Copper-Free Cleavage-Sonogashira Conjugation of Silylacetylene Immobilized Peptides

Martin Strack; Nils Metzler-Nolte; H. Bauke Albada

doi:10.1055/s-0034-1378207

Synthesis, Inhaltsverzeichnis

Synthesis 2014; 46(17): 2293-2296
DOI: 10.1055/s-0034-1378207

special topic

Copper-Free Cleavage-Sonogashira Conjugation of Silylacetylene Immobilized Peptides

Martin Strack

Inorganic Chemistry 1, Bioinorganic Chemistry, Department of Chemistry and Biochemistry, Ruhr University Bochum, Universitätsstr. 150, 44780 Bochum, Germany eMail: h.b.albada@gmail.com

,

Nils Metzler-Nolte

Inorganic Chemistry 1, Bioinorganic Chemistry, Department of Chemistry and Biochemistry, Ruhr University Bochum, Universitätsstr. 150, 44780 Bochum, Germany eMail: h.b.albada@gmail.com

,

H. Bauke Albada*

Inorganic Chemistry 1, Bioinorganic Chemistry, Department of Chemistry and Biochemistry, Ruhr University Bochum, Universitätsstr. 150, 44780 Bochum, Germany eMail: h.b.albada@gmail.com

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Abstract

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Abstract

A one-pot copper-free fluoride-initiated method for the Sonogashira cross-coupling of SAM2-immobilized peptides is described.

Key words

alkynes - peptides - solid-phase synthesis - Sonogashira - ylides

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Referenzen

References

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7 For example, the acronym ‘SAM’ is also used for S-adenosinyl methionine, for spin angular momentum, and for self-assembled monolayer.
8 This was shown in ref. 6a, where a separated cleavage and click method yielded the peptide in 16%, whereas a one-pot cleavage-click protocol resulted in 59% yield.

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