This paper reviews the recent findings related to the physical properties of tetraether lipid membranes, with special attention to the effects of the number, position, and configuration of cyclopentane rings on membrane properties. We discuss the findings obtained from liposomes and monolayers, composed of naturally occurring archaeal tetraether lipids and synthetic tetraethers as well as the results from computer simulations. It appears that the number, position, and stereochemistry of cyclopentane rings in the dibiphytanyl chains of tetraether lipids have significant influence on packing tightness, lipid conformation, membrane thickness and organization, and headgroup hydration/orientation.

Download full-text PDF

Source
http://www.ncbi.nlm.nih.gov/pmc/articles/PMC3458407PMC
http://dx.doi.org/10.1155/2012/138439DOI Listing

Publication Analysis

Top Keywords

cyclopentane rings
12
physical properties
8
properties tetraether
8
tetraether lipid
8
lipid membranes
8
number position
8
tetraether lipids
8
tetraether
4
membranes effects
4
effects cyclopentane
4

Similar Publications

In this work, the first review paper about -iridoids was presented. In particular, their detailed occurrence, chemophenetic evaluation and biological activities were reported. To the best of our knowledge, two hundred and eighty-eight -iridoids have been evidenced so far, bearing different structural features, with the link between two -iridoids sub-units as the major one.

View Article and Find Full Text PDF

Localized Boron Sites in Large Pore Borosilicate Zeolite EMM-59 Determined by Electron Crystallography.

J Am Chem Soc

December 2024

Department of Materials and Environmental Chemistry, Stockholm University, SE-106 91 Stockholm, Sweden.

The structure of novel large pore borosilicate zeolite EMM-59 (|CHN|[BSiO]) with localized framework boron sites was determined by using three-dimensional electron diffraction (3D ED) and scanning transmission electron microscopy (STEM) imaging. EMM-59 was synthesized using 2,2-(cyclopentane-1,1-diyl)bis(,-diethyl--methylethan-1-aminium) as an organic structure-directing agent (OSDA). The framework has a three-dimensional intersecting channel system delimited by 12 × 10 × 10-ring openings and contains 28 T and 60 oxygen atoms in the asymmetric unit, making it the most complex monoclinic zeolite.

View Article and Find Full Text PDF

An unexpected phosphine-catalyzed controllable three-component domino reaction involving [1 + 2 + 2] annulation and [1 + 2 + 2]/[3 + 2] sequential annulation reaction of 2-arylmethylidene cyanoacetates/malononitriles with Morita-Baylis-Hillman (MBH) carbonates has been developed. A broad range of densely functionalized cyclopentanes and diquinanes bearing five or four consecutive stereogenic centers, including two all-carbon quaternary stereocenters, were smoothly acquired in moderate to excellent yields under mild reaction conditions from readily available materials. Moreover, this divergent transformation enables the simultaneous generation of three or four new C-C bonds and one or two carbocyclic rings in only one step.

View Article and Find Full Text PDF

Herein, we present a green cascade approach for synthesizing a range of chemoselective polysubstituted pyrano[3',4':3,4]cyclopenta[1,2-]chromenes containing a chiral stereocenter. The strategy involves a metal-free nucleophilic reaction between dialkyl (2)-2-{2-oxo-3-[(2)-3-aryl-2-propenoyl]-2-chromen-4-yl}-2-butenedioates and α,α-dicyanoolefins under reflux conditions in ethanol solvent. Mechanistic studies have shown that the reaction proceeds via a cascade of steps, including Michael addition, intramolecular C- and -cyclization, intramolecular trans-esterification, [1,2]- and [1,5]-methoxy- and ethoxy carbonyl shift, and finally aromatization to yield the desired product.

View Article and Find Full Text PDF

Total Synthesis of the Hexacyclic Sesterterpenoid Niduterpenoid B via Structural Reorganization Strategy.

J Am Chem Soc

September 2024

State Key Laboratory of Applied Organic Chemistry, College of Chemistry and Chemical Engineering, Lanzhou University, Lanzhou 730000, China.

To date, it remains challenging to precisely and efficiently construct structurally intriguing polycarbocycles with densely packed stereocenters in organic synthesis. Niduterpenoid B, a naturally occurring ERα inhibitor, exemplifies this complexity with its intricate polycyclic network comprising 5 cyclopentane and 1 cyclopropane rings, featuring 13 contiguous stereocenters, including 4 all-carbon quaternary centers. In this work, we describe the first total synthesis of niduterpenoid B using a structural reorganization strategy.

View Article and Find Full Text PDF

Want AI Summaries of new PubMed Abstracts delivered to your In-box?

Enter search terms and have AI summaries delivered each week - change queries or unsubscribe any time!