The allylic chalcogen effect in olefin metathesis

• Yuya A. Lin and
• Benjamin G. Davis

Beilstein J. Org. Chem. 2010, 6, 1219–1228, doi:10.3762/bjoc.6.140

• previously optimized by our group, compound 25 was efficiently functionalized with an allyl sulfide derived fluorescent probe 26 via CM in aqueous media to demonstrate the utility of functionalization of peptides and proteins by the Mukaiyama aldol reaction (Scheme 10). Allyl selenides are superior

Synthesis of the fluorescent amino acid rac-(7-hydroxycoumarin-4-yl)ethylglycine

• Manfred Braun and
• Torsten Dittrich

Beilstein J. Org. Chem. 2010, 6, No. 69, doi:10.3762/bjoc.6.69

• Manfred Braun Torsten Dittrich Institute of Organic and Macromolecular Chemistry, University of Düsseldorf, Universitätsstr. 1, D-40225 Düsseldorf, Germany 10.3762/bjoc.6.69 Abstract The hydrochloride of the racemic amino acid (7-hydroxycoumarin-4-yl)ethylglycine, a versatile fluorescent probe in

• proteins, has been synthesized in five steps from commercially available (7-hydroxycoumarin-4-yl)acetic acid. The key step involves the alkylation of a glycine–enolate equivalent. Keywords: alkylation; coumarin; fluorescent probe; glycine; protecting group; Introduction The incorporation of non-natural

• developed [4][5][6][7][8][9], an easy synthetic access to amino acids with suitable fluorophoric groups that provide tailor-made spectroscopic properties became the next crucial step. The requirements of a suitable fluorescent probe are largely met by (7-hydroxycoumarin-4-yl)ethylglycine (1) (Figure 1

Anthracene coupled adenine for the selective sensing of copper ions

• Kumaresh Ghosh and
• Tanushree Sen

Beilstein J. Org. Chem. 2010, 6, No. 44, doi:10.3762/bjoc.6.44

• decreased in the presence of Cu2+ compared to 2 and thus underlines the fact that the sensing ability for metal ions of adenine motif is appreciable and effective when the fluorescent probe resides in close proximity to the WC/HG site. We believe that these observations regarding the interaction between the

Synthetic incorporation of Nile Blue into DNA using 2′-deoxyriboside substitutes: Representative comparison of (R)- and (S)-aminopropanediol as an acyclic linker

• Daniel Lachmann,
• Sina Berndl,
• Otto S. Wolfbeis and
• Hans-Achim Wagenknecht

Beilstein J. Org. Chem. 2010, 6, No. 13, doi:10.3762/bjoc.6.13

• explore how important the chirality of the 3-amino-1,2-propanediol linker is with respect to the optical properties of an attached fluorophore. We chose Nile Blue as the fluorescent probe for these experiments since the redox properties of this phenoxazinium label exhibit a potential sufficient for