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Improved Fmoc Synthesis of Bradykinin

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Abstract:

Two arginine side-chain protecting groups, NG-4-methoxy-2,3,6-trimethylbenzensulfonyl group (Mtr) and NG- 2,2,5,7,8-pentamethylchroman-6-sulfonyl (Pmc), have been investigated at both the Arg1 and/or Arg9 position of the bioactive peptide, Bradykinin using Fluorenylmethyloxycarbonyl (Fmoc) Solid Phase Peptide Synthesis. A more efficient synthesis of the peptide has been found when a combination of Arg(Mtr) is present at position 1 and Arg(Pmc) is present at position 9 giving a cleaved pure yield of 52%.





Keywords: Acetonitrile; Bradykinin; DMF; EDT; Fmoc-L-amino acids; IEA; NMR spectroscopy; Phenomenexguard column; RP-HPLC; Rink resin; TBTU; TOF; drug delivery; fmoc solid phase peptide synthesis; ninhydrin test

Document Type: Research Article

DOI: http://dx.doi.org/10.2174/092986611796011509

Publication date: September 1, 2011

More about this publication?
  • Protein & Peptide Letters publishes short papers in all important aspects of protein and peptide research, including structural studies, recombinant expression, function, synthesis, enzymology, immunology, molecular modeling, drug design etc. Manuscripts must have a significant element of novelty, timeliness and urgency that merit rapid publication. Reports of crystallisation, and preliminary structure determinations of biologically important proteins are acceptable. Purely theoretical papers are also acceptable provided they provide new insight into the principles of protein/peptide structure and function.
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