Straightforward synthesis of a tetrasaccharide repeating unit corresponding to the O-antigen of Escherichia coli O16

被引：3

作者：

Jana, Manas ^{[1
]}

Misra, Anup Kumar ^{[1
]}

机构：

[1] Bose Inst, Div Mol Med, Kolkata 700054, India

来源：

BEILSTEIN JOURNAL OF ORGANIC CHEMISTRY | 2013年 / 9卷

关键词：

Escherichia coli; glycosylation; lipopolysaccharide; O-antigen; tetrasaccharide; BACTERIAL-MENINGITIS; PROMOTED REACTIONS; POLYSACCHARIDE; INFANTS; SEPSIS; ETHER;

D O I：

10.3762/bjoc.9.203

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A straightforward synthesis of the tetrasaccharide repeating unit of the O-antigen of Escherichia coli O16 has been achieved following a sequential glycosylation strategy. A minimum number of steps was used for the synthesis of the target compound involving a one-pot glycosylation and a protecting group manipulation. All intermediate reactions afford their products in high yield, and the glycosylation steps are stereoselective.

引用

页码：1757 / 1762

页数：6

共 50 条

[41] Synthesis of the tetrasaccharide repeat unit of the O-antigen polysaccharide from Escherichia coli O77 employing the 2′-carboxybenzyl glycoside
Lee, Bo Ram
Jeon, Joo Mi
Jung, Jae Hyuk
Jeon, Heung Bae
Kim, Kwan Soo
CANADIAN JOURNAL OF CHEMISTRY, 2006, 84 (04) : 506 - 515
[42] Synthesis of Two Hexasaccharides Related to the Repeating Unit of the O-Antigen from Escherichia coli TD2158
Pal, Kumar Bhaskar
Mukhopadhyay, Balaram
CHEMISTRYSELECT, 2017, 2 (24): : 7378 - 7381
[43] Facile synthesis of the pentasaccharide repeating unit of the cell wall O-antigen of Escherichia coli 19ab
Ghosh, Tamashree
Misra, Anup Kumar
CARBOHYDRATE RESEARCH, 2012, 362 : 8 - 12
[44] Synthesis of the pentasaccharide repeating unit of Escherichia coli O128 antigen
Lv, Xun
Cheng, Shuihong
Wei, Guoha
Du, Yuguo
CARBOHYDRATE RESEARCH, 2010, 345 (15) : 2272 - 2276
[45] Synthesis of penta- and hexasaccharide fragments corresponding to the O-antigen of Escherichia coli O150
Panchadhayee, Rajib
Misra, Anup Kumar
TETRAHEDRON-ASYMMETRY, 2010, 21 (17) : 2142 - 2152
[46] Straightforward sequential and one-pot synthesis of a pentasaccharide repeating unit corresponding to the cell wall O-antigen of Shigella boydii type 18
Shit, Pradip
Gucchait, Arin
Misra, Anup Kumar
TETRAHEDRON, 2019, 75 (49)
[47] Convergent synthesis of a hexasaccharide corresponding to the cell wall O-antigen of Escherichia coli O41
Ghosh, Tamashree
Santra, Abhishek
Misra, Anup Kumar
RSC ADVANCES, 2014, 4 (01) : 54 - 60
[48] Concise chemical synthesis of the pentasaccharide repeating unit of the O-antigen from Escherichia albertii O2
Bera, Madhumita
Adak, Anirban
Mukhopadhyay, Balaram
CARBOHYDRATE RESEARCH, 2019, 485
[49] Convergent synthesis of the tetrasaccharide repeating unit related to the O-antigenic polysaccharide of Escherichia coli 78
Maity, Sajal K.
Patra, Amarendra
Ghosh, Rina
TETRAHEDRON, 2010, 66 (15) : 2809 - 2814
[50] Facile synthesis of a pentasaccharide repeating unit corresponding to the common O-antigen of Salmonella enterica O57 and Escherichia coli O51 (vol 24, pg 606, 2013)
Ghosh, Tamashree
Santra, Abhishek
Misra, Anup Kumar
TETRAHEDRON-ASYMMETRY, 2013, 24 (13-14) : 871 - 873

← 1 2 3 4 5 →