664366-31-8Relevant academic research and scientific papers
α-1-C-Alkyl-1-deoxynojirimycin derivatives as potent and selective inhibitors of intestinal isomaltase: Remarkable effect of the alkyl chain length on glycosidase inhibitory profile
Godin, Guillaume,Compain, Philippe,Martin, Olivier R.,Ikeda, Kyoko,Yu, Liang,Asano, Naoki
, p. 5991 - 5995 (2007/10/03)
A series of α- and β-1-C-alkyl-1-deoxynojirimycin derivatives was prepared and evaluated as glycosidase inhibitors. Biological assays showed a marked dependence of the selectivity and potency of the inhibitors upon the position of the alkyl chain (α-1-C-, β-1-C- or N-alkyl derivatives). In addition, the efficiency of α-1-C-alkyl-1-deoxynojirimycin derivatives as intestinal isomaltase inhibitors increases with the length of the alkyl chain. The strongest inhibition was found for α-1-C -nonyl-1- deoxynojirimycin with an IC50 = 3.5 nM (25x more potent inhibitor than the shorter chain homologue carrying a C8 chain). These results demonstrate that subtle changes in the aglycon fragment may result in remarkable enzyme specificity.
2-Naphthylmethyl (NAP) as a Versatile Amino Protecting Group, Chemoselective Removal under Mild Conditions
Godin, Guillaume,Compain, Philippe,Martin, Olivier R.
, p. 2065 - 2067 (2007/10/03)
The use of 2-naphthalenemethyl (NAP) as a versatile amino protecting group is reported. Highly efficient and chemoselective cleavage of protected tertiary amines using DDQ in CH2Cl2-MeOH (4:1) has been observed in the presence of various functionalities such as hydroxyl, acetal, alkene, ester, benzyloxy and N-benzyl groups.
