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. 2013:2013:197317.
doi: 10.1155/2013/197317. Epub 2013 Aug 20.

Development of the schedule for multiple parallel "difficult" Peptide synthesis on pins

Ekaterina F Kolesanova  1 , Maxim A Sanzhakov, Oleg N Kharybin
Affiliations

Development of the schedule for multiple parallel "difficult" Peptide synthesis on pins

Ekaterina F Kolesanova et al. Int J Pept. 2013.

Abstract

Unified schedule for multiple parallel solid-phase synthesis of so-called "difficult" peptides on polypropylene pins was developed. Increase in the efficiency of 9-fluorenyl(methoxycarbonyl) N-terminal amino-protecting group removal was shown to have a greater influence on the accuracy of the "difficult" peptide synthesis than the use of more efficient amino acid coupling reagents such as aminium salts. Hence the unified schedule for multiple parallel solid-phase synthesis of "difficult" peptides included the procedure for N-terminal amino group deprotection modified by applying a more efficient reagent for the deprotection and the standard procedure of amino acid coupling by carbodiimide method with an additional coupling using aminium salts, if necessary. Amino acid coupling with the help of carbodiimide allows to follow the completeness of the coupling via the bromophenol blue indication, thus providing the accuracy of the synthesis and preventing an overexpenditure of expensive reagents. About 100 biotinylated hepatitis C virus envelope protein fragments, most of which represented "difficult" peptides, were successfully obtained by synthesis on pins with the help of the developed unified schedule.

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Figures

Figure 1
Figure 1
MALDI-TOF MS of the preparation of peptide Biotinyl-SGSGNCSIYPGH-(KP) obtained with the help of the standard multiple parallel peptide synthesis schedule on pins. t.p.: target peptide; t.p.-G: Biotinyl-SGSNCSIYPGH-(KP).
Figure 2
Figure 2
MALDI-TOF MS of preparations of peptide Biotinyl-SGSGNTKLMGGT-(KP) (mol. mass 1542.3) obtained with the help of modifications (a), (b), (c), and (d) of the standard schedule of parallel peptide synthesis on pins (see Section 2 for details).
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