Lectins of Mycobacterium tuberculosis – rarely studied proteins

• Katharina Kolbe,
• Sri Kumar Veleti,
• Norbert Reiling and
• Thisbe K. Lindhorst

Beilstein J. Org. Chem. 2019, 15, 1–15, doi:10.3762/bjoc.15.1

• ]. The primary hydroxy groups of the terminal arabinofuranoside residues are esterified with mycolic acids forming the basis of the outer lipid layer [48]. The major lipoglycans found in the mycobacterial cell envelope are lipoarabinomannan (LAM) and its precursor lipomannan (LM), both of which consist

• : filamentous hemagglutinin; L-Fucp: L-fucopyranoside; D-Galf: D-galactofuranoside; D-Galp: D-galactopyranoside; D-GlcNAc: N-acetyl-D-glucosamine; D-Glcp: D-glucopyranoside; HBHA: heparin-binding hemagglutinin; KDO: 3-deoxy-D-manno-octulosonic acid; LAM: lipoarabinomannan; LM: lipomannan; LPS

• main carbohydrates of the Mtb cell envelope, a multi-layered structure composed of a mycolyl–arabinogalactan (AG)–peptidoglycan (PG) complex, the lipoglycans lipomannan (LM), and mannosylated lipoarabinomannan (ManLAM), as well as glycolipids, such as trehalose 6,6'-dimycolate (TDM) and trehalose 6

Preactivation-based chemoselective glycosylations: A powerful strategy for oligosaccharide assembly

• Weizhun Yang,
• Bo Yang,
• Sherif Ramadan and
• Xuefei Huang

Beilstein J. Org. Chem. 2017, 13, 2094–2114, doi:10.3762/bjoc.13.207

• glycolipid family including LewisX pentasaccharide 117, dimeric LewisX 118 [63], tristearoyl lipomannan 119 [64], gangliosides GM1 120 [65] and GM2 121 (Figure 5) [66], microbial glycans such as the heptasaccharide repeating unit of type V group B Streptococcus capsular polysaccharide 122 [67], β-glucan

Synthesis of glycoconjugate fragments of mycobacterial phosphatidylinositol mannosides and lipomannan

• Benjamin Cao,
• Jonathan M. White and
• Spencer J. Williams

Beilstein J. Org. Chem. 2011, 7, 369–377, doi:10.3762/bjoc.7.47

• agent of tuberculosis (TB), possesses a complex cell wall containing mannose-rich glycophospholids termed phosphatidylinositol mannosides (PIMs), lipomannan (LM), and lipoarabinomannan (LAM). These glycophospholipids play important roles in cell wall function and host–pathogen interactions. Synthetic

• of a 3,4-butanediacetal-protected mannoside. The azidooctyl groups of these synthetic mannans were elaborated to fluorescent glycoconjugates and squaric ester derivatives useful for further conjugation studies. Keywords: fluorescently-labelled sugars; glycoconjugates; lipomannan; mycobacteria