Synthesis of the repeating decapeptide unit of Mefp1 in orthogonally protected form.
Mefp1 is a protein produced by the marine mussel, Mytilus edulis, which helps the organism to adhere to surfaces in turbulent waters. To better understand the nature of the adhesion process, we sought to synthesize homogeneous oligopeptides based on the repeating decapeptide unit of the protein. The fully protected decapeptide 10 has been synthesized from appropriately protected amino acid building blocks using a fragment condensation strategy. A key feature of the strategy is the late incorporation of the synthetically valuable dihydroxyproline residue. This synthesis of the orthogonally protected repeating decapeptide unit of Mefp1 represents an important first step toward producing useful quantities of homogeneous oligopeptides related to the protein.
Taylor
C M
CM
Department of Chemistry, University of Auckland, Private Bag 92019, Auckland, New Zealand.
Weir
C A
CA
D000268:Adhesiveness; D000269:Adhesives / Q000138:chemical synthesis* / Q000737:chemistry / Q000378:metabolism; D000818:Animals; D049872:Bivalvia / Q000737:chemistry*; D006909:Hydroxyproline / Q000031:analogs & derivatives / Q000737:chemistry / Q000378:metabolism; D009682:Magnetic Resonance Spectroscopy; D013058:Mass Spectrometry; D009842:Oligopeptides / Q000138:chemical synthesis* / Q000737:chemistry / Q000378:metabolism; D010446:Peptide Fragments / Q000138:chemical synthesis* / Q000737:chemistry / Q000378:metabolism; D011506:Proteins / Q000737:chemistry* / Q000378:metabolism; D020449:Repetitive Sequences, Amino Acid
D000269:Adhesives; D009842:Oligopeptides; D010446:Peptide Fragments; D011506:Proteins; C037403:adhesive protein, mussel; D006909:Hydroxyproline