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850306P

Avanti

07:0 PC (DHPC)

Avanti Polar Lipids

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Synonym(s):
DHPC; PC(7:0/7:0)
Empirical Formula (Hill Notation):
C22H44NO8P
CAS Number:
Molecular Weight:
481.56
UNSPSC Code:
51191904
NACRES:
NA.25

description

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

Assay

>99% (TLC)

form

powder

packaging

pkg of 1 × 1 g (850306P-1g)
pkg of 1 × 200 mg (850306P-200mg)
pkg of 1 × 25 mg (850306P-25mg)
pkg of 1 × 500 mg (850306P-500mg)

manufacturer/tradename

Avanti Polar Lipids

shipped in

dry ice

storage temp.

−20°C

SMILES string

[O-]P(OCC[N+](C)(C)C)(OC[C@]([H])(OC(CCCCCC)=O)COC(CCCCCC)=O)=O

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

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. DHPC is an ultra pure compound.

Application

1,2-diheptanoyl-sn-glycero-3-phosphocholine (DHPC) has been in the extraction buffer for RNA isolation from mice cortex samples and glial cells. It has also been used for the suspension of the protein loaded anti-GFP (green fluorescent protein) beads prior to immunoprecipitation.

Biochem/physiol Actions

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.

Packaging

20 mL Clear Glass Screw Cap Vial (850306P-200mg)
30 mL Amber Wide Mouth Bottle with Screw Cap (850306P-500mg)
5 mL Clear Glass Sealed Ampule (850306P-25mg)
60 mL Amber Wide Mouth Screw Cap Glass Bottle (850306P-1g)

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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Glial cell regulation of rhythmic behavior
Jackson FB, et al.
Methods in Enzymology, 552, 45-73 (2015)
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
Molecular characterization of neuronal cell types based on patterns of projection with Retro-TRAP
Nectow AR, et al.
Nature Protocols, 10(9), 1319-1319 (2015)
H Hauser
Biochimica et biophysica acta, 1508(1-2), 164-181 (2000-11-25)
The physico-chemical properties of short-chain phosphatidylcholine are reviewed to the extent that its biological activity as a mild detergent can be rationalized. Long-chain diacylphosphatidylcholines are typical membrane phospholipids that form preferentially smectic lamellar phases (bilayers) when dispersed in water. In
Rebecca L Ouwenga et al.
Molecular autism, 6, 16-16 (2015-03-20)
Many studies have demonstrated a robust statistical overlap between genes whose transcripts are reported as Fragile X Mental Retardation Protein (Fmrp)-binding targets and genes implicated in various psychiatric disorders, including autism. However, it is not clear how to interpret this

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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