- Synthesis of tripeptides as potent Yersinia protein tyrosine phosphatase inhibitors
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We report the synthesis of a series of monoanionic phosphotyrosyl (pTyr) mimetic-containing tripeptides based on 'Fmoc-Glu(OBn)-Xxx-Leu-amide' (where Xxx = pTyr mimetic) and their N-terminally modified derivatives. The inhibitory potencies of compounds were tested against YopH and human PTP1B enzymes. Several compounds exhibited noteworthy activity against both YopH and PTP1B. Among the N-terminally modified analogues, 5-methylindole derivative 30 was found to be the best moiety to replace base-labile Fmoc group. A mode of binding with YopH is proposed for tripeptides 21, 30, and 31.
- Lee, Kyeong,Boovanahalli, Shanthaveerappa K.,Nam, Ky-Youb,Kang, Sang-Uk,Lee, Mijeoung,Phan, Jason,Wu, Li,Waugh, David S.,Zhang, Zhong-Yin,Kyoung, Tai No,Jung, Jun Lee,Burke Jr., Terrence R.
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- Peptide-based multimeric targeted contrast agents
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Peptides and peptide-targeted multimeric contrast agents are described, as well as methods of making and using the contrast agents.
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- An Efficient Synthesis of Some 6-Substituted 4,8-Diaza-3,3,9,9-tetramethylundeca-2,10-dione Dioximes (Propylene Amine Oximes, PnAOs): Ligands for 99mTc Complexes Used in Structure Distribution Relationship (SDR) Studies
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Technetium complexes of the ligand PnAO are of interest as commercial radiopharmaceuticals.In general, PnAOs are synthesized by alkylation of a propylenediamine derivative with 3-chloro-3-methyl-2-nitrosobutane (2).This alkylation reaction proved to be low yielding.With modestly bulky substituents at the 2-position of 1,3-diaminopropane, little or none of the required PnAO was obtained.As a result, an alternative approach of the synthesis of PnAO was developed.This method involved the alkylation of the propylenediamine with 3-bromo-3-methylbutan-2-one (18) followed by oximation of the resulting diamine-diketone (19).By this method, PnAOs were prepared in good yield, even with bulky C-2 substituents.Fourteen PnAO derivatives were prepareed by this method.We also describe the syntheses of several new propylenediamine dervatives.
- Nanjappan, Palaniappa,Raju, Natarajan,Ramalingam, Kondareddiar,Nowotnik, David P.
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p. 8617 - 8632
(2007/10/02)
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