51236-52-3Relevant academic research and scientific papers
Synthesis and Structural Characteristics of all Mono- And Difluorinated 4,6-Dideoxy- d - Xylo-hexopyranoses
Briggs, Edward L.,Fontenelle, Clement Q.,Kuppala, Ramakrishna,Light, Mark E.,Linclau, Bruno,Szpera, Robert,Vendeville, Jean-Baptiste,Wells, Neil J.,Wheatley, David E.
, p. 7725 - 7756 (2021/06/28)
Protein-carbohydrate interactions are implicated in many biochemical/biological processes that are fundamental to life and to human health. Fluorinated carbohydrate analogues play an important role in the study of these interactions and find application a
Mapping the Relationship between Glycosyl Acceptor Reactivity and Glycosylation Stereoselectivity
van der Vorm, Stefan,van Hengst, Jacob M. A.,Bakker, Marloes,Overkleeft, Herman S.,van der Marel, Gijsbert A.,Codée, Jeroen D. C.
supporting information, p. 8240 - 8244 (2018/05/03)
The reactivity of both coupling partners—the glycosyl donor and acceptor—is decisive for the outcome of a glycosylation reaction, in terms of both yield and stereoselectivity. Where the reactivity of glycosyl donors is well understood and can be controlled through manipulation of the functional/protecting-group pattern, the reactivity of glycosyl acceptor alcohols is poorly understood. We here present an operationally simple system to gauge glycosyl acceptor reactivity, which employs two conformationally locked donors with stereoselectivity that critically depends on the reactivity of the nucleophile. A wide array of acceptors was screened and their structure–reactivity/stereoselectivity relationships established. By systematically varying the protecting groups, the reactivity of glycosyl acceptors can be adjusted to attain stereoselective cis-glucosylations.
Stereochemical studies on Esperamicins: Determination of the absolute configuration of hydroxyamino sugar fragment
Golik,Wong,Krishnan,Vyas,Doyle
, p. 1851 - 1854 (2007/10/02)
The β-D-gluco-hexopyranose configuration has been assigned for the hydroxyamino sugar fragment or esperamicin A. This determination concluded our study on the absolute configuration of the carbohydrate portion of esperamicins.
Synthesis of furanoid and pyranoid derivatives of 6-deoxy-4-thio-D-galactose
Cicero, Daniel,Varela, Oscar,De Lederkremer, Rosa M.
, p. 1131 - 1144 (2007/10/02)
The synthesis of pyranoid and furanoid derivatives of 6-deoxy-4-thio-D-galactose from methyl α-D-glucopyranoside (1) is described. A key intermediate for the synthesis, methyl 2,3-di-O-benzoyl-6-deoxy-4-thio-α-D-galactopyranoside (15) was prepared by diff
