1533407-53-2Relevant academic research and scientific papers
S-Michael additions to chiral dehydroalanines as an entry to glycosylated cysteines and a sulfa-tn antigen mimic
Aydillo, Carlos,Companon, Ismael,Avenoza, Alberto,Busto, Jesus H.,Corzana, Francisco,Peregrina, Jesus M.,Zurbano, Maria M.
supporting information, p. 789 - 800 (2014/02/14)
Stereoselective sulfa-Michael addition of appropriately protected thiocarbohydrates to chiral dehydroalanines has been developed as a key step in the synthesis of biologically important cysteine derivatives, such as S-(β-d-glucopyranosyl)-d-cysteine, which has not been synthesized to date, and S-(2-acetamido-2-deoxy-α-d-galactopyranosyl)-l-cysteine, which could be considered as a mimic of Tn antigen. The corresponding diamide derivative was also synthesized and analyzed from a conformational viewpoint, and its bound state with a lectin was studied.
