N-acyl-N-alkyl-sulfonamide anchors derived from Kenner's safety-catch linker: powerful tools in bioorganic and medicinal chemistry.
In 1971 Kenner et al. introduced the safety-catch principle into solid phase peptide synthesis. Thus two contradicting needs were addressed. On the one hand, sufficient stability of the linker substrate bond to impede hydrolysis or similar side reactions, on the other hand mild chemical conditions allowing for unscathed liberation of the precious products. Over the years this linker type emerged in several different chemical disciplines and nowadays it presents a useful and broadly applicable tool. Recent advancements and applications based on Kenner's safety-catch linker are reviewed.
Heidler
Philipp
P
Faculty of Pharmacy, Philipps-University Marburg, Marbacher Weg 6, D-35032, Germany.
Link
Andreas
A
D000215:Acylation; D001685:Biological Factors / Q000138:chemical synthesis; D002625:Chemistry, Organic; D002626:Chemistry, Pharmaceutical; D055601:Organic Chemistry Phenomena; D010455:Peptides / Q000138:chemical synthesis; D011506:Proteins / Q000138:chemical synthesis; D013449:Sulfonamides / Q000737:chemistry*
D001685:Biological Factors; D010455:Peptides; D011506:Proteins; D013449:Sulfonamides