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Folding-Induced CO 2 -Soluble Peptides.

Peptide Synthesis and Purification: Peptides were synthesized on an Applied Biosystems Pioneer Peptide synthesizer using Fmoc-protected PEG-PAL amide resin (loading 0.38-0.40 mmol/g). Peptides were synthesized on 0.1 mmole scale. Automated synthesis was used up to the glycosylated amino acid, at which point manual synthesis was practiced to ensure coupling and deprotection of the glycosylated residue and acetylation of the N-terminus. Manual couplings proceeded for 3-10 hours, and deprotections for 20 minutes to 1 hour. Manual couplings and deprotections were monitored by the Kaiser test. The following amino acid protecting groups were used: Lys(Boc). Fmoc-protecting groups were removed using 2% piperidine, 2% DBU in DMF. Amino acids were coupled using HBTU/HOBt activation. The N-terminus was acetylated with 5% acetic anhydride and 6% 2,6-lutidene in DMF. Peptides were simultaneously cleaved and sidechain protecting groups removed with a cocktail of 95% trifluoroacetic acid (TFA), 2.5% triisopropyl silane and 2.5% water for 2-4 hours. The TFA was evaporated with a stream of air, and crude peptides were precipitated with cold ether, extracted into water, and lyophilized.