3725-40-4Relevant academic research and scientific papers
Carbon chain shape selectivity by the mouse olfactory receptor OR-I7
Liu, Min Ting,Ho, Jianghai,Liu, Jason Karl,Purakait, Radhanath,Morzan, Uriel N.,Ahmed, Lucky,Batista, Victor S.,Matsunami, Hiroaki,Ryan, Kevin
supporting information, p. 2541 - 2548 (2018/04/12)
The rodent OR-I7 is an olfactory receptor exemplar activated by aliphatic aldehydes such as octanal. Normal alkanals shorter than heptanal bind OR-I7 without activating it and hence function as antagonists in vitro. We report a series of aldehydes designed to probe the structural requirements for aliphatic ligand chains too short to meet the minimum approximate 6.9 ? length requirement for receptor activation. Experiments using recombinant mouse OR-I7 expressed in heterologous cells show that in the context of short aldehyde antagonists, OR-I7 prefers binding aliphatic chains without branches, though a single methyl on carbon-3 is permitted. The receptor can accommodate a surprisingly large number of carbons (e.g. ten in adamantyl) as long as the carbons are part of a conformationally constrained ring system. A rhodopsin-based homology model of mouse OR-I7 docked with the new antagonists suggests that small alkyl branches on the alkyl chain sterically interfere with the hydrophobic residues lining the binding site, but branch carbons can be accommodated when tied back into a compact ring system like the adamantyl and bicyclo[2.2.2]octyl systems.
Effect of the cross-linker on the general performance and temperature dependent behaviour of a molecularly imprinted polymer catalyst of a Diels-Alder reaction
Henschel, Henning,Kirsch, Nicole,Hedin-Dahlstroem, Jimmy,Whitcombe, Michael J.,Wikman, Susanne,Nicholls, Ian A.
, p. 199 - 205 (2012/07/13)
Here we present a series of molecularly imprinted polymers capable of catalysing the Diels-Alder reaction between benzyl 1,3-butadienylcarbamate (1) and N,N-dimethyl acrylamide (2). The polymer systems studied here demonstrated an unusual cross-linker and temperature dependent behaviour, namely that polymer catalysis of the Diels-Alder reaction was lower at elevated temperature, in contrast to the solution reaction. Furthermore, not only was the catalytic activity significantly influenced by the choice of cross-linker, but in a similar fashion also the extent of the temperature effect, indicating a close relationship between catalysis and the observed inhibition. Molecular dynamics simulations of both the polymer systems studied were used to provide insight into the molecular background of transition state stabilisation, and differences in properties of the systems based on different cross-linkers.
An iron carbonyl approach to the influenza neuraminidase inhibitor oseltamivir
Bromfield, Karen M.,Graden, Henrik,Hagberg, Daniel P.,Olsson, Thomas,Kann, Nina
, p. 3183 - 3185 (2008/02/13)
A novel synthetic route towards oseltamivir, an influenza neuraminidase inhibitor, has been achieved employing a cationic iron carbonyl complex, providing an alternate pathway with the potential to access diverse analogues. The Royal Society of Chemistry.
Preparation of cyclohexadiene compounds
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, (2008/06/13)
Cyclohexadienes are produced by heating in the presence of an organic solvent a compound of the formula: EQU1 wherein X is either --COCH3 or --COOR1, R1 is a lower alkyl group. The preferred cyclohexadienes are useful as intermediates in the preparation of odorants.
