An efficient chemical-enzymatic synthesis of LHRH N-terminal pentapeptide.
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.
Slomczynska
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Institute of Organic Chemistry, Technical University, Lodz, Poland.
Leplawy
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Leplawy
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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
D009842:Oligopeptides; D010446:Peptide Fragments; D007987:Gonadotropin-Releasing Hormone; C075220:pyroglutamyl-histidyl-tryptophyl-seryl-tyrosyl methyl ester; D002918:Chymotrypsin; D010206:Papain; D011761:Pyrrolidonecarboxylic Acid