Thiol coupling

Annunziato, M.E., Patel, U.S., Ranade, M., and Palumbo, P.S. (1993) p-Maleimidophenyl isocyanate A novel heterobifunctional linker for hydroxyl to thiol coupling. Bioconjugate Chem. 4, 212-218. 

Ghosh, S.S., Kao, P.M., McCue, A.W., and Chappelle, H.L. (1990) Use of maleimide-thiol coupling chemistry for efficient syntheses of oligonucleotide-enzyme conjugate hybridization probes. Bioconjugate Chem. 1, 71-76. 

The reaction of thiyl radicals with silicon hydrides (Reaction 3.18) is the key step of the so called polarity-reversal catalysis in the radical-chain reduction of alkyl halides as well as in the hydrosilylation of olefins using silane-thiol couple (see Sections 4.5 and 5.1) [33]. The reaction is strongly endothermic and reversible (Reaction —3.18). 

Fig. 8 Synthesis of monocyclic (one disulfide linkage) and linear multiblock polymers through thiol-thiol coupling reactions...

The efficient reductions observed for various organic halides when treated with Et3SiHin two-fold excess in the presence of catalytic amounts of a thiol and di-tert-butyl hyponitrite as initiator confirmed the validity of this approach. Silane-thiol couples were also used, in boiling octane with di-terf-butyl peroxide as initiator, for the reduction of the methylxanthate of 1,2 5,6-di- O -isopropylidene-a-D-glucofuranose, to yield the corresponding deoxy sugar in 60%173 and 70%174... 

The most common chemoselective conjugation is achieved through thiol coupling to free cysteine (C) groups via maelimide chemistry. In proteins, cysteine residues make up only 1.7% of amino acids, and because they tend to... 

Hydrogen peroxide used over a wide pH range has been employed to oxidize sulfur compounds. The scope of the oxidation using hydrogen peroxide includes coupling of thiols to disulfides355 and thiols coupled with amines,356 which are used to produce industrially important compounds. For example, sulfenamides are accelerators for rubber vulcanization (Figure 3.91).357... 

Ghosh SS, Kao PM, McCue AW, Chapelle HL. Use of 142. maleimide-thiol coupling chemistry for efficient syntheses of... 

E.F. Duijs, F. Findeis, K.A. Deutschmann, M. Bichler, A. Zrenner, G. Abstreiter, K. Adlkofer, M. Tanaka and E. Sackmann, Influence of thiol coupling on photoluminescence of near sindace InAs quanttun dots, Phys. Status Solidi B Bas. Res., 224 (2001) 871-875. 

The low affinities of the peptides to the targets are due to the flexible structure of peptides. We tried to make the peptide structures rigid on the SPR chip by molecular imprinting. DTYYC was immobilized on the SPR chip by the same thiol coupling as above. Then DCMU solution was introduced to the chip. After confirming... 

Probes specific for P35S were immobilized on 10 MHz quartz crystals coated with gold, employing both the mentioned immobilization procedures streptavidin/dextran-modified surfaces using a biotinylated probe and direct thiol coupling with 5 thiolated probes. 

In additional to conventional thiol coupling, the same process may be followed by derivitizing carboxyl groups on the protein (instead of those on the sensor surface) with reactive disulfides. In this way, the protein may then be immobihzed to a surface derivatized with thiol groups by treatment with Traut s reagent. 

Thiol Coupling by Derivatization of Carbohydrate to Maleimide Groups... 

Thiol coupling (protein or chip surface) When using highly acidic proteins, proteins that contain few primary amine groups or where those present may be involved in analyte binding... 

Scheme 11.2-3 2-(2-(2-Mercaptoethoxy) removed from carbohydrate and thiol, ethoxyjethanol as a linker for preparing c - Reduced thiol coupled to maleimide or neoglycoconjugates a - Linker synthetically iodoacetyl functionalized structure (chip, incorporated into reducing end of mono- or bead, resin, fluorescent dye, quantum oligosaccharide, b - All protecting groups dot, etc.).

Ubiquitin s carboxyl group is activated by thiol coupling to an activating enzyme (Figure 28.43) in an ATP-dependent process. 

Scales, C.W. Convertine, A.J. McCormick, C.L. Fluorescent labeling of RAFT-generated poly(N-isopropylacrylamide) via a facile maleimide-thiol coupling reaction. Biomacromolecules 2006, 7 (5),... 

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