Document Detail


beta-Sheet mediated self-assembly of dipeptides of omega-amino acids and remarkable fibrillation in the solid state.
MedLine Citation:
PMID:  16010358     Owner:  NLM     Status:  MEDLINE    
Abstract/OtherAbstract:
Single crystal X-ray diffraction studies show that the extended structure of dipeptide Boc-beta-Ala-m-ABA-OMe (m-ABA: meta-aminobenzoic acid) self-assembles in the solid state by intermolecular hydrogen bonding to create an infinite parallel beta-sheet structure. In dipeptide Boc-gamma-Abu-m-ABA-OMe (gamma-Abu: gamma-aminobutyric acid), two such parallel beta-sheets are further cross-linked by intermolecular hydrogen bonding through m-aminobenzoic acid moieties. SEM (scanning electron microscopy) studies reveal that both the peptides and form amyloid-like fibrils in the solid state. The fibrils are also found to be stained readily by Congo red, a characteristic feature of the amyloid fiber whose accumulation causes several fatal diseases such as Alzheimer's, prion-protein etc.
Authors:
Anita Dutt; Michael G B Drew; Animesh Pramanik
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Publication Detail:
Type:  Journal Article; Research Support, Non-U.S. Gov't     Date:  2005-05-17
Journal Detail:
Title:  Organic & biomolecular chemistry     Volume:  3     ISSN:  1477-0520     ISO Abbreviation:  Org. Biomol. Chem.     Publication Date:  2005 Jun 
Date Detail:
Created Date:  2005-07-12     Completed Date:  2005-11-01     Revised Date:  2006-11-15    
Medline Journal Info:
Nlm Unique ID:  101154995     Medline TA:  Org Biomol Chem     Country:  England    
Other Details:
Languages:  eng     Pagination:  2250-4     Citation Subset:  IM    
Affiliation:
Department of Chemistry, University of Calcutta, 92, A. P. C. Road, Kolkata 700009, India.
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MeSH Terms
Descriptor/Qualifier:
Amino Acids / chemistry*
Dipeptides / chemistry*
Hydrogen Bonding
Models, Molecular
Molecular Structure
Nuclear Magnetic Resonance, Biomolecular
Spectrophotometry, Infrared
Chemical
Reg. No./Substance:
0/Amino Acids; 0/Dipeptides

From MEDLINE®/PubMed®, a database of the U.S. National Library of Medicine


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