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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)
Morten Hyldgaard et al.
Frontiers in microbiology, 6, 754-754 (2015-08-19)
Isoeugenol is an essential oil constituent of nutmeg, clove, and cinnamon. Despite isoeugenol's promising antimicrobial activity, no studies have yet investigated its mode of antibacterial action at the molecular level. The aim of this study is to clarify isoeugenol's antibacterial
Mengya Li et al.
The journal of physical chemistry. B, 123(31), 6784-6791 (2019-07-16)
How to reduce the cytotoxicity of antitumor peptides to normal cells remains an ongoing challenge. Here, we designed a pH/redox-responsive supramolecular structure (Pep-V⊂P-PEG) composed of a peptide modified with viologen (Pep-V) and polyethylene glycol bearing pillar[5]arene (P-PEG) as a "helmet".
Eduardo A Bignon et al.
eLife, 8 (2019-06-11)
The hantavirus envelope glycoproteins Gn and Gc mediate virion assembly and cell entry, with Gc driving fusion of viral and endosomal membranes. Although the X-ray structures and overall arrangement of Gn and Gc on the hantavirus spikes are known, their
Natalie Spang et al.
Autophagy, 10(12), 2297-2309 (2014-12-17)
Macroautophagy is a degradative pathway that sequesters and transports cytosolic cargo in autophagosomes to lysosomes, and its deterioration affects intracellular proteostasis. Membrane dynamics accompanying autophagy are mostly elusive and depend on trafficking processes. RAB GTPase activating proteins (RABGAPs) are important
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