U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry ACHIRAL
Molecular Formula C24H35NO
Molecular Weight 353.5408
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of LAURDAN

SMILES

CCCCCCCCCCCC(=O)C1=CC2=C(C=C1)C=C(C=C2)N(C)C

InChI

InChIKey=JHDGGIDITFLRJY-UHFFFAOYSA-N
InChI=1S/C24H35NO/c1-4-5-6-7-8-9-10-11-12-13-24(26)22-15-14-21-19-23(25(2)3)17-16-20(21)18-22/h14-19H,4-13H2,1-3H3

HIDE SMILES / InChI

Molecular Formula C24H35NO
Molecular Weight 353.5408
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Approval Year

PubMed

PubMed

TitleDatePubMed
Tamoxifen perturbs lipid bilayer order and permeability: comparison of DSC, fluorescence anisotropy, laurdan generalized polarization and carboxyfluorescein leakage studies.
2001 Apr 10
Surface properties of cholesterol-containing membranes detected by Prodan fluorescence.
2001 Apr 2
Loss of apoB-100 secondary structure and conformation in hydroperoxide rich, electronegative LDL(-).
2001 Jul 1
Segregation of saturated chain lipids in pulmonary surfactant films and bilayers.
2002 Apr
Activation of dynamin II by POPC in giant unilamellar vesicles: a two-photon fluorescence microscopy study.
2002 Aug
Phototoxic effect of fluoroquinolones on two human cell lines.
2002 Aug
Effect of human Apo AIV against lipid peroxidation of very low density lipoproteins.
2002 Jan
Different modulation of phospholipase A2 activity by saturated and monounsaturated N-acylethanolamines.
2003 Apr
Properties of palmitoyl phosphatidylcholine, sphingomyelin, and dihydrosphingomyelin bilayer membranes as reported by different fluorescent reporter molecules.
2003 Feb
Direct observation of lipid domains in free standing bilayers: from simple to complex lipid mixtures.
2003 Jan
Chemical-physical properties of lipoproteins in anorexia nervosa.
2004 Nov
Pressure-induced shape change of phospholipid vesicles: implication of compression and phase transition.
2005 Apr
Phase transition affects energy transfer efficiency in phospholipid vesicles.
2005 Apr
Visualization and analysis of apolipoprotein A-I interaction with binary phospholipid bilayers.
2005 Apr
Glycolipid transfer protein interaction with bilayer vesicles: modulation by changing lipid composition.
2005 Dec
Hemolysis of erythrocytes and erythrocyte membrane fluidity changes by new lysosomotropic compounds.
2005 Mar
Pressure-induced phase transitions of lipid bilayers observed by fluorescent probes Prodan and Laurdan.
2005 Oct 3
On the importance of anandamide structural features for its interactions with DPPC bilayers: effects on PLA2 activity.
2005 Sep
Binding of alpha-synuclein affects the lipid packing in bilayers of small vesicles.
2006 Apr 7
Rapid phase change of lipid microdomains in giant vesicles induced by conversion of sphingomyelin to ceramide.
2006 Feb
Laurdan in fluid bilayers: position and structural sensitivity.
2006 May
Correlation between thermotolerance and membrane properties in Paramecium aurelia.
2006 Sep
Fluorescence detection of signs of sterol superlattice formation in lipid membranes.
2007
A two-photon fluorescent probe for lipid raft imaging: C-laurdan.
2007 Mar 26
Critical factors for detection of biphasic changes in membrane properties at specific sterol mole fractions for maximal superlattice formation.
2007 May 17
Laurdan fluorescence spectroscopy in the thylakoid bilayer: the effect of violaxanthin to zeaxanthin conversion on the galactolipid dominated lipid environment.
2008 Jan
Fluorescence study of the solvation of fluorescent probes prodan and laurdan in poly(epsilon-caprolactone)-block-poly(ethylene oxide) vesicles in aqueous solutions with tetrahydrofurane.
2008 Jan 1
Properties of mixed cationic membranes studied by fluorescence solvent relaxation.
2008 Sep
Biophysical effects of the natural product euplotin C on the Paramecium membrane.
2009 Nov
Thermo-sensitive response based on the membrane fluidity adaptation in Paramecium multimicronucleatum.
2009 Sep 1
Distinct behaviour of the homeodomain derived cell penetrating peptide penetratin in interaction with different phospholipids.
2010 Dec 30
Fluorescence imaging of membrane dynamics in living cells.
2010 Jul-Aug
Quantification of protein-lipid selectivity using FRET.
2010 Mar
Light dose is a limiting factor to maintain cell viability in fluorescence microscopy and single molecule detection.
2010 Mar 8
Numerical studies of the membrane fluorescent dyes dynamics in ground and excited states.
2010 Sep
Substance Class Chemical
Created
by admin
on Fri Dec 15 19:22:05 GMT 2023
Edited
by admin
on Fri Dec 15 19:22:05 GMT 2023
Record UNII
Y97FBL93VW
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
LAURDAN
Common Name English
1-DODECANONE, 1-(6-(DIMETHYLAMINO)-2-NAPHTHALENYL)-
Systematic Name English
Code System Code Type Description
EPA CompTox
DTXSID80225517
Created by admin on Fri Dec 15 19:22:05 GMT 2023 , Edited by admin on Fri Dec 15 19:22:05 GMT 2023
PRIMARY
WIKIPEDIA
Laurdan
Created by admin on Fri Dec 15 19:22:05 GMT 2023 , Edited by admin on Fri Dec 15 19:22:05 GMT 2023
PRIMARY
CAS
74515-25-6
Created by admin on Fri Dec 15 19:22:05 GMT 2023 , Edited by admin on Fri Dec 15 19:22:05 GMT 2023
PRIMARY
FDA UNII
Y97FBL93VW
Created by admin on Fri Dec 15 19:22:05 GMT 2023 , Edited by admin on Fri Dec 15 19:22:05 GMT 2023
PRIMARY
PUBCHEM
104983
Created by admin on Fri Dec 15 19:22:05 GMT 2023 , Edited by admin on Fri Dec 15 19:22:05 GMT 2023
PRIMARY