3381-26-8Relevant articles and documents
Synthesis of and vesicle formation from phosphorylcholine amphiphiles with one symmetrically branched alkyl chain.
Overmars, Franc J. J.,Engberts, Jan B. F. N.,Weringa, Wilke, D.
, p. 293 - 296 (1994)
Three phosphorylcholines with symmetrically branched alkyl chains (1a-c) have been synthesized.The synthesis involves three steps: (1) reaction of the alcohol (CnH(2n+1))2CHOH, (n = 6, 8, 10) with 2-chloro-1,3,2-dioxaphospholane in the presence of triethylamine; (2) oxidation of the resulting trialkyl phosphite with nitrogen dioxide and (3) ring opening of the cyclic phosphate triester by trimethylamine in acetonitrile.When suspended in water, these amphiphiles all form bilayer vesicles as revealed by electron microscopy and NMR spectroscopy.The vesicles have diameters of 300-1000 Angstroem and are stable for more than a week.
TRIALKYL CATIONIC LIPIDS AND METHODS OF USE THEREOF
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Paragraph 0383; 0421, (2013/09/12)
The present invention provides compositions and methods for the delivery of therapeutic agents to cells. In particular, these include novel, trialkyl, cationic lipids and nucleic acid-lipid particles that provide efficient encapsulation of nucleic acids and efficient delivery of the encapsulated nucleic acid to cells in vivo. The compositions of the present invention are highly potent, thereby allowing effective knock-down of a specific target protein at relatively low doses.
Synthesis and antimicrobial activity of symmetrical two-tailed dendritic tricarboxylato amphiphiles
Sugandhi, Eko W.,Falkinham III, Joseph O.,Gandour, Richard D.
, p. 3842 - 3853 (2008/02/09)
Two series of water-soluble, symmetrical two-tailed homologous dendritic amphiphiles-R2NCONHC((CH2)2COOH)3, 2(n,n), and R2CHNHCONHC((CH2)2COOH)3, 3(n,n), where R = n-CnH2n+1-were synthesized and compared to R″NHCONHC((CH2)2COOH)3, 1(n), R″ = n-CnH2n+1, to determine whether antimicrobial activity was influenced by total or individual alkyl chain lengths, and whether antimicrobial activity depends on hydrophobicity or tail topology (one or two). In a broad screen of 11 microorganisms, 2(n,n) and 3(n,n) generally displayed higher minimal inhibitory concentrations (MICs) than 1(n) against growth as measured by broth microdilution assays. Chain-length specificity was observed against Candida albicans as 1(16), 2(8,8), and 3(8,8) showed the lowest MIC in their respective series. The one case where two-tailed compounds displayed the lowest MICs-3(10,10), 15 μM; 3(11,11), 7.2 μM; and 3(12,12), 6.9 μM-was against Cryptococcus neoformans.
