Form-fitting chemistry in a protein mold is enabled by the use of 1,3-dipolar cycloaddition azides and alkynes. The enzyme acetylcholinesterase preferentially assembles one pair these reactants, each which bears group that binds to adjacent positions on structure (see picture), into 1,2,3-triazole adduct most potent noncovalent inhibitor yet developed. Supporting information for this article available WWW under http://www.wiley-vch.de/contents/jc_2002/2002/z18552_s.pdf or from author. Please...

Maßgeschneiderte Chemie in einer Protein-Vorlage: Bei Reihe von Aziden und Alkinen, Reaktanten für eine 1,3-dipolare Cycloaddition, wird vom Enzym Acetylcholinesterase bevorzugt ein Paar Reaktionspartnern umgesetzt, denen beide an benachbarten Stellen der Proteinstruktur binden (siehe Bild). Das dabei gebildete 1,2,3-Triazol ist stärkste bisher entwickelte nichtkovalent gebundene Inhibitor dieses Enzym.

In calix[4]arenes when one methylene bridge carries an alkyl or aryl substituent, two diastereomeric cone conformations are possible in which this substituent assumes the equatorial axial position. Two diastereomers with cis trans arrangement of substituents exist for corresponding compounds substituted bridges, and have to be considered additionally most cases. Molecular mechanics calculations predict energetical preference position both systems. This is markedly more pronounced groups than...

ADVERTISEMENT RETURN TO ISSUEPREVArticleNEXTPartially hydroxyl depleted calix[4]arenesFlavio Grynszpan, Zafrir Goren, and Silvio E. BialiCite this: J. Org. Chem. 1991, 56, 2, 532–536Publication Date (Print):January 1, 1991Publication History Published online1 May 2002Published inissue 1 January 1991https://pubs.acs.org/doi/10.1021/jo00002a010https://doi.org/10.1021/jo00002a010research-articleACS PublicationsRequest reuse permissionsArticle Views181Altmetric-Citations53LEARN ABOUT THESE...

The use of computer-aided structure-based drug design prior to synthesis has proven be generally valuable in suggesting improved binding analogues existing ligands. Here we describe the application program AutoDock a focused library that was used "click chemistry in-situ" generation most potent noncovalent inhibitor native enzyme acetylcholinesterase (AChE) yet developed (K(d) = ~100 fM). version 3.0.5 been widely distributed and successfully predict bound conformations flexible Here, also...

An ultrasensitive fluorescent water sensor based on a dipodal bimane-Cu(II) complex is reported here. This complex, which non-fluorescent in the absence of water, demonstrates remarkable turn-on fluorescence presence extremely low (0.000786% v/v) concentrations via highly selective water-induced displacement copper and restoration innate bimane fluorescence.

The first successful sol−gel entrapment of monoclonal catalytic antibodies is described. Antibodies which catalyze various hydrolytic reactions were entrapped directly in a tetramethoxysilane-derived silica matrix, retaining their activity. carried out either batchwise or continuous flow apparatus, demonstrating the utility these novel biocatalysts for preparative scale organic synthesis.

Cobalt detection is accomplished <italic>via</italic> efficient fluorescence quenching of a bimane-β-cyclodextrin complex, both in solution and the solid state.

ADVERTISEMENT RETURN TO ISSUEPREVArticleNEXTPreparation, stereochemistry, and reactions of the bis(spirodienone) derivatives p-tert-butylcalix[4]areneAriel M. Litwak, Flavio Grynszpan, Oleg Aleksiuk, Shmuel Cohen, Silvio E. BialiCite this: J. Org. Chem. 1993, 58, 2, 393–402Publication Date (Print):January 1, 1993Publication History Published online1 May 2002Published inissue 1 January 1993https://pubs.acs.org/doi/10.1021/jo00054a023https://doi.org/10.1021/jo00054a023research-articleACS...

F. Grynszpan, O. Aleksiuk and S. E. Biali, J. Chem. Soc., Commun., 1993, 13 DOI: 10.1039/C39930000013

ADVERTISEMENT RETURN TO ISSUEPREVArticleNEXTSpirodienone route for aminodehydroxylation: monoaminotrihydroxy-p-tert-butylcalix[4]areneOleg Aleksiuk, Flavio Grynszpan, and Silvio E. BialiCite this: J. Org. Chem. 1993, 58, 8, 1994–1996Publication Date (Print):April 1, 1993Publication History Published online1 May 2002Published inissue 1 April 1993https://pubs.acs.org/doi/10.1021/jo00060a005https://doi.org/10.1021/jo00060a005research-articleACS PublicationsRequest reuse permissionsArticle...

ADVERTISEMENT RETURN TO ISSUEPREVArticleNEXTCyclization and Reductive Cleavage of Monospirodienone Calix[4]arene Derivatives. Trihydroxy-p-tert-butylcalix[4]arene RevisitedFlavio Grynszpan, Oleg Aleksiuk, Silvio E. BialiCite this: J. Org. Chem. 1994, 59, 8, 2070–2074Publication Date (Print):April 1, 1994Publication History Published online1 May 2002Published inissue 1 April 1994https://pubs.acs.org/doi/10.1021/jo00087a022https://doi.org/10.1021/jo00087a022research-articleACS...

Mild oxidation of p-tert-butylcalix[4]arene 1 yields the chiral spirodienone 3 which is used as an intermediate for preparation proximally disubstituted and didehydroxylated calixarenes; crystal structure has been determined.

Reported herein is a fluorometric and colorimetric sensor for the presence of trace amounts water in organic solvents, using syn -bimane based boronate ester 1 . This responds to with highly sensitive turn-off fluorescence response, detection limits as low 0.018% (v/v). Moreover, analogously high performance was observed when compound adsorbed on filter paper, paper-based responding both liquid humid atmospheres. Reusability up 11 cycles demonstrated, albeit progressive decreases...

A cationic Pd(ii) complex containing syn-(Me,Me)bimane as a ligand was prepared and fully characterized. This represents the first well-defined case of bimane scaffold coordinated to metal center. The strongly-fluorescent syn-bimane chelates center via its carbonyl oxygen atoms, affording non-fluorescent complex. crystal structure this shows that departs from planarity, with bicyclic framework bent about N-N bond. Spectroscopic evidence demonstrates coordination is reversible in solution.

The pulsed gradient spin echo (PGSE) NMR technique was used for measuring the diffusion coefficients of neutral and charged calix[n]arenes probing their association in solution with potential guests.

Compact carriers for peptidyl delivery systems (PDSs) loaded with various drugs were synthesized using a simple and convenient solid phase organic synthesis strategy, including semi-orthogonal functional group protection schemes. Each attachment point of the compact carrier can thus be bound to an anticancer agent through biodegradable covalent link. Chemo- biostability experiments model platform three different revealed pH liver homogenate (metabolic) dependent sequential release behavior....

Fluorescent bimanes are low molecular weight and toxicity molecules with applications ranging from biology to LASER dyes. The widespread use of these probes has presumably been stalled by the hazards involved in their current synthetic preparation which involve handling dangerous halogens like chlorine (gas) bromine (liq.). accessibility achieved simple safe dihalogen solvent-free methodologies described here open floodgates additional future practical bimanes.