Polydimethylacrylamide resin

E Atherton, DL Clive, RC Sheppard. Polyamide supports for polypeptide synthesis. J Am Chem Soc 97, 6584, 1975. 

R Arshady, E Atherton, MJ Gait, RC Sheppard. An easily prepared polymer support for solid phase peptide and oligonucleotide synthesis. Preparation of substance P and a nonadeoxyribonucleotide. J Chem Soc Chem Commun 423, 1979. 

E Atherton, E Brown, RC Sheppard. A physically supported gel polymer for low pressure, continuous flow solid phase reactions. Applications to solid phase peptide synthesis. J Chem Soc Chem Commun 1151, 1981. 

RC Sheppard. Continous flow methods in organic synthesis. Chem Britain 402, 1983. 

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Methoxycarbonyl-functionalized polydimethylacrylamide resin was chosen as the solid support. It was converted into a primary amine by treating it with ethylenediamine. An internal reference-spacer amino acid was incorporated by coup-ing with A -Fmoc-norleucine anhydride and the cleavage of the A -Fmoc group with 20% piperidine, followed by the addition of the reversible-linkage agent [2,4,5-trichlorophenyl 4-(hydroxymethyl)benzoate] in the presence of HOBt. 

However, the best results were obtained when the first nucleoside was attached via the succinyl linker onto the ethylenediamine-treated polydimethylacrylamide resin (Figure 19.4) [178,179] or Enzacryl Gel K-2 [177]. The polydimethylacrylamide support has been utilized by Gait et al. [180] in the automated solid phase oligonucleotide synthesis by the phosphotriester method on a peptide synthesizer. 

JT Sparrow, NG Knieb-Cordonier, NU Obeyesekere, JS McMurray. A large pore polydimethylacrylamide resin for solid-phase peptide synthesis Applications in FMOC chemistry. Peptide Res 9 297-304, 1996. 

Corning 3-aminopropyl glass derivatized with p-aminobenzoic acid Polamide resin, incorporating /3-alanine group /3-alanylhexamethylenediamine polydimethylacrylamide resin... 

Another important consideration was the choice of resin. The use of Hmb was developed using resins composed of polydimethylacrylamide polymerized within the pores of a solid, macroporous support, either Pepsyn or polyhipe, both are exemplified below. The use of Hmb involves the switching of solvents from DMF to dichloromethane the resins mentioned have excellent swelling properties in both solvents. However, some commercial polystyrene supports have given poor results because of the need to switch solvents, which can cause problems due to resin shrinkage. 1 ... 

Polyamide supports such as poly-L-lysine (MW 80,000) (Chapman and Kleid, 1973), polydimethylacrylamide (Gait and Sheppard, 1976, 1977), and polyacrylmorpholide (Narang r u/., 1977) have been reported for the synthesis of oligonucleotides. Polyamide resins, being more polar, are claimed to be more compatible with oligonucleotide synthesis than are their styrene-based counterparts. Polypeptide synthesis has also been reported on a polydimethylacrylamide-based support (Atherton et al., 1975). 

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