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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:
Molecular Weight:
232.32
Beilstein:
1907440
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22
Pricing and availability is not currently available.

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.[1]

Application

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

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

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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Temperature dependence of 1, 6-diphenyl-1, 3, 5-hexatriene fluorescence in phospholipid artificial membranes
Andrich MP, et al.
Biochemistry, 15, 1257-1261 (1976)
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
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
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

Articles

Nitric oxide (NO) as a signal transporter in neurons, endothelial cells and in the immune system.

Questions

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  1. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer
    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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  2. How can I determine the shelf life / expiration / retest date of this product?

    1 answer
    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/449/386/product-dating-information-mk.pdf

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