Document Detail

Comparison of enzymatic semisyntheses of peptide amides: human growth hormone releasing factor and analogs.
MedLine Citation:
PMID:  1820039     Owner:  NLM     Status:  MEDLINE    
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.
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:
Type:  Comparative Study; Journal Article    
Journal Detail:
Title:  Biomedica biochimica acta     Volume:  50     ISSN:  0232-766X     ISO Abbreviation:  Biomed. Biochim. Acta     Publication Date:  1991  
Date Detail:
Created Date:  1992-07-24     Completed Date:  1992-07-24     Revised Date:  2012-07-10    
Medline Journal Info:
Nlm Unique ID:  8304435     Medline TA:  Biomed Biochim Acta     Country:  GERMANY    
Other Details:
Languages:  eng     Pagination:  S157-62     Citation Subset:  IM    
Department of Peptide Research, Hoffmann-La Roche Inc., Nutley, NJ 07110.
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MeSH Terms
Amino Acid Sequence
Carboxypeptidases / chemistry
Growth Hormone-Releasing Hormone / analogs & derivatives*,  chemical synthesis*,  chemistry
Mixed Function Oxygenases / chemistry
Molecular Sequence Data
Multienzyme Complexes*
Protein Precursors / chemical synthesis,  chemistry
Trypsin / chemistry
Reg. No./Substance:
0/Multienzyme Complexes; 0/Protein Precursors; 9034-39-3/Growth Hormone-Releasing Hormone; EC 1.-/Mixed Function Oxygenases; EC monooxygenase; EC 3.4.-/Carboxypeptidases; EC carboxypeptidase; EC

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