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Thiol-ene Reactions (thiol-ene + reaction)

Distribution by Scientific Domains
Polymers and Materials Science80%

Selected Abstracts

Oriented Immobilization of Farnesylated Proteins by the Thiol-Ene Reaction,

ANGEWANDTE CHEMIE, Issue 7 2010
Dirk Weinrich Dr.
Einfach und unter milden Bedingungen werden Proteine durch Thiol-En-Photokupplung zwischen S-Farnesylgruppen an einer genetisch kodierbaren ,CAAX-Box"-Tetrapeptidsequenz (A ist aliphatisch) am C-Terminus des Proteins und Oberflächen-Thiolen immobilisiert (siehe Schema). Auf diese Art gelingt die gerichtete kovalente Immobilisierung von Proteinen direkt aus Expressionslysaten ohne zusätzliche Reinigungs- oder Derivatisierungsschritte. [source]

Kinetic Modeling of Thiol-Ene Reactions with Both Step and Chain Growth Aspects

MACROMOLECULAR THEORY AND SIMULATIONS, Issue 4 2005
Oguz Okay
Abstract Summary: A kinetic model is presented for thiol-ene cross-linking photopolymerizations including the allowance for chain growth reaction of the ene, i.e., homopolymerization. The kinetic model is based on a description of the average chain lengths derived from differential equations of the type of Smoluchowski coagulation equations. The method of moments was applied to obtain average properties of thiol-ene reaction systems. The model predicts the molecular weight distribution of active and inactive species in the pre-gel regime of thiol-enes, as well as the gel points depending on the synthesis parameters. It is shown that, when no homopolymerization is allowed, the average molecular weights and the gel point conversion are given by the typical equations valid for the step-growth polymerization. Increasing the extent of homopolymerization also increases the average molecular weights and shifts the gel point toward lower conversions and shorter reaction times. It is also shown that the ratio of thiyl radical propagation to the chain transfer kinetic parameter (kp1/ktr) affects the gelation time, tcr. Gelation occurs earlier as the kp1/ktr ratio is increased due to the predominant attack of thiyl radicals on the vinyl groups and formation of more stable carbon radicals. The gel point in thiol-ene reactions is also found to be very sensitive to the extent of cyclization, particularly, if the monomer functionalities are low. Number-average chain length of carbon radicals (solid curves) and thiyl radicals (dashed curves) plotted against the vinyl group conversion, xM, during thiol-ene polymerization. Calculations were for six different kp/ktr ratios. [source]

Protein Biochips: Oriented Surface Immobilization of Proteins,

MACROMOLECULAR CHEMISTRY AND PHYSICS, Issue 2 2010
Po-Chiao Lin
Abstract Substantial progress in biochip technologies has established an efficient and reliable platform for advanced biological and biomedical applications. In particular, the use of protein biochips in high-throughput screens provides high content information. We briefly introduce here recent developments in protein biochip preparation with a special focus on our own work on new methods for protein immobilization and protein microarray fabrication, including the application of the Diels-Alder reaction, Staudinger ligation, ,click' sulfonamide formation, and the photochemical thiol-ene reaction. These chemical methods allow for oriented, site-specific protein conjugation on solid surfaces with high sensitivity and specificity under mild, aqueous conditions. [source]

The power of thiol-ene chemistry

JOURNAL OF POLYMER SCIENCE (IN TWO SECTIONS), Issue 4 2010
Matthew J. Kade
Abstract As a tribute to Professor Charlie Hoyle, we take the opportunity to review the impact of thiol-ene chemistry on polymer and materials science over the past 5 years. During this time, a renaissance in thiol-ene chemistry has occurred with recent progress demonstrating its unique advantages when compared with traditional coupling and functionalization strategies. Additionally, the robust nature of thiol-ene chemistry allows for the preparation of well-defined materials with few structural limitations and synthetic requirements. To illustrate these features, the utility of thiol-ene reactions for network formation, polymer functionalization, dendrimer synthesis, and the decoration of three-dimensional objects is discussed. Also, the development of the closely related thiol-yne chemistry is described. © 2010 Wiley Periodicals, Inc. J Polym Sci Part A: Polym Chem 48: 743,750, 2010 [source]

Kinetic Modeling of Thiol-Ene Reactions with Both Step and Chain Growth Aspects

MACROMOLECULAR THEORY AND SIMULATIONS, Issue 4 2005
Oguz Okay
Abstract Summary: A kinetic model is presented for thiol-ene cross-linking photopolymerizations including the allowance for chain growth reaction of the ene, i.e., homopolymerization. The kinetic model is based on a description of the average chain lengths derived from differential equations of the type of Smoluchowski coagulation equations. The method of moments was applied to obtain average properties of thiol-ene reaction systems. The model predicts the molecular weight distribution of active and inactive species in the pre-gel regime of thiol-enes, as well as the gel points depending on the synthesis parameters. It is shown that, when no homopolymerization is allowed, the average molecular weights and the gel point conversion are given by the typical equations valid for the step-growth polymerization. Increasing the extent of homopolymerization also increases the average molecular weights and shifts the gel point toward lower conversions and shorter reaction times. It is also shown that the ratio of thiyl radical propagation to the chain transfer kinetic parameter (kp1/ktr) affects the gelation time, tcr. Gelation occurs earlier as the kp1/ktr ratio is increased due to the predominant attack of thiyl radicals on the vinyl groups and formation of more stable carbon radicals. The gel point in thiol-ene reactions is also found to be very sensitive to the extent of cyclization, particularly, if the monomer functionalities are low. Number-average chain length of carbon radicals (solid curves) and thiyl radicals (dashed curves) plotted against the vinyl group conversion, xM, during thiol-ene polymerization. Calculations were for six different kp/ktr ratios. [source]