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850306C

Avanti

07:0 PC (DHPC)

1,2-diheptanoyl-sn-glycero-3-phosphocholine, chloroform

Synonym(s):

DHPC; PC(7:0/7:0)

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About This Item

Empirical Formula (Hill Notation):
C22H44NO8P
CAS Number:
Molecular Weight:
481.56
UNSPSC Code:
51191904
NACRES:
NA.25

Assay

>99% (TLC)

form

liquid

packaging

pkg of 1 × 20 mL (850306C-500mg)
pkg of 2 × 4 mL (850306C-200mg)

manufacturer/tradename

Avanti Research - A Croda Brand 850306C

concentration

25 mg/mL (850306C-200mg)
25 mg/mL (850306C-500mg)

shipped in

dry ice

storage temp.

−20°C

InChI

1S/C22H44NO8P/c1-6-8-10-12-14-21(24)28-18-20(31-22(25)15-13-11-9-7-2)19-30-32(26,27)29-17-16-23(3,4)5/h20H,6-19H2,1-5H3/t20-/m1/s1

InChI key

RBFSPQDASPEAID-HXUWFJFHSA-N

General description

07:0 PC (DHPC)/1,2-diheptanoyl-sn-glycero-3-phosphocholine, is a phospholipidwhich functions as a detergent. Phosphatidylcholine (PC) is a strong bilayer-forming lipid. It the most common phospholipid in mammalian membranes. It is also an important component of the mucosal layer of the colon.
The list of Phosphatidylcholine products offered by Avanti is designed to provide compounds having a variety of physical properties. Products available include short chain (C3-C8 are water soluble and hygroscopic), saturated, multi-unsaturated and mixed acid PC′s. All of the products are purified by HPLC, and special precautions are taken to protect the products for oxidization and hydrolysis. Preserve the Activity of Solubilized Membrane ProteinsProtein Preservation DHPC preserves the native conformation and therefore the activity of the solubilized proteins. The three dimensional structure and activity of proteins are retained not only at the 10-15mM DHPC concentrations at which maximum solubilization usually occurs, but also over a large range of DHPC concentrations (up to 40mM). Not only is the three dimensional structure and hence the activity of most protein retained in excess DHPC, but the proteins also appear to be stable in DHPC. Such a result suggests that the direct interaction of DHPC with integral membrane proteins is weak. If the interaction of DHPC with membrane proteins is indeed weak, it follows that intrinsic membrane lipids will remain associated with the membrane proteins. Solubilization Mechanism DHPC is thought to exert a wedge-like effect on the neighboring lipids, mainly due to its bulky polar group and short hydrocarbon chains. This produces membrane destabilization at relatively low DHPC concentrations. All membranes investigated are solubilized at an identical DHPC / lipid ratio. This finding is taken as evidence that DHPC primarily interacts with the lipid bilayer and not with the membrane proteins. The principle underlying the preservation of the native protein structure is the inability of DHPC to displace intrinsic membrane lipids from integral membrane proteins.Advantages of DHPC: DHPC preserves the activity of solubilized membrane proteins. DHPC is not readily oxidized, and is stable over a wide pH range (4-10). DHPC forms micelles rather than bilayers when dispersed in water. (CMC = 1.4mM). DHPC shows a broad size distribution depending on the NaCl concentration of suspension. DHPC does not interfere with spectrophotometric measurements. DHPC is an ultra pure compound.

Application

07:0 PC (DHPC) is suitable for use:
  • in the preparation of vesicles
  • to test the stability of purified cytochrome b558
  • in the formation of lipid bicelles
  • as an additive added to the supernatant

Packaging

30 mL Amber Narrow Mouth Glass Bottle with Screw Cap (850306C-500mg)
5 mL Clear Glass Sealed Ampule (850306C-200mg)

Legal Information

Avanti Research is a trademark of Avanti Polar Lipids, LLC

Pictograms

Skull and crossbonesHealth hazard

Signal Word

Danger

Hazard Classifications

Acute Tox. 3 Inhalation - Acute Tox. 4 Oral - Aquatic Chronic 3 - Carc. 2 - Eye Irrit. 2 - Repr. 2 - Skin Irrit. 2 - STOT RE 1 - STOT SE 3

Target Organs

Central nervous system, Liver,Kidney

WGK

WGK 3


Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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The Membranes of Cells (2016)
Entropic and Enthalpic Contributions to Annexin V-Membrane Binding A COMPREHENSIVE QUANTITATIVE MODEL
Jeppesen B, et al.
The Journal of Biological Chemistry, 283(10), 6126-6135 (2008)
N Singh et al.
Molecular and cellular biology, 14(1), 21-31 (1994-01-01)
A single metabolic path leading to synthesis of ether lipids is known in animal cells, the major products of which are plasmalogens. To learn whether this peroxisomal path is also responsible for the synthesis of base-resistant lipid components of glycosylphosphoinositol
Integrative Medicine - E-Book (2017)
Structural Model of Ghrelin Bound to its G Protein-Coupled Receptor
Bender BJ, et al.
Structure, 27(3), 537-544 (2019)

Articles

The critical micelle concentration (CMC) can be approximately defined as the lipid monomer concentration at which appreciable amounts (>5% of total) of micellar aggregates first begin to appear in the equilibrium: nM1<=>Mn

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