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Asymmetric Synthesis of ,  - Substituted Glutamic Acids Hruby, V. J., and Guoxia Han Department of Chemistry University of Arizona.

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Presentation on theme: "Asymmetric Synthesis of ,  - Substituted Glutamic Acids Hruby, V. J., and Guoxia Han Department of Chemistry University of Arizona."— Presentation transcript:

1 Asymmetric Synthesis of ,  - Substituted Glutamic Acids Hruby, V. J., and Guoxia Han Department of Chemistry University of Arizona

2 Introduction The Importance of Glutamic Acid:  -MSH:Ac-Ser-Tyr-Ser-Met-Glu 5 -His-Phe-Arg-Trp-Gly-Lys- Pro-Val-NH 2 SRIF:Ser-Ala-Asn-Ser-Asn-Pro-Ala-Met-Ala-Pro-Arg- Glu 12 -Arg-Lys-Ala-Gly-Cys-Lys-Asn-Phe-Phe-Trp- Lys-Thr-Phe-Thr-Ser-Cys-OH Why Side Chain Substitution? Constrained amino acids Constrained peptides Receptor selective and potent ligands

3 Retrosynthetic Pathway A

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5 Retrosynthetic Route B

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7 Retrosynthetic Route C

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13 Recent Work

14 Just in…

15 Future Plan

16 Acknowledgements NIH and USPHS ACS Medicinal Division Contact Email and Web: hruby@u.arizona.edu http://www.chem.arizona.edu ghan@u.arizona.edu Dr. Victor J. Hruby Dr. Jon Rainier Dr. Koert Hans-Dieter Arndt

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