Synthesis of growth hormone releasing hormone analogs

CHED 1321

Joseph D. Houck, houckjd04@juniata.edu1, H. Mario Geysen2, Cyrille Gineste2, and Leslie Willingham2. (1) Department of Chemistry, Juniata College, 1700 Moore Street, Huntingdon, PA 16652, (2) Department of Chemistry, University of Virginia, McCormick Road, Charlottesville, VA 22904
Growth hormone releasing hormone (GHRH) is one of a family of hormones including glucagon, glucagon like peptide 1, parathyroid hormone and calcitonin. Structurally it can be characterized by having an N-terminal head group domain and a C-terminal helical tail. In an effort to explore a minimal sequence for activity, a head group was taken and extended into the tail region by adding one residue at a time until minimal bioactivity was observed. Upon addition of a sixth residue (Head-AYRKVL-NH2) sub-µM GHRH receptor affinity was observed. To explore the sequence specificity of binding, sixteen hexapeptide tails with various amino acid substitutions were synthesized in the context of a common head group (Head-AXXXXX-NH2).
 

Undergraduate Research Poster Session: Medicinal
2:00 PM-4:00 PM, Monday, March 26, 2007 Hyatt Regency Chicago -- Riverside Center, Poster

Division of Chemical Education

The 233rd ACS National Meeting, Chicago, IL, March 25-29, 2007