title: Efficient synthesis of protein-drug conjugates using a functionalizable recombinant elastin-mimetic polypeptide.
abstract: This report describes the efficient conjugation of doxorubicin-glycine-phenylalanine-leucine-glycine (1a) and rhodamine-glycine-phenylalanine-leucine-glycine (1b) units to a monodisperse elastin-mimetic polypeptide (EMM)(7) bearing eight primary amine groups for chemical attachment. The synthetic approach is based on the solid-phase synthesis of 1a and 1b followed by chemical conjugation to the elastin-mimetic polypeptide in the presence of HOBt/PyBob as activating agents to form the polypeptide conjugates 2a and 2b. Conjugation efficiency was 61.2% (4.9 doxorubicin units per polypeptide chain) for 2a and 53.7% (4.3 rhodamine units per polypeptide chain) for 2b, demonstrating the feasibility of using these tailor-made, recombinant polypeptides as potential drug carriers for cancer therapy.
authors.affiliation: TU München, Department Chemie, Lehrstuhl für Makromolekulare Stoffe, Lichtenbergstr. 4, D-85747 Garching, Germany.
authors.forename: Doris
authors.initials: D
authors.lastname: Kaufmann
authors.forename: Ralf
authors.initials: R
authors.lastname: Weberskirch
mesh_terms: D000595:Amino Acid Sequence; D040761:Biomimetic Materials / Q000138:chemical synthesis* / Q000737:chemistry; D004337:Drug Carriers / Q000737:chemistry*; D004549:Elastin / Q000138:chemical synthesis / Q000737:chemistry*; D009682:Magnetic Resonance Spectroscopy; D008969:Molecular Sequence Data; D015394:Molecular Structure; D010455:Peptides / Q000138:chemical synthesis*; D011506:Proteins / Q000737:chemistry; D020539:Sequence Analysis, Protein; D052616:Solid Phase Extraction; D019032:Spectrometry, Mass, Matrix-Assisted Laser Desorption-Ionization; D013194:Staining and Labeling
chemical_list: D004337:Drug Carriers; D010455:Peptides; D011506:Proteins; D004549:Elastin