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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

Quality Level

200

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

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Certificates of Analysis (COA)

Lot/Batch Number
MKCT8611
0000237102
MKCT1368
MKCR1204
MKCM8406

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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)
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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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
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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
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