Spreading and polymerization behavior of diacetylenic phospholipids at the gas-water interface

Hupfer, B.; Ringsdorf, Helmut

doi:10.1016/0009-3084(83)90078-6

Cited by 34 publications

(22 citation statements)

References 37 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…A surprisingly large variety of PAs assemble into a bre-like shape, [6][7][8][9][10][11][12][13] and most are designed by using hydrophobicity as the main driving force, whereas the hydrophilic head group of the amphiphile contains structural or functional information. Therefore, because both the hydrophobic tail and the hydrophilic head group play an important role in packing of the molecules and thus in the properties of the bre, 16,25,32,34,37,[46][47][48][49][50][51][52][53][54][55][56][57][58] we anticipated that from the chromatic properties of the PDA polymers structural information, such as the packing of the PAs, could be derived. Small changes such as in the length of the hydrophobic tail 15,16 or the presence or absence of a methyl group in the hydrophilic headgroup 17 can have a marked effect on the bre morphology.…”

Section: Introductionmentioning

confidence: 99%

“…For PDA peptide amphiphiles the relation between the peptide and structural and chromatic properties of the resulting polymer have however hardly been studied. Therefore, because both the hydrophobic tail and the hydrophilic head group play an important role in packing of the molecules and thus in the properties of the bre, 16,25,32,34,37,[46][47][48][49][50][51][52][53][54][55][56][57][58] we anticipated that from the chromatic properties of the PDA polymers structural information, such as the packing of the PAs, could be derived. 16,59 To investigate the inuence of peptide sequence on bre morphology and polymerisation properties, we started from a wellknown b-sheet forming sequence Gly-Ala-Gly-Ala-Gly (GAGAG) found in Bombyx mori silk broin, employed by our group and others as part of PAs before.…”

Section: Introductionmentioning

confidence: 99%

See 1 more Smart Citation

The influence of amino acid sequence on structure and morphology of polydiacetylene containing peptide fibres

et al. 2015

View full text Add to dashboard Cite

A systematic study was performed on the influence of charge and steric hindrance on the assembly into fibres of a series of pentameric peptides based on the well-known β-sheet forming sequence Gly-Ala-Gly-Ala-Gly, which were N-terminally acylated with pentacosadiynoic acid. To investigate the effect of steric hindrance and charge repulsion on the fibre structure, either the N-terminal or the C-terminal amino acid in the sequence was replaced by a glutamic acid or lysine residue. Furthermore, peptide amphiphiles (PAs) with an amide or a free acid group at the C-terminus were compared. Steric hindrance and charge repulsion were addressed individually by varying the pH during and after fibre preparation. The self-assembled structures were examined with circular dichroism (CD) spectroscopy and transmission electron microscopy (TEM). UV spectroscopy was used to probe the diacetylene packing in the hydrophobic tail, both by polymerisation behaviour and chromatic properties of the polymers. In brief, the assembly was hindered more if the modification was close to the alkyl tail, and glutamic acid brought about a larger effect than lysine. PAs with two charges yielded assemblies which after polymerisation were found to be the most susceptible towards changes in pH, behaving as a colour-based pH sensor. Typically, TEM and UV showed the same trends, indicating that a distorted morphology as observed with TEM is indicative of a poorer molecular packing of the peptide amphiphile fibres, probed via the changes in absorption of the polydiacetylene backbone.

show abstract

Section: Introductionmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

The influence of amino acid sequence on structure and morphology of polydiacetylene containing peptide fibres

et al. 2015

View full text Add to dashboard Cite

show abstract

“…Moreover, conjugated polymers, such as PDA, are sensitive to prolonged UV light exposure. 82 The topotactic nature of the polymerization limits effective polymerizations in monolayers to the more condensed region of the pressure-area isotherm, 83,84 in bilayers to the slow diffusion regime found in the L β phase, 75 or in bilayer tubules. 85,86 PDAs have a polymer backbone that consists of conjugated alternating double and triple bonds, giving an absorption maximum in the visible range.…”

Section: Diacetylenyl Monomersmentioning

confidence: 99%

Supramolecular Materials via Polymerization of Mesophases of Hydrated Amphiphiles

2002

View full text Add to dashboard Cite

“…The synthesis and property investigations of the phosphatidylcholine-analogue-containing polymers and phospholipid polymers are of increasing interest, not only because the famous membrane model of Singer and Nicolson, which pictures a double layer formed by a lipid matrix and proteins, but also because phospholipids are the most abundant among the lipids found in membranes [26]. During the past three decades, several groups focused their interest and attention on the polymerizable phospholipids, e.g., Nakaya et al [27][28][29][30][31][32][33][34][35][36][37][38][39], Regen et al [40][41][42][43], Ringsdorf et al [44][45][46][47][48], Chapman et al [49][50][51][52][53][54][55][56], O'Brien et al [57][58][59], Tsuchida et al [60], Singh et al [61] and Ishihara [62] have incorporated many polymerizable groups into various lipid structures to prepare phospholipid polymers and investigate their properties and potential applications.…”

Section: Aibnmentioning

confidence: 99%

Recent progress of phospholipid polymers

Nakaya¹,

Li²

2003

Designed Monomers and Polymers

View full text Add to dashboard Cite

Since in 1982 the rst phosphatidylcholineanalogues-containingvinyl monomer 2-(methacryloyloxy)ethyl-2-(trimethylammonium)ethyl phosphate (MTP) was reported, more and more attention has focused on its polymers, as phospholipid polymers have been found to show excellent biocompatibility. We reviewed the progress of phospholipid polymers in 1997 which covered literature from 1974 to 1997; and mainly focused on phosphatidylcholineanalogues-containingvinyl polymers. This review re ects mainly recent research (i.e., mostly later than 1997) and important development progress on polymeric polyphospholipid analogues. A variety of approaches for design, synthesis, characterization, property investigation and potential applications for phospholipid-analoguecontaining polyurethanes and 2-methacryloyloxyethylphosphorylcholine-containing polymers have been extensivelydiscussed. The polymeric phospholipid analogues include polymers such as side-and main-chain types of phosphatidylcholine-analogue-containing polyurethanes, side-and main-chain types of phosphatidylcholine-analogue-containing segmented polyurethanes, phosphatidylcholineanalogue-grafted polyurethanes, 2-methacryloyloxyethylphosphorylcholine-containing polymers, 2-methacryloyloxyethylphosphorylcholine-modi ed acrylamide hydrogel, etc. Design and synthesis of phosphatidylcholine-analogue-containing diols and their polyurethanes with various commercially available diisocyanates and phosphatidylcholine-analogue surface-modi ed polyurethanes are described. New ring-opening reagents such as 2-dimethylaminoethanol for the main-chain type of phosphatidylcholine-analogue-containing polyurethanes, N -methyldiethanolamine for the sidechain type of phosphatidylcholine-analogue-containing polyurethanesand trimethylamine for grafting phosphatidylcholine-analogue-containing vinyl monomers are discussed. A general reaction route to design and synthesize phosphatidylcholine-analogue-containing diols and polyurethanes is summarized. Various phosphatidylcholine-analogue-containing segmented polyurethanes are also discussed. Various phosphatidylcholine-analogue-containing diols, together with 1,4-butanediol or ethylenediamine as chain extender were used to synthesize phosphatidylcholine-analogue-containing segmented polyurethanes or polyurethaneureas, which are based on diphenylmethane diisocyanate and various types of soft segments such as a polycarbonate,polyether, polyester and hydrocarbon diols. Character-310 T. Nakaya and Y. Li ization techniques for phosphatidylcholine-analogue-containing polyurethanes and polymers are also described. These include infra-red spectroscopy, 1 H-NMR, viscosity and gel-permeation chromatography measurements for bulk property; X-ray diffraction methods for structure; dynamic viscoelasticity and tensile measurements for mechanical properties. Moreover, attenuated total re ectanceFourier transform infrared spectroscopy,electron spectroscopy for chemical analysis and contact angle measurements for surface properties are all described. Hemocompatibility ...

show abstract

Spreading and polymerization behavior of diacetylenic phospholipids at the gas-water interface

Cited by 34 publications

References 37 publications

The influence of amino acid sequence on structure and morphology of polydiacetylene containing peptide fibres

The influence of amino acid sequence on structure and morphology of polydiacetylene containing peptide fibres

Supramolecular Materials via Polymerization of Mesophases of Hydrated Amphiphiles

Recent progress of phospholipid polymers

Contact Info

Product

Resources

About