| Synthesis of a cyclic analogue of the C-loop region of epidermal growth factor, containing 1-aminocyclopropane-1-carboxylic acid. | |
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MedLine Citation:
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PMID: 8005744 Owner: NLM Status: MEDLINE |
Abstract/OtherAbstract:
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We report the synthesis of a cyclic analogue of epidermal growth factor sequence 33-42 with substitution of 1-aminocyclopropane-1-carboxylic acid for glycine at position 39 (N-acetyl-Cys-Val-Ile-Gly-Tyr-Ser-ACPCA-Asp-Arg-Cys-NH2). The analogue was synthesised by solid-phase methods, using t-Boc chemistry and acid-labile side-chain protecting groups. The use of the 4-methoxybenzyl protecting group for C- and N-terminal cysteine residues resulted in the spontaneous formation of the desired intramolecular disulfide bond after HF deprotection. |
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Authors:
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J R Bailie; B Walker; J Nelson; R F Murphy |
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Publication Detail:
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Type: Journal Article; Research Support, Non-U.S. Gov't |
Journal Detail:
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Title: International journal of peptide and protein research Volume: 43 ISSN: 0367-8377 ISO Abbreviation: Int. J. Pept. Protein Res. Publication Date: 1994 Mar |
Date Detail:
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Created Date: 1994-07-19 Completed Date: 1994-07-19 Revised Date: 2006-11-15 |
Medline Journal Info:
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Nlm Unique ID: 0330420 Medline TA: Int J Pept Protein Res Country: DENMARK |
Other Details:
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Languages: eng Pagination: 225-9 Citation Subset: IM |
Affiliation:
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School of Biology and Biochemistry, Queen's University of Belfast, Division of Biochemistry, Northern Ireland, UK. |
Export Citation:
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APA/MLA Format Download EndNote Download BibTex |
| MeSH Terms | |
Descriptor/Qualifier:
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Amino Acid Sequence Cycloleucine / chemistry* Disulfides / chemical synthesis, chemistry Epidermal Growth Factor / chemical synthesis*, chemistry Molecular Sequence Data Peptide Fragments / chemical synthesis Peptides, Cyclic / chemical synthesis* Protein Conformation Structure-Activity Relationship Sulfhydryl Compounds / chemical synthesis, chemistry |
| Chemical | |
Reg. No./Substance:
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0/Disulfides; 0/Peptide Fragments; 0/Peptides, Cyclic; 0/Sulfhydryl Compounds; 52-52-8/Cycloleucine; 62229-50-9/Epidermal Growth Factor |
From MEDLINE®/PubMed®, a database of the U.S. National Library of Medicine
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