895140-72-4Relevant academic research and scientific papers
A highly convergent synthesis of an N-linked glycopeptide presenting the H-type 2 human blood group determinant
Wang, Zhi-Guang,Warren, J. David,Dudkin, Vadim Y.,Zhang, Xufang,Iserloh, Ulrich,Visser, Michael,Eckhardt, Matthias,Seeberger, Peter H.,Danishefsky, Samuel J.
, p. 4954 - 4978 (2007/10/03)
The total synthesis of an H-type blood group determinant in a model biological setting is described. The construct is comprised of a high mannose core structure with projecting lactose spacers, culminating in a two-copy presentation of the H-type blood group determinant itself. Key reactions that were used in this construction include sulfonamidohydroxylation (see 15→18) and benzoate-directed glycosylation via an activated thiophenyl donor (see 34→36). Another key strategic element involved the epimerization of an interior core glucoside to reach the β-mannoside (see 37→38) required in the ring C sugar of the high mannose core.
Toward fully synthetic homogeneous glycoproteins: A high mannose core containing glycopeptide carrying full h-type2 human blood group specificity
Wang, Zhi-Guang,Zhang, Xufang,Visser, Michael,Live, David,Zatorski, Andrzej,Iserloh, Ulrich,Lloyd, Kenneth O.,Danishefsky, Samuel J.
, p. 1728 - 1732 (2007/10/03)
Blood typing with the ABO classification is based on cell-surfacse glycoproteins. In a significant step toward the synthesis of these compounds, the laboratory synthesis of a fully functional N-linked glycopeptide featuring H-type blood group determinants 1 is described.
