1003-13-0Relevant academic research and scientific papers
Palladium(II)-Catalyzed Cyclopropanation of Simple Allyloxy and Allylamino Compounds and of 1-Oxy-1,3-butadienes with Diazomethane
Tomilov, Yu. V.,Kostitsyn, A. B.,Shulishov, E. V.,Nefedov, O. M.
, p. 246 - 248 (1990)
(Alkyloxymethyl)-, (aminomethyl)-, (2-alkoxyethenyl)-, (2-acetoxyethenyl)-, and (2-siloxyethenyl)cyclopropanes are obtained in high yields by reaction of allyl alcohol or derivatives, allylamines, 1-alkoxy-, 1-acetoxy-, and 1-trimethylsiloxy-1,3-butadienes with diazomethane in dichloromethane/diethylether in the presence of bis(benzonitrile)palladium dichloride.
Structural and functional characterization of an anesthetic binding site in the second cysteine-rich domain of protein Kinase Cδ*
Shanmugasundararaj, Sivananthaperumal,Das, Joydip,Sandberg, Warren S.,Zhou, Xiaojuan,Wang, Dan,Messing, Robert O.,Bruzik, Karol S.,Stehle, Thilo,Miller, Keith W.
, p. 2331 - 2340 (2012)
Elucidating the principles governing anesthetic-protein interactions requires structural determinations at high resolutions not yet achieved with ion channels. Protein kinase C (PKC) activity is modulated by general anesthetics. We solved the structure of the phorbol-binding domain (C1B) of PKCδ complexed with an ether (methoxymethylcycloprane) and with an alcohol (cyclopropylmethanol) at 1.36-A? resolution. The cyclopropane rings of both agents displace a single water molecule in a surface pocket adjacent to the phorbol-binding site, making van der Waals contacts with the backbone and/or side chains of residues Asn-237 to Ser-240. Surprisingly, two water molecules anchored in a hydrogen-bonded chain between Thr-242 and Lys-260 impart elasticity to one side of the binding pocket. The cyclopropane ring takes part in π-acceptor hydrogen bonds with the amide of Met-239. There is a crucial hydrogen bond between the oxygen atoms of the anesthetics and the hydroxyl of Tyr-236. A Tyr-236-Phe mutation results in loss of binding. Thus, both van der Waals interactions and hydrogen-bonding are essential for binding to occur. Ethanol failed to bind because it is too short to benefit from both interactions. Cyclopropylmethanol inhibited phorbol-ester-induced PKCδ activity, but failed to do so in PKCδ containing the Tyr-236-Phe mutation.
Dynamic behaviour of carbocations on zeolites: Mobility and rearrangement of the C4H7+ system
Kling, Diego P.,Machado, Erick S.A.,Chagas, Henrique C.,Dos Santos, Alex P.A.,Rosenbach, Nilton,Walkimar Carneiro, Jose,Mota, Claudio J.A.
, p. 4480 - 4482 (2013)
The mobility and rearrangement of the C4H7 + system over Chabazite were studied using ab initio molecular dynamics. The results indicated the high mobility of the cations, which can rearrange within picosecond time interva
REACTIONS OF DIAZOALKANES WITH UNSATURATED COMPOUNDS. 8. CATALYTIC CYCLOPROPANATION OF ALLYL ALCOHOLS AND ALLYLAMINES WITH DIAZOMETHANE
Tomilov, Yu. V.,Kostitsyn, A. B.,Dokichev, V. A.,Dzhemilev, U. M.,Nefedov, O. M.
, p. 2518 - 2521 (2007/10/02)
Allyl alcohols and allylamines have been cyclopropanated directly with diazomethane in the presence of palladium compounds to give 60-88percent of cyclopropylmethanols and cyclopropylmethylamines, respectively, almost free from the products of formal insertion of methylene into the heteroatom-hydrogen bond.
