Synthesis solid phase interaction

Horn J, Michalek F, Tzschucke CC, Bannwarth W (2004) Non-Covalently Solid-Phase Bound Catalysts for Organic Synthesis. 242 43-75 Houseman BT, Mrksich M (2002) Model Systems for Studying Polyvalent Carbohydrate Binding Interactions. 218 1-44 Hricovinlova Z,see Petrus L (2001) 215 15-41... 

Initial solid phase synthesis25 was carried out on Merrifield s resin (1 % crosslinked chloromethylated styrene/divinylbenzene copolymer, 200-400 mesh) because of its track record in solid-phase peptide synthesis.26 Unfortunately, the Merrifield resin has limitations as a carbohydrate carrier to study interactions between the carbohydrates and relevant binding proteins. The hydrophobic nature of the resin leads to nonspecific, irreversible protein adsorption.27 Later work utilized Rapp s TentaGel, an amphiphilic, polyethylene glycol resin.28... 

Many factors will prevent the reaction from completion and lower the yield of solid-phase synthesis. Besides chemical issues, factors hke solvent [8], reagent diffusion [9], mixing method [10], site interaction [11], and others may all influence the synthesis. In this section, discussion will focus on the reagent diffusion issue in solid-phase synthesis. 

Guanidines are basic molecules (pA of guanidine = 12.5) with a capacity to form intermolecular contacts mediated by H-bonding interactions. Consequently, they are potentially useful pharmacophores in medicinal chemistry, 1 have proven applications as artificial sweeteners,2,3 and are useful as probes in academic studies of intermolecular associations, including su-pramolecular complexes. Expedited access to these molecules via solid-phase synthesis is therefore a worthy goal. This chapter outlines various... 

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