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P4148

Sigma-Aldrich

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

solution, 20 mg/mL in chloroform, ≥99%

Synonym(s):

(7R)-4-Hydroxy-N,N,N-trimethyl-10-oxo-7-[(1-oxohexyl)oxy]-3,5,9-trioxa-4-phosphapentadecan-1-aminium 4-oxide, inner salt, L-α-Dihexanoyllecithin, L-α-Phosphatidylcholine, dicaproyl, Dicaproyl-L-α-lecithin, Dihexanoyllecithin, PC(6:0/6:0)

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About This Item

Empirical Formula (Hill Notation):
C20H40NO8P
CAS Number:
34506-67-7
Molecular Weight:
453.51
MDL number:
MFCD00050431
UNSPSC Code:
12352211
PubChem Substance ID:
24898506
NACRES:
NA.25

assay

≥99%

form

solution

concentration

20 mg/mL in chloroform

functional group

phospholipid

lipid type

phosphoglycerides

storage temp.

−20°C

SMILES string

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

InChI

1S/C20H41NO8P/c1-6-8-10-12-19(22)26-16-18(29-20(23)13-11-9-7-2)17-28-30(24,25)27-15-14-21(3,4)5/h18H,6-17H2,1-5H3,(H,24,25)

InChI key

KGWWHBYICAIILE-UHFFFAOYSA-N

pictograms

Skull and crossbonesHealth hazard
GHS06,GHS08

signalword

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

Storage Class

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter

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Certificates of Analysis (COA)

Lot/Batch Number
SLBQ9687V
SLBK4396V
050M1315V
050M1315
078K1537

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Andrew Hung et al.
The journal of physical chemistry. B, 113(28), 9447-9453 (2009-06-23)
We investigated the effect of submicellar lipids on amyloid fibril formation. Thioflavin T fluorescence studies showed that submicellar levels of the short-chain phospholipids, dipentanoylphosphatidylcholine and dihexanoylphosphatidylcholine, strongly inhibited amyloid fibril formation by an 11-residue peptide derived from human apolipoprotein C-II
Donghan Lee et al.
Journal of the American Chemical Society, 130(42), 13822-13823 (2008-09-27)
Intermolecular nuclear Overhauser effects (NOEs) between the integral outer membrane protein OmpX from Escherichia coli and small bicelles of dihexanoyl phosphatidylcholine (DHPC) and dimyristoyl phosphatidylcholine (DMPC) give insights into protein-lipid interactions. Intermolecular NOEs between hydrophobic tails of lipid and protein
Shogo Taguchi et al.
Colloids and surfaces. B, Biointerfaces, 175, 403-408 (2018-12-18)
The J-aggregate of chlorophyll a (Chla) functions as a light-harvesting antenna in natural systems. In this study, we employed the phospholipid membranes composed of longer-chain 1,2-dimyristoyl-sn-glycero-3-phosphocholine (DMPC) and shorter-chain 1,2-dihexanoyl-sn-glycero-3-phosphocholine (DHPC), as a platform to induce Chla aggregates. The DMPC/DHPC
Ronald Soong et al.
Biophysical journal, 97(3), 796-805 (2009-08-05)
Diffusion of various poly(ethylene glycol) (PEG) tracers of well-defined molecular weight and narrow polydispersity confined within the aqueous interstices between positively magnetically aligned bicelles was measured using pulsed-field-gradient (1)H nuclear magnetic resonance. The bicelles consisted of mixtures of dimyristoylphosphatidylcholine (DMPC)
Andrew Hung et al.
Journal of molecular graphics & modelling, 29(5), 597-607 (2010-12-15)
The amyloidogenic peptide apolipoprotein C-II(60-70) is known to exhibit lipid-dependent aggregation behaviour. While the peptide rapidly forms amyloid fibrils in solution, fibrillization is completely inhibited in the presence of lipids. In order to obtain molecular-level insights into the mechanism of
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