
Tetrahedron p. 6039 - 6045 (1986)
Update date:2022-08-04
Topics:
Rubini, E.
Gilon, C.
Selinger, Z.
Chorev, M.
The syntheses of several fully protected dipeptide isosteres which incorporate a methylene-oxy bond replacing the amide bond are described.The novel methylene-oxy modification offers a polar, flexible, proteolytically resistant peptide bond surrogate which can be easily incorporated into biologically active peptides.The standard geometries of the trans-amide, methylene-oxy and methylene-thio units are compared, showing a very close geometrical resemblance of the ψ
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