Synthesis of 6-PEtN-α-D-GalpNAc-(1–>6)-β-D-Galp-(1–>4)-β-D-GlcpNAc-(1–>3)-β-D-Galp-(1–>4)-β-D-Glcp, a Haemophilus influenzae lipopolysacharide structure, and biotin and protein conjugates thereof

• Andreas Sundgren,
• Martina Lahmann and
• Stefan Oscarson

Beilstein J. Org. Chem. 2010, 6, 704–708, doi:10.3762/bjoc.6.80

• acetamido function in place. Once more reductive opening of a benzylidene acetal (NaBH3CN/HCl) gave a new mono-hydroxy compound, the acceptor 13 (81%). The 4-hydroxy group in GlcNAc derivatives is known to be quite unreactive towards glycosylations, which, i.a., has led to development of new protecting

Bioorthogonal metabolic glycoengineering of human larynx carcinoma (HEp-2) cells targeting sialic acid

• Arne Homann,
• Riaz-ul Qamar,
• Sevnur Serim,
• Petra Dersch and
• Jürgen Seibel

Beilstein J. Org. Chem. 2010, 6, No. 24, doi:10.3762/bjoc.6.24

• effects is known [11]. Recently, the regulation of UDP-GlcNAc 2-epimerase/ManNAc kinase expression on the transcriptional level by DNA methylation was demonstrated [12] and a genetic feedback regulation for this process was proposed (Scheme 3) [13]. Ac4GlcNAz 16 or Neu5Hex 3, respectively, were incubated

Chemical synthesis using enzymatically generated building units for construction of the human milk pentasaccharides sialyllacto-N-tetraose and sialyllacto-N-neotetraose epimer

• Dirk Schmidt and
• Joachim Thiem

Beilstein J. Org. Chem. 2010, 6, No. 18, doi:10.3762/bjoc.6.18

• comparison of the 1H NMR data of 14 with the precursor tri- and disaccharide units 10 and 12, the novel characteristic doublet for the anomeric H-1″ of the β-GlcNAc unit at δ 5.12 (J1″2″ = 8.2 Hz) as well as the downfield shift Δδ 0.15 of H-4′ to δ 4.14 compared to 12 were in accord with structure of the