Tentoxin as a scaffold for drug discovery. Total solid-phase synthesis of tentoxin and a library of analogues.
[reaction: see text] A solid-phase method for the synthesis of tentoxin has been developed. Two key steps-dehydration and N-alkylation-are carried out while the peptide is anchored to the resin. The method, which has been validated by the preparation of a library of tentoxin analogues, should be applicable to the generation of further libraries that have the tentoxin scaffold structure, as well as other structures containing N-alkylated didehydroamino acids.
Jiménez
Jose C
JC
Barcelona Biomedical Research Institute and Combinatorial Chemistry Unity, Barcelona Science Park, University of Barcelona, Josep Samitier 1, 08028-Barcelona, Spain.
Chavarría
Bibiana
B
López-Macià
Angel
A
Royo
Miriam
M
Giralt
Ernest
E
Albericio
Fernando
F
D000595:Amino Acid Sequence; D020650:Combinatorial Chemistry Techniques; D009183:Mycotoxins / Q000031:analogs & derivatives* / Q000138:chemical synthesis*; D010456:Peptides, Cyclic / Q000138:chemical synthesis* / Q000737:chemistry; D013329:Structure-Activity Relationship
D009183:Mycotoxins; D010456:Peptides, Cyclic; C003384:tentoxin