| Comparison of enzymatic semisyntheses of peptide amides: human growth hormone releasing factor and analogs. | |
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MedLine Citation:
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PMID: 1820039 Owner: NLM Status: MEDLINE |
Abstract/OtherAbstract:
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Enzymatic semisyntheses of growth hormone releasing factor (GRF), a 44-residue peptide amide hormone, from C-terminal acid precursors, are compared. A recombinant alpha-amidating enzyme was used to convert the glycine-extended precursor, GRF(1-44)-Gly-OH, to GRF(1-44)-NH2 in an essentially quantitative fashion. Trypsin was used to convert the precursors, GRF(1-43)-OH and GRF(1-44)-OH, to GRF(1-44)-NH2 (60 and 15% conversion, respectively) in a 75% v:v N,N'-dimethylacetamide solution containing a large excess of leucine amide. Carboxypeptidase Y catalyzed transpeptidations of the precursors, GRF(1-44)-OH and [Ala44]-GRF(1-44)-OH, to GRF(1-44)-NH2 in aqueous leucine amide solutions were also attempted. The trypsin catalyzed direct amidation of [Ala15]-GRF(1-29)-OH in concentrated ammonium acetate/ammonia buffer (95% 1,4-butanediol cosolvent) to form the superactive analog, [Ala15]-GRF(1-29)-NH2 (ca. 25% conversion at equilibrium), is also described. |
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Authors:
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J Bongers; R E Offord; A M Felix; T Lambros; W Liu; M Ahmad; R M Campbell; E P Heimer |
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Publication Detail:
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Type: Comparative Study; Journal Article |
Journal Detail:
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Title: Biomedica biochimica acta Volume: 50 ISSN: 0232-766X ISO Abbreviation: Biomed. Biochim. Acta Publication Date: 1991 |
Date Detail:
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Created Date: 1992-07-24 Completed Date: 1992-07-24 Revised Date: 2012-07-10 |
Medline Journal Info:
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Nlm Unique ID: 8304435 Medline TA: Biomed Biochim Acta Country: GERMANY |
Other Details:
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Languages: eng Pagination: S157-62 Citation Subset: IM |
Affiliation:
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Department of Peptide Research, Hoffmann-La Roche Inc., Nutley, NJ 07110. |
Export Citation:
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APA/MLA Format Download EndNote Download BibTex |
| MeSH Terms | |
Descriptor/Qualifier:
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Amino Acid Sequence Carboxypeptidases / chemistry Growth Hormone-Releasing Hormone / analogs & derivatives*, chemical synthesis*, chemistry Humans Mixed Function Oxygenases / chemistry Molecular Sequence Data Multienzyme Complexes* Protein Precursors / chemical synthesis, chemistry Trypsin / chemistry |
| Chemical | |
Reg. No./Substance:
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0/Multienzyme Complexes; 0/Protein Precursors; 9034-39-3/Growth Hormone-Releasing Hormone; EC 1.-/Mixed Function Oxygenases; EC 1.14.17.3/peptidylglycine monooxygenase; EC 3.4.-/Carboxypeptidases; EC 3.4.16.5/serine carboxypeptidase; EC 3.4.21.4/Trypsin |
From MEDLINE®/PubMed®, a database of the U.S. National Library of Medicine
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