Efficient manual Fmoc solid-phase synthesis of the N-Terminal segment of surfactant protein B (SP-B1-25)

Ramli, Suria, Gentle, Ian R. and Ross, Benjamin P. (2009) Efficient manual Fmoc solid-phase synthesis of the N-Terminal segment of surfactant protein B (SP-B1-25). Protein and Peptide Letters, 16 7: 810-814. doi:10.2174/092986609788681706

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Author Ramli, Suria
Gentle, Ian R.
Ross, Benjamin P.
Title Efficient manual Fmoc solid-phase synthesis of the N-Terminal segment of surfactant protein B (SP-B1-25)
Formatted title
Efficient manual Fmoc solid-phase synthesis of the N-Terminal segment of surfactant protein B (SP-B1-25)
Journal name Protein and Peptide Letters   Check publisher's open access policy
ISSN 0929-8665
Publication date 2009
Sub-type Article (original research)
DOI 10.2174/092986609788681706
Volume 16
Issue 7
Start page 810
End page 814
Total pages 5
Editor Dunn, B. M.
Place of publication Netherlands
Publisher Bentham Science Publishers Ltd.
Collection year 2010
Language eng
Subject C1
030406 Proteins and Peptides
970103 Expanding Knowledge in the Chemical Sciences
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.
Formatted 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.
Keyword Surfactant protein B (SP-B)
Fmoc solid-phase peptide synthesis
peptide aggregation
low-loading resin
methionine sulfoxide
tetrabutylammonium bromide
Q-Index Code C1
Q-Index Status Confirmed Code

Document type: Journal Article
Sub-type: Article (original research)
Collections: 2010 Higher Education Research Data Collection
School of Chemistry and Molecular Biosciences
 
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Created: Thu, 10 Sep 2009, 16:28:08 EST by Charna Kovacevic on behalf of School of Chemistry & Molecular Biosciences