5605-66-3Relevant academic research and scientific papers
Synthesis, separation, and characterization of amphiphilic sulfated oligosaccharides enabled by reversed-phase ion pairing LC and LC-MS methods
Fenner, Amanda M.,Kerns, Robert J.
, p. 2792 - 2800 (2011)
Synthesis of amphiphilic oligosaccharides is problematic because traditional methods for separating and purifying oligosaccharides, including sulfated oligosaccharides, are generally not applicable to working with amphiphilic sugars. We report here RPIP-L
Selective modification of the 3′′-amino group of kanamycin prevents significant loss of activity in resistant bacterial strains
Santana, Andrés G.,Zárate, Sandra G.,Asensio, Juan Luis,Revuelta, Julia,Bastida, Agatha
, p. 516 - 525 (2016/01/12)
Aminoglycosides are highly potent, wide-spectrum bactericidals. N-1 modification of aminoglycosides has thus far been the best approach to regain bactericidal efficiency of this class of antibiotics against resistant bacterial strains. In the present stud
Selective inhibition of bacterial and human topoisomerases by N-arylacyl O-sulfonated aminoglycoside derivatives
Fenner, Amanda M.,Oppegard, Lisa M.,Hiasa, Hiroshi,Kerns, Robert J.
supporting information, p. 470 - 474 (2013/07/11)
Numerous therapeutic applications have been proposed for molecules that bind heparin-binding proteins. Development of such compounds has primarily focused on optimizing the degree and orientation of anionic groups on a scaffold, but utility of these polya
Regioselective modification of amino groups in aminoglycosides based on cyclic carbamate formation
Chen, Guihui,Pan, Pan,Yao, Yun,Chen, Ying,Meng, Xiangbao,Li, Zhongjun
, p. 9078 - 9087 (2008/12/22)
Conditions for regioselective introduction of cyclic carbamate into per-N-Cbz neamine and per-N-Cbz kanamycin A have been found. The position and number of cyclic carbamate formed in these two aminoglycosides was controllable. On the base of selective cyclic carbamate formation, regioselective modification on N-1, N-6′ or both amino groups in neamine, and on N-6′, N-3″ or both amino groups in kanamycin A was achieved by ring-opening reaction with amines. A new neamine dimer linked at the N-1 was also synthesized with this method.
A HIGHLY SELECTIVE N-PROTECTION STRATEGY FOR THE PREPARATION OF 1-N-ALKYLATED KANAMYCIN ANTIBIOTICS
Thomas, Michael B.,Williams, Michael T.
, p. 4981 - 4984 (2007/10/02)
An O to N acyl migration technique has been used to selectively acetylate the amino groups of the aminosugar rings of kanamycins A and B, leaving the amino groups on the 2-deoxy-streptamine ring unprotected.A formylation-deformylation process then convert
