Linear and cyclic N-terminal galanin fragments and analogs as ligands at the hypothalamic galanin receptor

Int J Pept Protein Res. 1991 Sep;38(3):267-72. doi: 10.1111/j.1399-3011.1991.tb01438.x.

Abstract

The neuropeptide galanin (1-29) binds with high affinity to hypothalamic receptors (KD approximately 0.9 nM) and regulates feeding behavior. The N-terminal fragments (1-16), (1-16)NH2 are high affinity (KD approximately 6 nM) full agonists in vivo and in vitro. L-Ala substitutions show that amino acid residues Gly1, Trp2, Asn5, Tyr9, and Gly12 are important for the high affinity binding of galanin (1-16). Shortening the fragment (1-16) to galanin (1-7) causes a gradual drop of affinity: galanin (1-15), (1-14), and (1-13) have submicromolar KD values and galanin (1-12) has KD approximately 3 microM. Cyclic analogs of galanin (1-12) of different ring size were synthesized by condensing Gly1 and Gly12 without or with spacer groups. These analogs, independent of ring size, had a lower affinity than the linear galanin (1-12). Derivatization of the N-terminus of galanin (1-29), (1-16), and (1-12) all resulted in a large drop of affinity for the receptors, suggesting again the importance of the free N-terminal Gly.

Publication types

  • Comparative Study
  • Research Support, Non-U.S. Gov't

MeSH terms

  • Alanine / analogs & derivatives
  • Amino Acid Sequence
  • Amino Acids / chemistry
  • Animals
  • Binding Sites
  • Feeding Behavior / drug effects*
  • Galanin
  • Hypothalamus / physiology*
  • Male
  • Molecular Sequence Data
  • Neuropeptides / chemistry
  • Neuropeptides / pharmacology
  • Peptides / chemistry*
  • Peptides / pharmacology*
  • Peptides, Cyclic / chemistry
  • Rats
  • Receptors, Galanin
  • Receptors, Gastrointestinal Hormone / chemistry*
  • Sequence Homology, Nucleic Acid

Substances

  • Amino Acids
  • Neuropeptides
  • Peptides
  • Peptides, Cyclic
  • Receptors, Galanin
  • Receptors, Gastrointestinal Hormone
  • Galanin
  • Alanine