'O-Acyl isopeptide method' for the efficient synthesis of difficult sequence-containing peptides: Use of 'O-acyl isodipeptide unit'

Sohma, Youhei, Taniguchi, Atsuhiko, Skwarczynski, Mariusz, Yoshiya, Taku, Fukao, Fukue, Kimura, Tooru, Hayashi, Yoshio and Kiso, Yoshiaki (2006) 'O-Acyl isopeptide method' for the efficient synthesis of difficult sequence-containing peptides: Use of 'O-acyl isodipeptide unit'. Tetrahedron Letters, 47 18: 3013-3017. doi:10.1016/j.tetlet.2006.03.017


Author Sohma, Youhei
Taniguchi, Atsuhiko
Skwarczynski, Mariusz
Yoshiya, Taku
Fukao, Fukue
Kimura, Tooru
Hayashi, Yoshio
Kiso, Yoshiaki
Title 'O-Acyl isopeptide method' for the efficient synthesis of difficult sequence-containing peptides: Use of 'O-acyl isodipeptide unit'
Formatted title
'O-Acyl isopeptide method' for the efficient synthesis of difficult sequence-containing peptides: Use of 'O-acyl isodipeptide unit'
Journal name Tetrahedron Letters   Check publisher's open access policy
ISSN 0040-4039
1873-3581
Publication date 2006-05-01
Sub-type Article (original research)
DOI 10.1016/j.tetlet.2006.03.017
Volume 47
Issue 18
Start page 3013
End page 3017
Total pages 5
Place of publication Kidlington, Oxford, United Kingdom
Publisher Pergamon
Language eng
Formatted abstract
A novel 'O-acyl isodipeptide unit', Boc-Thr(Fmoc-Val)-OH 5 has been successfully used for the efficient synthesis of a difficult sequence-containing pentapeptide based on the 'O-acyl isopeptide method', in which racemization-inducible esterification could be omitted, suggesting that the use of O-acyl isodipeptide units allows the application of this method to fully automated protocols for the synthesis of long peptides or proteins.
Keyword O-Acyl isodipeptide unit
O-Acyl isopeptide method
Difficult sequence
O–N Intramolecular acyl migration
Q-Index Code C1
Q-Index Status Provisional Code
Institutional Status Non-UQ

Document type: Journal Article
Sub-type: Article (original research)
Collection: School of Chemistry and Molecular Biosciences
 
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Created: Sun, 03 Apr 2011, 13:28:59 EST by Dr Mariusz Skwarczynski on behalf of School of Chemistry & Molecular Biosciences