| Synthesis of human C-type natriuretic peptide 22 using chlorotrityl resin and tetrafluoroboric acid deprotection. | |
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MedLine Citation:
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PMID: 8706139 Owner: NLM Status: MEDLINE |
Abstract/OtherAbstract:
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Human C-type natriuretic peptide 22 (hCNP22), the third member of the natriuretic peptide family, was efficiently synthesized by Fmoc-based peptide chain construction on a 2-chlorotrityl (Clt) resin, followed by deprotection using tetrafluoroboric acid (HBF4). The use of Clt resin was effective in suppressing racemization at the C-terminal cysteine residue caused by the base treatment for Fmoc-cleavage. The disulfide bond of hCNP22 was constructed using the silyl chloride-sulfoxide method to avoid oxidation at the Met residue. Using amino acid- and dipeptide-resin derivatives, the effects of bases, protecting groups and resin supports on the racemization at the C-terminal Cys residue were examined in detail. |
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Authors:
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Y Fujiwara; J Yokotani; K Akaji; Y Kiso |
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Publication Detail:
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Type: Comparative Study; Journal Article |
Journal Detail:
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Title: Chemical & pharmaceutical bulletin Volume: 44 ISSN: 0009-2363 ISO Abbreviation: Chem. Pharm. Bull. Publication Date: 1996 Jul |
Date Detail:
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Created Date: 1996-09-12 Completed Date: 1996-09-12 Revised Date: 2006-11-15 |
Medline Journal Info:
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Nlm Unique ID: 0377775 Medline TA: Chem Pharm Bull (Tokyo) Country: JAPAN |
Other Details:
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Languages: eng Pagination: 1326-31 Citation Subset: IM |
Affiliation:
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Department of Medicinal Chemistry, Kyoto Pharmaceutical University, Japan. |
Export Citation:
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APA/MLA Format Download EndNote Download BibTex |
| MeSH Terms | |
Descriptor/Qualifier:
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Amino Acid Sequence Atrial Natriuretic Factor / chemical synthesis* Boric Acids / chemistry Cysteine / chemistry Humans Molecular Sequence Data Natriuretic Peptide, C-Type Proteins / chemical synthesis* Resins, Plant / chemistry |
| Chemical | |
Reg. No./Substance:
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0/Boric Acids; 0/Proteins; 0/Resins, Plant; 127869-51-6/Natriuretic Peptide, C-Type; 14874-70-5/tetrafluoroboric acid; 52-90-4/Cysteine; 85637-73-6/Atrial Natriuretic Factor |
From MEDLINE®/PubMed®, a database of the U.S. National Library of Medicine
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