299208-58-5Relevant articles and documents
Enantioselective syntheses of 1-carbacephalosporins from chemoenzymically derived β-hydroxy-α-amino acids: Applications to the total synthesis of carbacephem antibiotic loracarbef
Jackson, Billy G.,Pedersen, Steve W.,Fisher, Jack W.,Misner, Jerry W.,Gardner, John P.,Staszak, Michael A.,Doecke, Christopher,Rizzo, John,Aikins, James,Farkas, Eugene,Trinkle, Kristina L.,Vicenzi, Jeffrey,Reinhard, Matt,Kroeff, Eugene P.,Higginbotham, Chris A.,Gazak,Zhang, Tony Y.
, p. 5667 - 5677 (2007/10/03)
Serine hydroxymethyltransferase (SHMT) derived from recombinant E. coli was found to be able to catalyze the condensation between glycine and 4-pentenaldehyde, affording enantiopure L-erythro-2-amino-3-hydroxy-6-heptenoic acid (AHHA) in high yield and throughput. Conversion of this chiral intermediate of biosynthetic origin to the oral carbacephalosporin antibiotic loracarbef (Lorabid) via β-lactam forming reactions and subsequent Dieckmann cyclization was achieved. (C) 2000 Elsevier Science Ltd.
