109953-96-0Relevant academic research and scientific papers
SYNTHESIS OF ISOSTERIC METHYLENE-OXY PSEUDOPEPTIDE ANALOGUES AS NOVEL AMIDE BOND SURROGATE UNITS
Rubini, E.,Gilon, C.,Selinger, Z.,Chorev, M.
, p. 6039 - 6045 (2007/10/02)
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 ψ2-O> unit to the amide bond.
