4-chlorothreonine is a new member of the familiy of naturally occurring halogenated amino acids. It has been first detected in the bioactive lipodepsinonapeptides produced by different isolates of the phytopathogenic bacterium Pseudomonas syringae. Both D- and L- threo forms of the amino acid have been prepared by chemical synthesis. D and L-glutamic acids have been reacted according to the known procedures to yield the enantiomeric vinylglycines appropriately protected at the amino and carboxy groups; these have been converted to epoxides and then into chlorohydrins. The latter were deprotected to afford the desidered forms of 4-chlorothreonine.
4-chlorothreonine, a new halogenated amino acid / Grgurina, Ingeborg; A., Segre; P., Moretti; S., Cervigni; Ballio, Alessandro. - In: MINERVA BIOTECNOLOGICA. - ISSN 1120-4826. - STAMPA. - 1:(1990), pp. 445-445. (Intervento presentato al convegno 35° Congresso Nazionale della Società Italiana di Biochimica tenutosi a BARI nel 29Sept-3Oct).
4-chlorothreonine, a new halogenated amino acid
GRGURINA, Ingeborg;BALLIO, Alessandro
1990
Abstract
4-chlorothreonine is a new member of the familiy of naturally occurring halogenated amino acids. It has been first detected in the bioactive lipodepsinonapeptides produced by different isolates of the phytopathogenic bacterium Pseudomonas syringae. Both D- and L- threo forms of the amino acid have been prepared by chemical synthesis. D and L-glutamic acids have been reacted according to the known procedures to yield the enantiomeric vinylglycines appropriately protected at the amino and carboxy groups; these have been converted to epoxides and then into chlorohydrins. The latter were deprotected to afford the desidered forms of 4-chlorothreonine.I documenti in IRIS sono protetti da copyright e tutti i diritti sono riservati, salvo diversa indicazione.
