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

Suria Ramli, Ian R. Gentle, Benjamin P. Ross

Research output: Contribution to journalArticle

3 Citations (Scopus)

Abstract

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 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.

Original languageEnglish
Pages (from-to)810-814
Number of pages5
JournalProtein and Peptide Letters
Volume16
Issue number7
DOIs
Publication statusPublished - Jul 2009
Externally publishedYes

Fingerprint

Pulmonary Surfactant-Associated Protein B
Solid-Phase Synthesis Techniques
Methionine
Peptides
Water
Oxidation

Keywords

  • Fmoc solid-phase peptide synthesis
  • Low-loading resin
  • Methionine sulfoxide
  • Peptide aggregation
  • Surfactant protein B (SP-B)
  • Ttetrabutylammonium bromide

ASJC Scopus subject areas

  • Biochemistry
  • Structural Biology

Cite this

Efficient manual Fmoc solid-phase synthesis of the N-terminal segment of surfactant protein B (SP-B1-25). / Ramli, Suria; Gentle, Ian R.; Ross, Benjamin P.

In: Protein and Peptide Letters, Vol. 16, No. 7, 07.2009, p. 810-814.

Research output: Contribution to journalArticle

@article{9b0885ffde2f4fc687c658aaf6e23faf,
title = "Efficient manual Fmoc solid-phase synthesis of the N-terminal segment of surfactant protein B (SP-B1-25)",
abstract = "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 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 = "Fmoc solid-phase peptide synthesis, Low-loading resin, Methionine sulfoxide, Peptide aggregation, Surfactant protein B (SP-B), Ttetrabutylammonium bromide",
author = "Suria Ramli and Gentle, {Ian R.} and Ross, {Benjamin P.}",
year = "2009",
month = "7",
doi = "10.2174/092986609788681706",
language = "English",
volume = "16",
pages = "810--814",
journal = "Protein and Peptide Letters",
issn = "0929-8665",
publisher = "Bentham Science Publishers B.V.",
number = "7",

}

TY - JOUR

T1 - Efficient manual Fmoc solid-phase synthesis of the N-terminal segment of surfactant protein B (SP-B1-25)

AU - Ramli, Suria

AU - Gentle, Ian R.

AU - Ross, Benjamin P.

PY - 2009/7

Y1 - 2009/7

N2 - 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 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.

AB - 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 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.

KW - Fmoc solid-phase peptide synthesis

KW - Low-loading resin

KW - Methionine sulfoxide

KW - Peptide aggregation

KW - Surfactant protein B (SP-B)

KW - Ttetrabutylammonium bromide

UR - http://www.scopus.com/inward/record.url?scp=67849094577&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=67849094577&partnerID=8YFLogxK

U2 - 10.2174/092986609788681706

DO - 10.2174/092986609788681706

M3 - Article

C2 - 19601911

AN - SCOPUS:67849094577

VL - 16

SP - 810

EP - 814

JO - Protein and Peptide Letters

JF - Protein and Peptide Letters

SN - 0929-8665

IS - 7

ER -