Abstract：
:The development of "molecular rulers" would allow one to quantitatively locate the penetration depth of intercalants within lipid bilayers. To this end, an attempt was made to correlate the (13)C NMR chemical shift of polarizable "reporter" carbons (e.g., carbonyls) of intercalants within DMPC liposomal bilayers - with the polarity it experiences, and with its Angstrom distance from the interface. This requires families of molecules with two "reporter carbons" separated by a known distance, residing at various depths/polarities within the bilayer. For this purpose, two homologous series of dicarbonyl compounds, methyl n-oxooctadecanoates and the corresponding n-oxooctadecanoic acids (n=4-16), were synthesized. To assist in assignment and detection several homologs in each system were prepared (13)C-enriched in both carbonyls. Within each family, the number of carbons and functional groups remains the same, with the only difference being the location of the second ketone carbonyl along the fatty acid chain. Surprisingly, the head groups within each family are not anchored near the lipid-water interface, nor are they even all located at the same depth. Nevertheless, using an iterative best fit analysis of the data points enables one to obtain an exponential curve. The latter gives substantial insight into the correlation between polarity (measured in terms of the Reichardt polarity parameter, ET(30)) and penetration depth into the liposomal bilayer. Still missing from this curve are data points in the moderate polarity range.
journal_name
Chem Phys Lipidsjournal_title
Chemistry and physics of lipidsauthors
Afri M,Alexenberg C,Aped P,Bodner E,Cohen S,Ejgenburg M,Eliyahu S,Gilinsky-Sharon P,Harel Y,Naqqash ME,Porat H,Ranz A,Frimer AAdoi
10.1016/j.chemphyslip.2014.07.007subject
Has Abstractpub_date
2014-12-01 00:00:00pages
105-18eissn
0009-3084issn
1873-2941pii
S0009-3084(14)00098-Xjournal_volume
184pub_type
杂志文章abstract：:Amphotericin B (AmB) is the most effective antibiotic used in the treatment of systemic fungal infections. It is generally thought that the activity of this drug results from its interaction with ergosterol, the main sterol of fungi membranes. However, AmB also interacts with cholesterol, the major sterol of mammal me...
journal_title：Chemistry and physics of lipids
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更新日期：1986-12-15 00:00:00
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journal_title：Chemistry and physics of lipids
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journal_title：Chemistry and physics of lipids
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journal_title：Chemistry and physics of lipids
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更新日期：2006-06-01 00:00:00
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journal_title：Chemistry and physics of lipids
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doi：10.1016/j.chemphyslip.2010.03.001
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journal_title：Chemistry and physics of lipids
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更新日期：1976-10-01 00:00:00
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journal_title：Chemistry and physics of lipids
pub_type： 杂志文章
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journal_title：Chemistry and physics of lipids
pub_type： 杂志文章
doi：10.1016/0009-3084(86)90067-8
更新日期：1986-06-01 00:00:00
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journal_title：Chemistry and physics of lipids
pub_type： 杂志文章,评审
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journal_title：Chemistry and physics of lipids
pub_type： 杂志文章
doi：10.1016/j.chemphyslip.2018.03.004
更新日期：2018-07-01 00:00:00
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journal_title：Chemistry and physics of lipids
pub_type： 杂志文章
doi：10.1016/0009-3084(89)90006-6
更新日期：1989-11-01 00:00:00
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journal_title：Chemistry and physics of lipids
pub_type： 杂志文章
doi：10.1016/j.chemphyslip.2006.02.014
更新日期：2006-06-01 00:00:00
