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Related Experiment Videos

[D-Ala2,D-Leu5]-enkephalin hydrochloride

J R Deschamps1, C George, J L Flippen-Anderson

  • 1Laboratory for the Structure of Matter, Naval Research Laboratory, Washington, DC 20375, USA. deschamps@lsm.nrl.navy.mil

Acta Crystallographica. Section C, Crystal Structure Communications
|June 15, 1996
PubMed
Summary

This study details the crystal structure of a novel L-tyrosyl-D-alanyl-glycyl-L-phenyl-alanyl-D-leucine hydrochloride compound. Its structure reveals a beta-bend conformation, similar to other enkephalin analogues.

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Area of Science:

  • Biochemistry
  • Structural Biology
  • Crystallography

Background:

  • Opioid peptides like enkephalins play crucial roles in pain modulation and reward pathways.
  • Understanding the structure of enkephalin analogues is key to developing new analgesics.
  • The specific compound L-tyrosyl-D-alanyl-glycyl-L-phenyl-alanyl-D-leucine hydrochloride is a synthetic analogue.

Purpose of the Study:

  • To determine the three-dimensional crystal structure of L-tyrosyl-D-alanyl-glycyl-L-phenyl-alanyl-D-leucine hydrochloride.
  • To investigate its co-crystallization behavior with 2-butanone.
  • To compare its conformational features with known enkephalin analogues.

Main Methods:

  • X-ray crystallography was employed for structure determination.
  • Co-crystallization with 2-butanone was performed.

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  • Structural analysis focused on identifying secondary structures and hydrogen bonding patterns.

    • Main Results:

    • The compound L-tyrosyl-D-alanyl-glycyl-L-phenyl-alanyl-D-leucine hydrochloride was successfully co-crystallized with 2-butanone.
    • Structure determination revealed a slightly distorted type I' beta-bend conformation.
    • A single intramolecular hydrogen bond was identified as the stabilizing force for this conformation.

    Conclusions:

    • The determined structure of the title compound exhibits a beta-bend conformation.
    • This conformation is analogous to those found in other [Leu]-enkephalin analogues.
    • The findings contribute to the structural understanding of enkephalin analogues and their potential therapeutic applications.