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Title: Crystal structure of N-{ N-[ N-acetyl-( S)-leucyl]-( S)-leucyl}norleucinal (ALLN), an inhibitor of proteasome

Abstract

The title compound, C 20H 37N 3O 4, also known by the acronym ALLN, is a tripeptidic inhibitor of the proteolytic activity of the proteasomes, enzyme complexes implicated in several neurodegenerative diseases and other disorders, including cancer. Thus, the crystal structure of ALLN, solved from synchrotron radiation diffraction data, revealed the molecules in extended conformation of the backbone and engaging all peptide N and O atoms in intermolecular hydrogen bonds forming an infinite antiparallel β-sheet.

Authors:
 [1];  [1];  [2];  [2]
  1. Peptides International, Inc., Louisville, KY (United States)
  2. Argonne National Lab. (ANL), Argonne, IL (United States)
Publication Date:
Research Org.:
Argonne National Lab. (ANL), Argonne, IL (United States)
Sponsoring Org.:
USDOE
OSTI Identifier:
1225201
Grant/Contract Number:  
AC02-06CH11357; W-31-109-ENG-38
Resource Type:
Journal Article: Accepted Manuscript
Journal Name:
Acta Crystallographica. Section E, Crystallographic Communications
Additional Journal Information:
Journal Volume: 71; Journal Issue: 3; Journal ID: ISSN 2056-9890
Publisher:
International Union of Crystallography
Country of Publication:
United States
Language:
English
Subject:
59 BASIC BIOLOGICAL SCIENCES; crystal structure; proteasome inhibitor; hydrogen bonding; antiparallel β-sheet

Citation Formats

Czerwinski, Andrzej, Basava, Channa, Dauter, Miroslawa, and Dauter, Zbigniew. Crystal structure of N-{N-[N-acetyl-(S)-leucyl]-(S)-leucyl}norleucinal (ALLN), an inhibitor of proteasome. United States: N. p., 2015. Web. doi:10.1107/S2056989015002091.
Czerwinski, Andrzej, Basava, Channa, Dauter, Miroslawa, & Dauter, Zbigniew. Crystal structure of N-{N-[N-acetyl-(S)-leucyl]-(S)-leucyl}norleucinal (ALLN), an inhibitor of proteasome. United States. doi:10.1107/S2056989015002091.
Czerwinski, Andrzej, Basava, Channa, Dauter, Miroslawa, and Dauter, Zbigniew. Sun . "Crystal structure of N-{N-[N-acetyl-(S)-leucyl]-(S)-leucyl}norleucinal (ALLN), an inhibitor of proteasome". United States. doi:10.1107/S2056989015002091. https://www.osti.gov/servlets/purl/1225201.
@article{osti_1225201,
title = {Crystal structure of N-{N-[N-acetyl-(S)-leucyl]-(S)-leucyl}norleucinal (ALLN), an inhibitor of proteasome},
author = {Czerwinski, Andrzej and Basava, Channa and Dauter, Miroslawa and Dauter, Zbigniew},
abstractNote = {The title compound, C20H37N3O4, also known by the acronym ALLN, is a tripeptidic inhibitor of the proteolytic activity of the proteasomes, enzyme complexes implicated in several neurodegenerative diseases and other disorders, including cancer. Thus, the crystal structure of ALLN, solved from synchrotron radiation diffraction data, revealed the molecules in extended conformation of the backbone and engaging all peptide N and O atoms in intermolecular hydrogen bonds forming an infinite antiparallel β-sheet.},
doi = {10.1107/S2056989015002091},
journal = {Acta Crystallographica. Section E, Crystallographic Communications},
number = 3,
volume = 71,
place = {United States},
year = {Sun Mar 01 00:00:00 EST 2015},
month = {Sun Mar 01 00:00:00 EST 2015}
}

Journal Article:
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Works referenced in this record:

A short history of SHELX
journal, December 2007

  • Sheldrick, George M.
  • Acta Crystallographica Section A Foundations of Crystallography, Vol. 64, Issue 1, p. 112-122
  • DOI: 10.1107/S0108767307043930