Efficient manual Fmoc solid-phase synthesis of the N-terminal segment of surfactant protein B (SP-B(1-25)).
The N-terminal 25 residue segment of human surfactant protein B (SP-B(1-25)) was synthesised in 26% yield by manual Fmoc solid-phase peptide synthesis (Fmoc SPPS) using low-loading Fmoc-Gly-Wang resin. Substantial oxidation of Met(21) occurred during the synthesis, and the addition of Bu(4)NBr to a TFA/water/EDT/TIS cleavage cocktail enabled facile reduction of Met(O)(21)-SP-B(1-25) to SP-B(1-25). The methods described herein are generally applicable to the Fmoc SPPS of difficult sequences containing methionine.
Ramli
Suria
S
The University of Queensland, School of Pharmacy, Qld 4072, Australia.
Gentle
Ian R
IR
Ross
Benjamin P
BP
D000595:Amino Acid Sequence; D002851:Chromatography, High Pressure Liquid; D005449:Fluorenes / Q000737:chemistry*; D008969:Molecular Sequence Data; D010084:Oxidation-Reduction; D010446:Peptide Fragments / Q000032:analysis / Q000138:chemical synthesis* / Q000737:chemistry; D037701:Pulmonary Surfactant-Associated Protein B / Q000138:chemical synthesis* / Q000737:chemistry*; D021241:Spectrometry, Mass, Electrospray Ionization
C496789:9-fluorenylmethoxycarbonyl; D005449:Fluorenes; D010446:Peptide Fragments; D037701:Pulmonary Surfactant-Associated Protein B