Simple Synthesis of Ruthenium π Complexes of Aromatic Amino Acids and Small Peptides
The interaction of [Ru(η6‐C10H8)(Cp)]+ (Cp=C5H5) with aromatic amino acids (L‐phenylalanine, L‐tyrosine, L‐tryptophane, D‐phenylglycine, and L‐threo‐3‐phenylserine) under visible‐light irradiation gives the corresponding [Ru(η6‐amino acid)(Cp)]+ complexes in near‐quantitative yield. The reaction pro...
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Published in | Chemistry : a European journal Vol. 16; no. 28; pp. 8466 - 8470 |
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Main Authors | , , , , , , , |
Format | Journal Article |
Language | English |
Published |
Weinheim
WILEY-VCH Verlag
26.07.2010
WILEY‐VCH Verlag |
Subjects | |
Online Access | Get full text |
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Summary: | The interaction of [Ru(η6‐C10H8)(Cp)]+ (Cp=C5H5) with aromatic amino acids (L‐phenylalanine, L‐tyrosine, L‐tryptophane, D‐phenylglycine, and L‐threo‐3‐phenylserine) under visible‐light irradiation gives the corresponding [Ru(η6‐amino acid)(Cp)]+ complexes in near‐quantitative yield. The reaction proceeds in air at room temperature in water and tolerates the presence of non‐aromatic amino acids (except those which are sulfur containing), monosaccharides, and nucleotides. The complex [Ru(η6‐C10H8)(Cp)]+ was also used for selective labeling of Tyr and Phe residues of small peptides, namely, angiotensin I and II derivatives.
Simple labeling of amino acids and peptides: Ruthenium π complexes with aromatic amino acids and small peptides have been synthesized in water at room temperature (see scheme) in the presence of oxygen and concomitant biological substances (non‐aromatic amino acids, sugars, and nucleotides). |
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Bibliography: | ArticleID:CHEM201000520 istex:F33009449876017B0BF1A5B609C197076A6CB263 ark:/67375/WNG-G4JTL9MW-T ObjectType-Article-1 SourceType-Scholarly Journals-1 ObjectType-Feature-2 content type line 23 |
ISSN: | 0947-6539 1521-3765 |
DOI: | 10.1002/chem.201000520 |