TY - JOUR
T1 - The Sialic Acids Waltz
T2 - Novel Stereoselective Isomerization of the 1,7-Lactones of N-Acetylneuraminic Acids into the Corresponding γ-Lactones and Back to the Free Sialic Acids
AU - Rota, Paola
AU - Allevi, Pietro
AU - Anastasia, Luigi
PY - 2015/11/1
Y1 - 2015/11/1
N2 - An internal rearrangement of the 1,7-lactone of N-acetylneuraminic acid into its γ-lactone in high yield is reported, together with the successive conversion into the free parent sialic acid. Overall, these reactions further characterize the chemical behavior of sialic acids and their derivatives, which are increasingly considered to be key players in many biological processes, including ischemic heart disease.
AB - An internal rearrangement of the 1,7-lactone of N-acetylneuraminic acid into its γ-lactone in high yield is reported, together with the successive conversion into the free parent sialic acid. Overall, these reactions further characterize the chemical behavior of sialic acids and their derivatives, which are increasingly considered to be key players in many biological processes, including ischemic heart disease.
KW - Carbohydrates
KW - Hydrolysis
KW - Lactones
KW - N-acetylneuraminic acid
KW - Sialic acid
UR - http://www.scopus.com/inward/record.url?scp=84945892743&partnerID=8YFLogxK
UR - http://www.scopus.com/inward/citedby.url?scp=84945892743&partnerID=8YFLogxK
U2 - 10.1002/ajoc.201500304
DO - 10.1002/ajoc.201500304
M3 - Article
AN - SCOPUS:84945892743
SN - 2193-5807
VL - 4
SP - 1315
EP - 1321
JO - Asian Journal of Organic Chemistry
JF - Asian Journal of Organic Chemistry
IS - 11
ER -