6-Dodecanoyl-N,N-dimethyl-2-naphthylamine CAS: 74515-25-6
MF: C24H35NO
MW: 353.54
A fluorescent membrane probe.

6-Dodecanoyl-N,N-dimethyl-2-naphthylamine (CAS 74515-25-6)

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Synonym: Laurdan; 2-(Dimethylamino)-6-dodecanoylnaphthalene; N,N-Dimethyl-6-dodecanoyl-2-naphthylamine
Application: A fluorescent membrane probe
CAS Number: 74515-25-6
Molecular Weight: 353.54
Molecular Formula: C24H35NO
* Refer to Certificate of Analysis for lot specific data (including water content).
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6-Dodecanoyl-N,N-dimethyl-2-naphthylamine is a fluorescent membrane probe used in phospholipid multilamellar aggregates which distinguishes between phase transitions, phase fluctuations and the coexistence of phase domains. Studies indicate that the bulky and highly hydrated polar head groups of glycosphingolipids interact well with 6-Dodecanoyl-N,N-dimethyl-2-naphthylamine. The fluorescence is derived from the naphthalene moiety, in which a small dipole moment exists due to a partial charge separation between the 2-dimethylamino and the 6-carbonyl residues. This fluorescent tag is ideal to study dipolar relaxation because this compound emits different light depending on the environment it is in. For instance, 6-Dodecanoyl-N,N-dimethyl-2-naphthylamine emits red light in a polar solvent and blue light in an apolar solvent.


References

1. Bagatolli, L.A., et al. 1997. Biochim. Biophys. Acta. 1325: 80-90. PMID: 9106485

Physical State :
Solid
Solubility :
Solubility: Soluble in DMF, Acetonitrile, and Methanol
Storage :
Store at 4° C
Melting Point :
88° C
Refractive Index :
1.553
Fluoresence :
λex 364 nm, λem 498 nm in methanol
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
WGK Germany :
3
PubChem CID :
104983
MDL Number :
MFCD00467560
SMILES :
CCCCCCCCCCCC(=O)C1=CC2=C(C=C1)C=C(C=C2)N(C)C

Download SDS (MSDS)

Certificate of Analysis

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