674777-74-3Relevant academic research and scientific papers
Synthesis method of core structure of O-mannan
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Paragraph 0104; 0114; 0118, (2019/08/06)
The invention belongs to the field of synthesis of saccharide substances, and particularly relates to a synthesis method of the core structure of O-mannan. Conventional research indicates that alpha-DG O-mannan is relevant with a mechanism of diseases of
Total Synthesis of Mannopeptimycins α and β
Wang, Bo,Liu, Yunpeng,Jiao, Rui,Feng, Yiqing,Li, Qiong,Chen, Chen,Liu, Long,He, Gang,Chen, Gong
supporting information, p. 3926 - 3932 (2016/04/09)
The mannopeptimycins are a class of glycopeptide natural products with unusual structures and potent antibiotic activity against a range of Gram-positive multidrug-resistant bacteria. Their cyclic hexapeptide core features a pair of unprecedented β-hydroxyenduracididines (l- and d-βhEnd), an O-glycosylated d-Tyr carrying an α-linked dimannose, and a β-methylated Phe residue. The d-βhEnd unit also carries an α-linked mannopyranose at the most hindered N of its cyclic guanidine ring. Herein, we report the first total synthesis of mannopeptimycin α and β with fully elaborated N- and O-linked sugars. Critically, a gold-catalyzed N-glycosylation of a d-βhEnd substrate with a mannosyl ortho-alkynylbenzoate donor enabled the synthesis of the most challenging N-Man-d-βhEnd unit with excellent efficiency and stereoselectivity. The l-βMePhe unit was prepared using a Pd-catalyzed C-H arylation method. The l-βhEnd, d-Tyr(di-Man), and l-βMePhe units were prepared in gram quantities. A convergent assembly of the cyclic peptide scaffold and a single global hydrogenolysis deprotection operation provided mannopeptimycin α and β.
Efficient convergent synthesis of Bi-, Tri-, and tetra-antennary complex type N-glycans and their HIV-1 antigenicity
Shivatare, Sachin S.,Chang, Shih-Huang,Tsai, Tsung-I,Ren, Chien-Tai,Chuang, Hong-Yang,Hsu, Li,Lin, Chih-Wei,Li, Shiou-Ting,Wu, Chung-Yi,Wong, Chi-Huey
supporting information, p. 15382 - 15391 (2013/11/06)
The structural diversity of glycoproteins often comes from post-translational glycosylation with heterogeneous N-glycans. Understanding the complexity of glycans related to various biochemical processes demands a well-defined synthetic sugar library. We r
Synthesis of Readily Modifiable Cyclodextrin Analogues via Cyclodimerization of an Alkynyl-Azido Trisaccharide
Bodine, Kyle D.,Gin, David Y.,Gin, Mary S.
, p. 1638 - 1639 (2007/10/03)
A convergent strategy for the synthesis of β-cyclodextrin analogues is reported, utilizing preferential cyclodimerization of an azido-alkyne trisaccharide via Cu(I)-catalyzed [3 + 2] dipolar cycloaddition of the alkyne and azide functional groups. The res
