title: An efficient chemical-enzymatic synthesis of LHRH N-terminal pentapeptide.
abstract: Synthesis of LHRH N-terminal pentapeptide Glp1-His2-Trp3-Ser4-Tyr5-OMe (6) involving 3 + 2 enzymatic coupling has been developed. Synthetic strategy features the formation of one peptide bond (Glp-His) by chemical coupling and three peptide bonds by means of papain (Trp-Ser, Ser-Tyr) or alpha-chymotrypsin (His-Trp). High efficiency of this six-step synthesis is demonstrated by 44% overall yield. Its advantages are the use of inexpensive enzymes, simple isolation of intermediates and final pentapeptide, and easy recovery of substrates.
authors.affiliation: Institute of Organic Chemistry, Technical University, Lodz, Poland.
authors.forename: U
authors.initials: U
authors.lastname: Slomczynska
authors.forename: T
authors.initials: T
authors.lastname: Leplawy
authors.forename: M T
authors.initials: MT
authors.lastname: Leplawy
mesh_terms: D000595:Amino Acid Sequence; D002918:Chymotrypsin / Q000737:chemistry; D007987:Gonadotropin-Releasing Hormone / Q000138:chemical synthesis* / Q000737:chemistry; D008969:Molecular Sequence Data; D009842:Oligopeptides / Q000138:chemical synthesis / Q000737:chemistry; D010206:Papain / Q000737:chemistry; D010446:Peptide Fragments / Q000138:chemical synthesis* / Q000737:chemistry; D011761:Pyrrolidonecarboxylic Acid / Q000031:analogs & derivatives
chemical_list: D009842:Oligopeptides; D010446:Peptide Fragments; D007987:Gonadotropin-Releasing Hormone; C075220:pyroglutamyl-histidyl-tryptophyl-seryl-tyrosyl methyl ester; D002918:Chymotrypsin; D010206:Papain; D011761:Pyrrolidonecarboxylic Acid