On the structure of lipoamino acids

Molotkovsky, Jul.G.; Bergel'son, L. D.

doi:10.1016/0009-3084(68)90030-3

Cited by 16 publications

(11 citation statements)

References 11 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…Small differences between Rf values of synthetic dioctadecanoyl-2'-and 3'-LPG isomers on TLC have been previously reported [12]. In fact, no reliable and significant differences could be detected between the C12-2'-and 3'-LPG isomers, either on silicagel or paper chromatography using a variety of neutral and acidic eluent systems.…”

Section: A Didodecano Yl-phosphatidylglycerol ( C 12-pg) and Didodecmentioning

confidence: 71%

“…Reporting on di-octadecanoyl-2'-and 3'-LPG syntheses, it was mentioned that no lysyl migration was detected under the weakly acidic conditions used (2% AcOH dioxane) [12]. The isolation of pure C12-2'-LPG and C12-3'-LPG from 2% AcOH-EtOH confirms this result.…”

Section: ' + 3'-l Ysylphosphatidylglycerol Isomerizationmentioning

confidence: 74%

“…A 3'-isomeric structure for naturally occurring LPG derivatives was proposed on the basis of chromatographic [12] and biological [5] tests. Actually, keeping in mind our chromatographic results with C12-LPG isomers contrasting with those previously reported for C18-LPG isomers [12], it turns out that differentiation between naturally occurring LPG isomers (substituted by a large variety of fatty acids) on the basis of chromatography alone is not a reliable procedure.…”

Section: Structure Of Lysylphosphatidylglycerol Extracted From S mentioning

confidence: 99%

“…Each chemical step was carried out according to refs. [12,17,[21][22][23]. 1,2-Isopropylidene glycerol/was prepared [14] from D-mannitol; syntheses of the silver dibenzylphosphate [15][16][17] of N,N'-dibenzyloxycarbonyl-L-lysine (Lys-Z) [18] and N,N'-ditertiobutyloxycarbonyl-L-lysine (Lys-t-BOC) [19] have been described.…”

Section: B Synthesismentioning

confidence: 99%

“…Moreover, rapid migration of aminoacyl residues in nucleotides has been reported [10]. A chemical synthesis of 3'-LPG [11,12] and 2'-LPG [ 12] has been carried out already. Naturally occurring LPG behaved chromatographically the same as the synthetic 3'-isomer and no 2' ~ 3' lysyl migration was detected under the weakly acidic conditions used [ 11 ].…”

Section: Introductionmentioning

confidence: 99%

See 4 more Smart Citations

Chemical and physicochemical studies of lysylphosphatidylglycerol derivatives. Occurrence of A2′ → 3′ lysyl migration

Tocanne

Verheij

Kamp

et al. 1974

Chemistry and Physics of Lipids

View full text Add to dashboard Cite

Section: A Didodecano Yl-phosphatidylglycerol ( C 12-pg) and Didodecmentioning

confidence: 71%

Section: ' + 3'-l Ysylphosphatidylglycerol Isomerizationmentioning

confidence: 74%

Section: Structure Of Lysylphosphatidylglycerol Extracted From S mentioning

confidence: 99%

Section: B Synthesismentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

See 3 more Smart Citations

Chemical and physicochemical studies of lysylphosphatidylglycerol derivatives. Occurrence of A2′ → 3′ lysyl migration

Tocanne

Verheij

Kamp

et al. 1974

Chemistry and Physics of Lipids

View full text Add to dashboard Cite

A Fluorescence Resonance Energy Transfer Approach for Monitoring Protein-Mediated Glycolipid Transfer between Vesicle Membranes

Mattjus

Molotkovsky

Smaby

et al. 1999

Analytical Biochemistry

View full text Add to dashboard Cite

A lipid transfer protein, purified from bovine brain (23.7 kDa, 208 amino acids) and specific for glycolipids, has been used to develop a fluorescence resonance energy transfer assay (anthrylvinyl-labeled lipids; energy donors and perylenoyl-labeled lipids; energy acceptors) for monitoring the transfer of lipids between membranes. Small unilamellar vesicles composed of 1 mol% anthrylvinyl-galactosylceramide, 1.5 mol% perylenoyl-triglyceride, and 97.5% 1-palmitoyl-2-oleoyl phosphatidylcholine (POPC) served as donor membranes. Acceptor membranes were 100% POPC vesicles. Addition of glycolipid transfer protein to mixtures of donor and acceptor vesicles resulted in increasing emission intensity of anthrylvinyl-galactosylceramide and decreasing emission intensity of the nontransferable perylenoyl-triglyceride as a function of time. The behavior was consistent with anthrylvinyl-galactosylceramide being transferred from donor to acceptor vesicles. The anthrylvinyl and perylenoyl energy transfer pair offers advantages over frequently used energy transfer pairs such as NBD and rhodamine. The anthrylvinyl emission overlaps effectively the perylenoyl excitation spectrum and the fluorescence parameters of the anthrylvinyl fluorophore are nearly independent of the medium polarity. The nonpolar fluorophores are localized in the hydrophobic region of the bilayer thus producing minimal disturbance of the bilayer polar region. Our results indicate that this method is suitable for assay of lipid transfer proteins including mechanistic studies of transfer protein function.

show abstract