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Chemical Compound Review

CHEBI:60424     dihexadecoxyphosphinic acid

Synonyms: D2631_SIGMA, NSC-12429, NSC12429, LS-74859, NSC 12429, ...
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Disease relevance of dihexadecoxyphosphinic acid


High impact information on dihexadecoxyphosphinic acid

  • Incorporation of dinitrophenylaminocaproylphosphatidylethanolamine (Dnp-Cap-PE) into egg lecithin/cholesterol/dicetylphosphate bilayers did not significantly enhance the response of AKR mice to this synthetic amphipathic antigen [3].
  • Cytochrome c was also efficiently bound to membranes containing the negatively charged dicetylphosphate yet could be readily dissociated by nonlabeled PG-containing liposomes [4].
  • The addition of dicetyl phosphate or dimyristoylphosphatidylglycerol, which are negatively charged at neutral pH, decreased the affinity of the vesicles for CO-heme [5].
  • The spreading of the PAC at the air/water interface results in a Langmuir film with a stratified architecture, such that DHP forms a monolayer on the water surface, while the metallosupramolecular coordination polyelectrolyte (MEPE) is immersed in the aqueous subphase [6].
  • MOMP was found to form hydrophilic diffusion pores by incorporation into artificial liposome vesicles composed of egg yolk phosphatidylcholine and dicetylphosphate, indicating that MOMP of S. dysenteriae type 1 exhibited significant porin activity [7].

Biological context of dihexadecoxyphosphinic acid

  • To develop a novel nonviral gene carrier, three types of polyamine-dialkyl phosphates conjugates were synthesized via an unprecedented synthetic intermediate, dimerized dicetyl phosphate (DCP) anhydride, and the transfection efficiency and the complexation properties of the conjugate-DNA were evaluated [8].
  • Superoxide (O2-)-dependent lipid peroxidation on addition of xanthine oxidase (XO) and Fe(3+)-ADP was induced in egg phosphatidylcholine (PC) liposomes containing dicetylphosphate (DCP), which are negatively charged like biological membranes, but not in uncharged egg PC liposomes [9].
  • Liposomes with different diameters (50-400 nm) and different membrane fluidity were prepared from hydrogenated egg phosphatidylcholine (HEPC) or egg phosphatidylcholine (EPC), cholesterol (Ch) and dicetylphosphate in various molar ratios [10].

Anatomical context of dihexadecoxyphosphinic acid


Associations of dihexadecoxyphosphinic acid with other chemical compounds


Gene context of dihexadecoxyphosphinic acid

  • Changes in the u.v.-visible absorption spectrum of cytochrome b5 which occur upon addition of dicetyl phosphate, dimyristoyl phosphatidic acid (DMPA), or mixed DMPA/dimyristoyl phosphatidylcholine vesicles are consistent with haem transfer from the cytochrome to the membrane via an intermediate haemoprotein species [19].
  • Positively or negatively charged liposomes were obtained using either hydrogenated (Phospholipon90H) or non-hydrogenated soy phosphatidylcholine (Phospholipon90) and cholesterol, in combination with stearylamine or dicetylphosphate [20].
  • The MLV and ULV, prepared in the presence of bovine serum albumin (BSA), were composed of dimyristoyl-lecithin, cholesterol and dicetyl phosphate in a molar ratio of 7:2:1 [21].
  • Vesicular electrokinetic chromatography was used to investigate solute partitioning from the aqueous phase into dihexadecyl hydrogen phosphate (DHP) vesicles [22].
  • Free-flow electrophoresis of vesicles confirmed FVIII binding to PS:PC required both net negative charge and specific head-group: neither PS vesicles given a positive charge with stearylamine nor PC vesicles made negative with dicetyl phosphate bound FVIII [23].

Analytical, diagnostic and therapeutic context of dihexadecoxyphosphinic acid


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  17. Effects of incorporation of various amphiphiles into recipient liposome membranes on inter-membrane protein transfer. Kogure, K., Okuda, O., Nakamura, C., Hayashi, K., Ueno, M. Chem. Pharm. Bull. (1999) [Pubmed]
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  24. Salt-induced aggregation and fusion of dioctadecyldimethylammonium chloride and sodium dihexadecylphosphate vesicles. Carmona-Ribeiro, A.M., Chaimovich, H. Biophys. J. (1986) [Pubmed]
  25. Phase structures of a hydrated anionic phospholipid composition containing cationic dendrimers and pegylated lipids. Khopade, A.J., Shenoy, D.B., Khopade, S.A., Jain, N.K. Langmuir : the ACS journal of surfaces and colloids. (2004) [Pubmed]
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