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D208000

Sigma-Aldrich

1,6-Diphenyl-1,3,5-hexatriene

98%

Synonym(s):

DPH, Dicinnamyl

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About This Item

Linear Formula:
C6H5(CH=CH)3C6H5
CAS Number:
1720-32-7
Molecular Weight:
232.32
Beilstein:
1907440
EC Number:
217-011-3
MDL number:
MFCD00004793
UNSPSC Code:
12352100
PubChem Substance ID:
24893620
NACRES:
NA.22

Assay

98%

form

crystals

mp

199-203 °C (lit.)

fluorescence

λex 350 nm; λem 452 nm in methanol

SMILES string

C(=C/C=C/c1ccccc1)\C=C\c2ccccc2

InChI

1S/C18H16/c1(5-11-17-13-7-3-8-14-17)2-6-12-18-15-9-4-10-16-18/h1-16H/b2-1+,11-5+,12-6+

InChI key

BOBLSBAZCVBABY-WPWUJOAOSA-N

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General description

DPH is a lipophilic molecule used to study membrane fluidity and polarization by measuring its fluorescence properties.

Application

Used an alternative to Nile red for fluorescent detection of lipid droplets

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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Temperature dependence of 1, 6-diphenyl-1, 3, 5-hexatriene fluorescence in phospholipid artificial membranes
Andrich MP, et al.
Biochemistry, 15, 1257-1261 (1976)
Markku Hakala et al.
The Journal of biological chemistry, 293(13), 4818-4829 (2018-02-10)
Membrane phosphoinositides control organization and dynamics of the actin cytoskeleton by regulating the activities of several key actin-binding proteins. Twinfilin is an evolutionarily conserved protein that contributes to cytoskeletal dynamics by interacting with actin monomers, filaments, and the heterodimeric capping
Florie Desriac et al.
Pathogens (Basel, Switzerland), 7(2) (2018-04-27)
We have previously shown that the C-type Natriuretic Peptide (CNP), a peptide produced by lungs, is able to impact Pseudomonasaeruginosa physiology. In the present work, the effect of CNP at different concentrations on P. aeruginosa biofilm formation was studied and
Yaser Kashcooli et al.
Biomacromolecules, 17(11), 3838-3844 (2016-10-12)
Layer-by-layer deposition of polyelectrolytes (PEs) onto self-assembled liposomes represents an alternative to PE deposition on solid particles for the formation of hollow nanoscale capsules. This work examines how competition between PE-liposome and inter-PE interactions drives the structure and colloidal stability
Md Jafurulla et al.
Biochimica et biophysica acta, 1838(1 Pt B), 158-163 (2013-09-07)
The serotonin1A receptor is an important member of the G protein-coupled receptor (GPCR) family. It is involved in the generation and modulation of a variety of cognitive and behavioral functions and serves as a drug target. Previous work from our
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