Comparison of the gelation behaviour of N-substituted tetradecanamide amphiphiles in organic liquids: effect of hydrogen-bonding ability of the head-group

RSC Advances ◽  
2014 ◽  
Vol 4 (15) ◽  
pp. 7760 ◽  
Author(s):  
Amrita Pal ◽  
Rita Das Mahapatra ◽  
Joykrishna Dey
Keyword(s):  
Hydrogen Bonding ◽  
Organic Liquids ◽  
Head Group

scholarly journals QM AND AB INITIO INVESTIGATION ON THE HYDROGEN BONDING, NMR CHEMICAL SHIFTS AND SOLVENT EFFECTS ON THE DPPE

2010 ◽  
Vol 7 (3) ◽  
pp. 260-272
Author(s):  
M. Monajjemi ◽  
A. Nouri ◽  
H. Monajemi
Keyword(s):  
Hydrogen Bonding ◽  
Ab Initio ◽  
Atomic Orbital ◽  
Theoretical Data ◽  
Basis Sets ◽  
Stable Complex ◽  
Head Group ◽  
Water Molecules ◽  
Hartree Fock ◽  
Zwitterionic Form

The hydrogen bonding effects that were produced from interaction of membrane lipid dipalmitoylphosphatidyl-ethanolamine (DPPE) with 1-5 water molecules, has been theoretically  investigated through the quantum mechanical calculations at the Hartree-Fock level of theory and the 3-21G, 6-31G and 6-31G* basis sets with the computational package of Gaussian 98. According to the obtained results of the structural optimization of the isolated DPPE in the gas phase, we can see the evidences of interactions in the head group of this macromolecule (from the molecular point of view we have a proton transfer from the ammonium group to the phosphate oxygen of zwitterionic form. As we know that the hydrogen bonding of DPPE with water molecules which have surrounded its head group plays an important role in the permeability of DPPE. So, in order to understand the microscopic physico-chemical nature of this subject we have analyzed bond and torsion angles of DPPE before and after added water molecules.  In this paper we have theoretically studied the complexes DPPE with water molecules which have surrounded its head group. As mentioned before, this theoretically study has been done through Hartree-Fock level of theory by using simple basis sets. Theoretical data shows that the interaction of head group of DPPE with water molecules causes some changes in the geometry of DPPE which were explained by the contribution of zwitterionic form of DPPE macromolecule, and finally hydrated DPPE becomes stable complex. Comparison between theoretical and experimental geometry data of DPPE macromolecule shows that the calculation at the HF/3-21 level of theory produces results which they are in better agreement with the experimental data. Moreover the hydrogen bonding effects on the NMR shielding tensor of selected atoms in the hydrated complexes of DPPE were reported. The ";Gauge Including Atomic Orbitals"; (GIAO) approaches within the SCF-Hartree-Fock approximation have been used in order to investigate the influence of hydrogen bonding of DPPE-water complex on the shielding tensors. Finally, the solvent affects on the stability of DPPE macromolecule, dipole moment and atomic charge of some selected atoms of DPPE molecule was discussed using Onsager model and Merz-Singh-Kolman schema.   Keywords  : Gauge Including Atomic Orbital, DPPE, hydrogen bonding, solvation, quantum mechanics, ab initio

scholarly journals Supramolecular silicone coating capable of strong substrate bonding, readily damage healing, and easy oil sliding

2019 ◽  
Vol 5 (11) ◽  
pp. eaaw5643 ◽  
Author(s):  
Meijin Liu ◽  
Zhaoyue Wang ◽  
Peng Liu ◽  
Zuankai Wang ◽  
Haimin Yao ◽  
...  
Keyword(s):  
Hydrogen Bonding ◽  
Polymer Coatings ◽  
Molecular Engineering ◽  
Organic Liquids ◽  
Molecular Configuration ◽  
Supramolecular Materials ◽  
Siloxane Oligomers ◽  
Damage Healing ◽  
Oil Repellent ◽  
Liquid Repellency

Polymer coatings with a combined competence of strong bonding to diverse substrates, broad liquid repellency, and readily damage healing are in substantial demand in a range of applications. In this work, we develop damage-healable, oil-repellent supramolecular silicone (DOSS) coatings to harvest abovementioned properties by molecular engineering siloxane oligomers that can self-assemble onto coated substrates via multivalent hydrogen bonding. In addition to the readily damage-healing properties provided by reversible association/dissociation of hydrogen bonding motifs, the unique molecular configuration of the siloxane oligomers on coated substrates enables both robust repellency to organic liquids and strong bonding to various substrates including metals, plastics, and even Teflon. We envision that not only DOSS coatings can be applied in a range of energy, environmental, and biomedical applications that require long-term services in harsh environmental conditions but also the design strategy of the oligomers can be adopted in the development of supramolecular materials with desirable multifunctionality.

Intra- and inter-molecular hydrogen bonding in diphytanylglycerol phospholipids: an infrared spectroscopic investigation

1990 ◽  
Vol 68 (1) ◽  
pp. 266-273 ◽  
Author(s):  
L. C. Stewart ◽  
M. Kates ◽  
P. W. Yang ◽  
H. H. Mantsch
Keyword(s):  
Hydrogen Bond ◽  
Hydrogen Bonding ◽  
Hydrogen Bonds ◽  
Intramolecular Hydrogen Bond ◽  
Membrane Lipids ◽  
Head Group ◽  
Exact Nature ◽  
Oh Groups ◽  
Intramolecular Hydrogen ◽  
Phosphate Groups

A series of diphytanylglycerol phospholipids, i.e., diphytanylglycerol phosphate (PA), diphytanylglycerol phosphoglycerophosphate (PGP), the tri- and tetra-methyl derivatives of PGP, and the 2-deoxyglycerol analogue of PGP (dPGP) were studied by Fourier transform infrared spectroscopy. The use of the "deoxy" and methylated analogues of PGP, as well as that of PA and PGP of varying degrees of ionization, allowed the assignment of characteristic infrared bands associated with the phosphate groups. Analysis of these phosphate bands showed that at neutral pH, each of the two phosphate moieties in PGP is singly ionized, whereas in dPGP the phosphomonoester is doubly ionized. This is a consequence of the marked increase in the pK of one of the P-OH groups on the terminal phosphate of PGP (pK > 11), owing to the formation of an intramolecular hydrogen bond between the head group glycerol hydroxyl and the phosphate groups of PGP. Such an intramolecular hydrogen bond can not be formed by the dPGP analogue, and thus both negative charges in dPGP are located at the terminal phosphomonoester group. The O=P—OH groups of PGP also forms a network of intermolecular hydrogen bonds, the exact nature of which depends on concentration and degree of ionization. The possibility of a complex network of hydrogen bonds within (intramolecular) and between (intermolecular) anionic membrane lipids such as that found in PGP, is consistent with the hypothesis that these lipids function as proton-conducting pathways in membranes.Key words: phospholipids, infrared, hydrogen bonding, phosphatidylglycerophosphate, 2-deoxyphosphatidylglycerophosphate.

On the nature of hydrogen bonding between the phosphatidylcholine head group and water and dimethylsulfoxide

2013 ◽  
Vol 410 ◽  
pp. 31-36 ◽  
Author(s):  
Aleksandra P. Dabkowska ◽  
M. Jayne Lawrence ◽  
Sylvia E. McLain ◽  
Christian D. Lorenz
Keyword(s):  
Hydrogen Bonding ◽  
Head Group

Rheology of Silica Dispersions in Organic Liquids:  New Evidence for Solvation Forces Dictated by Hydrogen Bonding

Langmuir ◽  
2000 ◽  
Vol 16 (21) ◽  
pp. 7920-7930 ◽  
Author(s):  
Srinivasa R. Raghavan ◽  
H. J. Walls ◽  
Saad A. Khan
Keyword(s):  
Hydrogen Bonding ◽  
Organic Liquids ◽  
Solvation Forces ◽  
New Evidence

Hydrogen Bonding and the Swelling of Wood in Various Organic Liquids

1949 ◽  
Vol 71 (8) ◽  
pp. 2852-2855 ◽  
Author(s):  
Amar Nath. Nayer ◽  
Ralph L. Hossfeld
Keyword(s):  
Hydrogen Bonding ◽  
Organic Liquids

scholarly journals Specific Far Infrared Spectroscopic Properties of Phospholipids

2012 ◽  
Vol 27 ◽  
pp. 525-532 ◽  
Author(s):  
Ruth Hielscher ◽  
Petra Hellwig
Keyword(s):  
Hydrogen Bonding ◽  
Far Infrared ◽  
Spectroscopic Properties ◽  
Spectral Signature ◽  
Head Group ◽  
Group Contributions ◽  
Hydrocarbon Chains ◽  
Infrared Spectroscopic ◽  
Skeleton Vibration

We describe the specific spectral signature of different phospholipids and sphingolipids in the far infrared. Three specific spectral domains have been found: the head group contributions (600 and 480 cm−1); the modes of the torsion motion of the hydrocarbon chains and of the skeleton vibration (460 to 180 cm−1); and the hydrogen-bonding continuum (below 300 cm−1). Marker bands for individual phospholipids are distinguished.

Hydrogen bonding in liquid methanol at ambient conditions and at high pressure

2000 ◽  
Vol 98 (3) ◽  
pp. 125-134 ◽  
Author(s):  
T. Weitkamp, J. Neuefeind, H. E. Fisch
Keyword(s):  
High Pressure ◽  
Hydrogen Bonding ◽  
Ambient Conditions
Sign in / Sign up

Export Citation Format

Share Document