Bioorganometallic chemistry. 5. Molecular recognition of aromatic amino acid guests by Cp{sup *} Rh-nucleobase/nucleoside/nucleotide cyclic trimer hosts in aqueous solution
Journal Article
·
· Journal of the American Chemical Society
- Lawrence Berkely Lab., CA (United States)
We report what we believe is the first example of bioorganometallic hosts, 1-4, [Cp{sup *}Rh(9-methyladenine)]{sub 3}(OTf){sub 3} (1), [Cp{sup *}Rh(Me-5`-AMP)]{sub 3} (4), being able to recognize aromatic amino acid guests L-tryptophan (L-Trp) and L-phenylalanine (L-Phe) in aqueous media at pH 7. Results show that the molecular recognition of aromatic amino acids with bioorganometallic hosts 1-4 in aqueous solution, as studied by {sup 1}H NMR and NOE techniques, occurs predominately via a {pi}-{pi} interaction, and, in the case of L-Trp, additional electronic/hydrophobic interactions with hosts are possible. 7 refs., 1 fig., 1 tab.
- Sponsoring Organization:
- USDOE
- OSTI ID:
- 41647
- Journal Information:
- Journal of the American Chemical Society, Journal Name: Journal of the American Chemical Society Journal Issue: 12 Vol. 117; ISSN JACSAT; ISSN 0002-7863
- Country of Publication:
- United States
- Language:
- English
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