Document Detail

Synthesis and aromatisation of cyclic enediyne-containing amino acids.
MedLine Citation:
PMID:  19194585     Owner:  NLM     Status:  MEDLINE    
A series of cyclic enediyne-containing amino acids with ring sizes varying from 10 to 12 atoms have been prepared starting from propargylglycine and homopropargylglycine. Their reactivity towards Bergman cyclisation under elevated temperatures has been explored. The enediynes displayed marked differences in cyclisation half-lives depending on the olefinic substituent and the ring size. A potential candidate for incorporation into peptides has been identified.
Jasper Kaiser; Bart C J van Esseveldt; Margot J A Segers; Floris L van Delft; Jan M M Smits; Sam Butterworth; Floris P J T Rutjes
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Publication Detail:
Type:  Journal Article; Research Support, Non-U.S. Gov't     Date:  2008-12-10
Journal Detail:
Title:  Organic & biomolecular chemistry     Volume:  7     ISSN:  1477-0539     ISO Abbreviation:  Org. Biomol. Chem.     Publication Date:  2009 Feb 
Date Detail:
Created Date:  2009-02-05     Completed Date:  2009-05-01     Revised Date:  -    
Medline Journal Info:
Nlm Unique ID:  101154995     Medline TA:  Org Biomol Chem     Country:  England    
Other Details:
Languages:  eng     Pagination:  695-705     Citation Subset:  IM    
Institute for Molecules and Materials, Radboud University Nijmegen, Heyendaalseweg 135, 6525, AJ Nijmegen, The Netherlands.
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MeSH Terms
Alkynes / chemistry
Amino Acids / chemical synthesis*
Amino Acids, Aromatic / chemical synthesis*
Enediynes / chemical synthesis*
Glycine / analogs & derivatives,  chemistry
Reg. No./Substance:
0/Alkynes; 0/Amino Acids; 0/Amino Acids, Aromatic; 0/Enediynes; 56-40-6/Glycine; 64165-64-6/propargylglycine

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