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Efficient Manual Fmoc Solid-Phase Synthesis of the N-Terminal Segment of Surfactant Protein B (SP-B1-25)

[ Vol. 16 , Issue. 7 ]

Author(s):

Suria Ramli, Ian R. Gentle and Benjamin P. Ross   Pages 810 - 814 ( 5 )

Abstract:


The N-terminal 25 residue segment of human surfactant protein B (SP-B1-25) was synthesised in 26% yield by manual Fmoc solid-phase peptide synthesis (Fmoc SPPS) using low-loading Fmoc-Gly-Wang resin. Substantial oxidation of Met21 occurred during the synthesis, and the addition of Bu4NBr to a TFA/water/EDT/TIS cleavage cocktail enabled facile reduction of Met(O)21-SP-B1-25 to SP-B1-25. The methods described herein are generally applicable to the Fmoc SPPS of difficult sequences containing methionine.

Keywords:

Surfactant protein B (SP-B), Fmoc solid-phase peptide synthesis, peptide aggregation, low-loading resin, methionine sulfoxide, tetrabutylammonium bromide

Affiliation:

University of Queensland, School of Pharmacy, Qld 4072, Australia.



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