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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=C1C=CC=C4

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

Molecular Formula C17H10O4
Molecular Weight 278.2589
Charge 0
Count
Stereochemistry RACEMIC
Additional Stereochemistry No
Defined Stereocenters 0 / 1
E/Z Centers 0
Optical Activity ( + / - )

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
Detection of proteins on blot membranes.
2001 May
Eimeria tenella infection in chickens: effect on plasma and muscle 3-methylhistidine.
2001 Nov
The fluorescence of advanced Maillard products is a good indicator of lysine damage during the Maillard reaction.
2001 Oct
Synthesis of aromatic nitrogen mustard agents and analysis of their alkylation activity at physiological pH and temperature.
2002
Spectrofluorimetric determination of vigabatrin and gabapentin in urine and dosage forms through derivatization with fluorescamine.
2002 Jan 1
LC determination of aminoglutethimide enantiomers as dansyl and fluorescamine derivatives in tablet formulations.
2002 May 15
Determination of bone and tissue concentrations of teicoplanin mixed with hydroxyapatite cement to repair cortical defects.
2002 Oct-Nov
A bifunctional alkylating nitrogen mustard agent that utilizes barbituric acid as carrier drug with the potential for crossing the brain-blood barrier.
2003
Determination of total folate in plant material by chemical conversion into para-aminobenzoic acid followed by high performance liquid chromatography combined with on-line postcolumn derivatization and fluorescence detection.
2003 Dec 31
Critical flocculation concentrations, binding isotherms, and ligand exchange properties of peptide-modified gold nanoparticles studied by UV-visible, fluorescence, and time-correlated single photon counting spectroscopies.
2003 Nov 1
Quantitative analysis of twelve sulfonamides in honey after acidic hydrolysis by high-performance liquid chromatography with post-column derivatization and fluorescence detection.
2004 Aug 20
Synthesis and alkylation activity of a nitrogen mustard agent to penetrate the blood-brain barrier.
2004 Jan-Feb
Determination of the mycotoxin fumonisin B1 in maize by reversed-phase thin-layer chromatography: a collaborative study.
2004 May
An HPLC method for the determination of lisinopril in human plasma and urine with fluorescence detection.
2004 Sep 25
Determination of sulfonamide residues in the tissues of food animals using automated precolumn derivatization and liquid chromatography with fluorescence detection.
2004 Sep-Oct
Affinity ligand selection from a library of small molecules: assay development, screening, and application.
2005 Jan-Feb
Biomaterials functionalization using a novel peptide that selectively binds to a conducting polymer.
2005 Jun
Characterization of advanced glycation end products for biochemical studies: side chain modifications and fluorescence characteristics.
2005 Mar 15
[Determination of chloramphenicol residues in milk by reversed-phase high performance liquid chromatography with fluorescence detection].
2005 Nov
In vitro antimicrobial effect of encapsulated vancomycin on internalized Staphylococcus aureus within endothelial cells.
2007 Feb
Optimization of analytical conditions and validation of a fluorescence method for the determination of sulfadiazine in milk.
2007 Jun
Clinical models that objectively evaluate interproximal plaque based on total protein concentration.
2007 Jun
Liquid chromatography assay for 5-aminolevulinic acid: application to in vitro assessment of skin penetration via Dermaportation.
2007 Jun 1
Spectrofluorometric determination of fluvoxamine in dosage forms, spiked plasma, and real human plasma by derivatization with fluorescamine.
2007 Mar-Apr
Protein detection in gels without fixation.
2007 May
Stability-indicating spectrophotometric and spectrofluorimetric methods for determination of alfuzosin hydrochloride in the presence of its degradation products.
2007 Nov
A comparison of protein quantitation assays for biopharmaceutical applications.
2007 Oct
Penetration profile of taurine in the human skin and its distribution in skin layers.
2008 Aug
Analysis of Bacillus globigii spores by CE.
2008 Feb
Hemolymph amino acid analysis of individual Drosophila larvae.
2008 Feb 15
Comparison of fluorescence-based techniques for the quantification of particle-induced hydroxyl radicals.
2008 Feb 28
Research on the structure and performance of bacterial magnetic nanoparticles.
2008 Mar
Influence of subtilisin on the adhesion of a marine bacterium which produces mainly proteins as extracellular polymers.
2008 Sep
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.
Substance Class Chemical
Created
by admin
on Sat Dec 16 08:36:58 GMT 2023
Edited
by admin
on Sat Dec 16 08:36:58 GMT 2023
Record UNII
Y6859V58YW
Record Status Validated (UNII)
Record Version
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Name Type Language
FLUORESCAMINE
MI  
Common Name English
FLUORESCAMINE [MI]
Common Name English
SPIRO(FURAN-2(3H),1'(3'H)-ISOBENZOFURAN)-3,3'-DIONE, 4-PHENYL-
Systematic Name English
FLURAM
Brand 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 Sat Dec 16 08:36:58 GMT 2023 , Edited by admin on Sat Dec 16 08:36:58 GMT 2023
PRIMARY
EPA CompTox
DTXSID50872017
Created by admin on Sat Dec 16 08:36:58 GMT 2023 , Edited by admin on Sat Dec 16 08:36:58 GMT 2023
PRIMARY
MERCK INDEX
m5461
Created by admin on Sat Dec 16 08:36:58 GMT 2023 , Edited by admin on Sat Dec 16 08:36:58 GMT 2023
PRIMARY Merck Index
WIKIPEDIA
Fluorescamine
Created by admin on Sat Dec 16 08:36:58 GMT 2023 , Edited by admin on Sat Dec 16 08:36:58 GMT 2023
PRIMARY
ECHA (EC/EINECS)
253-814-5
Created by admin on Sat Dec 16 08:36:58 GMT 2023 , Edited by admin on Sat Dec 16 08:36:58 GMT 2023
PRIMARY
CAS
38183-12-9
Created by admin on Sat Dec 16 08:36:58 GMT 2023 , Edited by admin on Sat Dec 16 08:36:58 GMT 2023
PRIMARY
PUBCHEM
37927
Created by admin on Sat Dec 16 08:36:58 GMT 2023 , Edited by admin on Sat Dec 16 08:36:58 GMT 2023
PRIMARY