Regioselective synthesis of antiparallel loops on a macrocyclic scaffold constrained by oxazoles and thiazoles

Singh, Y, Stoermer, MJ, Lucke, AJ, Glenn, MP and Fairlie, DP (2002) Regioselective synthesis of antiparallel loops on a macrocyclic scaffold constrained by oxazoles and thiazoles. Organic Letters, 4 20: 3367-3370. doi:10.1021/ol026463m


Author Singh, Y
Stoermer, MJ
Lucke, AJ
Glenn, MP
Fairlie, DP
Title Regioselective synthesis of antiparallel loops on a macrocyclic scaffold constrained by oxazoles and thiazoles
Journal name Organic Letters   Check publisher's open access policy
ISSN 1523-7060
Publication date 2002-01-01
Year available 2002
Sub-type Article (original research)
DOI 10.1021/ol026463m
Open Access Status Not yet assessed
Volume 4
Issue 20
Start page 3367
End page 3370
Total pages 4
Place of publication USA
Publisher American Chemical Society
Language eng
Subject C1
250302 Biological and Medical Chemistry
780103 Chemical sciences
Abstract [GRAPHICS] The regioselective syntheses and structures are reported for two tris-macrocylic compounds, each possessing two antiparallel loops on a macrocyclic scaffold constrained by two oxazoles and two thiazoles. NMR solution structures show the loops projecting from the same face of the macrocycle. Such molecules are shown to be prototypes for mimicking multiple loops of proteins.
Keyword Chemistry, Organic
Cyclic-peptides
Marine Cyclopeptides
Natural-products
Amino-acids
Conformations
Tunicate
Mimetics
Template
Antibody
Cyclooligomerization
Q-Index Code C1
Institutional Status UQ

Document type: Journal Article
Sub-type: Article (original research)
Collections: Excellence in Research Australia (ERA) - Collection
Institute for Molecular Bioscience - Publications
 
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Created: Wed, 15 Aug 2007, 04:57:31 EST