surface water and soil samples by liquid chromatography-fluorescence.
2007-11-23
Expression of thymidylate synthase in human cells is an early G(1) event regulated by CDK4 and p16INK4A but not E2F.
2007-11-05
Analysis of neuroactive amines in fermented beverages using a portable microchip capillary electrophoresis system.
2007-11-01
Stability-indicating spectrophotometric and spectrofluorimetric methods for determination of alfuzosin hydrochloride in the presence of its degradation products.
2007-11
A comparison of protein quantitation assays for biopharmaceutical applications.
2007-10
Receptor-mediated gene delivery by folate-PEG-baculovirus in vitro.
2007-09-15
Liquid chromatography assay for 5-aminolevulinic acid: application to in vitro assessment of skin penetration via Dermaportation.
2007-06-01
Optimization of analytical conditions and validation of a fluorescence method for the determination of sulfadiazine in milk.
2007-06
Clinical models that objectively evaluate interproximal plaque based on total protein concentration.
2007-06
Spectrofluorometric determination of fluvoxamine in dosage forms, spiked plasma, and real human plasma by derivatization with fluorescamine.
2007-05-04
Protein detection in gels without fixation.
2007-05
Metal contaminants promote degradation of lipid/DNA complexes during lyophilization.
2007-03
In vitro antimicrobial effect of encapsulated vancomycin on internalized Staphylococcus aureus within endothelial cells.
2007-02
Release characteristics of salmon calcitonin from dextran hydrogels for colon-specific delivery.
2007-01
Application of the Mars Organic Analyzer to nucleobase and amine biomarker detection.
2006-12
Synthesis and characterization of insulin-transferrin conjugates.
2006-11-16
Rapid on-column analysis of glucosamine and its mutarotation by microchip capillary electrophoresis.
2006-11-03
Implications of sterol structure for membrane lipid composition, fluidity and phospholipid asymmetry in Saccharomyces cerevisiae.
2006-11
Fluorescence of aromatic amines and their fluorescamine derivatives for detection of explosive vapors.
2006-09
A sequential injection fluorometric procedure for the determination of procaine in human blood and pharmaceuticals.
2006-06
Versatile routes toward functional, water-soluble nanoparticles via trifluoroethylester-PEG-thiol ligands.
2006-04-25
One-step preparation of polyelectrolyte-coated PLGA microparticles and their functionalization with model ligands.
2006-03-10
Muralytic activity of Micrococcus luteus Rpf and its relationship to physiological activity in promoting bacterial growth and resuscitation.
2006-01
Advanced procedures for separation and analysis of low molecular weight inhibitor (NCXIF) of the cardiac sodium-calcium exchanger.
2005-11-25
High performance liquid chromatography post-column chemiluminescence determination of sulfonamide residues in milk at low concentration levels using bis[4-nitro-2-(3,6,9-trioxadecyloxycarbonyl)phenyl] oxalate as chemiluminescent reagent.
2005-11-18
[Determination of chloramphenicol residues in milk by reversed-phase high performance liquid chromatography with fluorescence detection].
2005-11
Control of peptide product sizes by the energy-dependent protease ClpAP.
2005-10-25
Dispersive solid-phase extraction for the determination of sulfonamides in chicken muscle by liquid chromatography.
2005-09-16
Fluorimetric determination of histamine in fish using micellar media and fluorescamine as labelling reagent.
2005-09
Condensation reaction between angiotensin II and dicarboxylic acid in water at high temperature without any catalytic agent additive.
2005-08-06
Utilizing a D-amino acid as a drug carrier for antineoplastic nitrogen mustard groups.
2005-07-20
Interaction of poly-L-arginine with dihexadecyl phosphate/phosphatidylcholine liposomes.
2005-06-21
Biomaterials functionalization using a novel peptide that selectively binds to a conducting polymer.
2005-06
Affinity ligand selection from a library of small molecules: assay development, screening, and application.
2005-05-21
Induction of effective and antigen-specific antitumour immunity by a liposomal ErbB2/HER2 peptide-based vaccination construct.
2005-04-25
Preparation of hybrid (19S-20S-PA28) proteasome complexes and analysis of peptides generated during protein degradation.
2005
[Critical and methodological analyses on the determination of oxygen and nitrogen reactive species in skeletal muscle cells during contractions].
2004-12
Detection of proteins on blot membranes.
2001-05
Patents

Sample Use Guides

In Vivo Use Guide
Unknown
Route of Administration: Unknown
A simple, sensitive and selective spectrofluorimetric method has been developed for the determination of tobramycin (TOB) in human serum and pharmaceutical preparations. The method is based on the reaction between the primary amino group of TOB and fluorescamine in borate buffer, pH 8.5, to give a highly fluorescent derivative which is measured at 469 nm after excitation at 388 nm. The fluorescence intensity was directly proportional to the concentration over the range 300-1500 ng/mL, with a limit of detection of 65 ng/mL and limit of quantitation of 215 ng/mL.
Name Type Language
FLUORESCAMINE
MI  
Common Name English
FLURAM
Preferred Name English
FLUORESCAMINE [MI]
Common Name English
SPIRO(FURAN-2(3H),1'(3'H)-ISOBENZOFURAN)-3,3'-DIONE, 4-PHENYL-
Systematic Name English
RO-20-7234
Code English
4-PHENYLSPIRO(FURAN-2(3H),1'-PHTHALAN)-3,3'-DIONE
Systematic Name English
Code System Code Type Description
FDA UNII
Y6859V58YW
Created by admin on Mon Mar 31 22:12:28 GMT 2025 , Edited by admin on Mon Mar 31 22:12:28 GMT 2025
PRIMARY
EPA CompTox
DTXSID50872017
Created by admin on Mon Mar 31 22:12:28 GMT 2025 , Edited by admin on Mon Mar 31 22:12:28 GMT 2025
PRIMARY
MERCK INDEX
m5461
Created by admin on Mon Mar 31 22:12:28 GMT 2025 , Edited by admin on Mon Mar 31 22:12:28 GMT 2025
PRIMARY Merck Index
WIKIPEDIA
Fluorescamine
Created by admin on Mon Mar 31 22:12:28 GMT 2025 , Edited by admin on Mon Mar 31 22:12:28 GMT 2025
PRIMARY
ECHA (EC/EINECS)
253-814-5
Created by admin on Mon Mar 31 22:12:28 GMT 2025 , Edited by admin on Mon Mar 31 22:12:28 GMT 2025
PRIMARY
CAS
38183-12-9
Created by admin on Mon Mar 31 22:12:28 GMT 2025 , Edited by admin on Mon Mar 31 22:12:28 GMT 2025
PRIMARY
PUBCHEM
37927
Created by admin on Mon Mar 31 22:12:28 GMT 2025 , Edited by admin on Mon Mar 31 22:12:28 GMT 2025
PRIMARY