Page 182 - Cascade_Biocatalysis_Integrating_Stereoselective_and_Environmentally_Friendly_Reactions
P. 182

158  6 Chemo-Enzymatic Cascade Reactions for the Synthesis of Glycoconjugates

                        nucleotide sugars. Adv.Synth.Catal.,  oligosaccharides with both anti-factor
                        349, 314–318.                    Xa and anti-factor IIa activities. J. Biol.
                     85. Sauerzapfe, B., Krenek, K., Schmiedel,  Chem., 287, 29054–29061.
                        J., Wakarchuk, W.W., Pelantova,  93. Chavaroche, A.E., Broek, L.M., Boeriu,
                        H., Kren, V., and Elling, L. (2009)  C., and Eggink, G. (2012) Synthe-
                        Chemo-enzymatic synthesis of poly-  sis of heparosan oligosaccharides by
                        N-acetyllactosamine (poly-LacNAc)  Pasteurella multocida PmHS2 single-
                        structures and their characterization  action transferases. Appl. Microbiol.
                        for CGL2-galectin-mediated binding  Biotechnol., 95, 1199–1210.
                        of ECM glycoproteins to biomaterial  94. DeAngelis, P.L., Oatman, L.C., and
                        surfaces. Glycoconj. J., 26, 141–159.  Gay, D.F. (2003) Rapid chemoen-
                     86. Adamiak, K., Anders, T., Henze, M.,  zymatic synthesis of monodisperse
                        Keul, H., Moller, M., and Elling, L.  hyaluronan oligosaccharides with
                        (2012) Chemo-enzymatic synthesis  immobilized enzyme reactors. J. Biol.
                        of functionalized oligomers of N-  Chem., 278, 35199–35203.
                        acetyllactosamine glycan derivatives
                                                      95. Serna, S., Etxebarria, J., Ruiz, N.,
                        and their immobilization on biomate-
                                                         Martin-Lomas, M., and Reichardt,
                        rial surfaces. J. Mol. Catal. B: Enzym.,
                                                         N.-C. (2010) Construction of N-
                        84, 108–114.                     glycan microarrays by using modular
                     87. Pukin, A.V., Florack, D.E.A., Brochu,  synthesis and on-chip nanoscale enzy-
                        D., van Lagen, B., Visser, G.M.,  matic glycosylation. Chem. Eur. J., 16,
                        Wennekes, T., Gilbert, M., and Zuilhof,  13163–13175.
                        H. (2011) Chemoenzymatic synthe-
                                                      96. Ono, Y., Kitajima, M., Daikoku, S.,
                        sis of biotin-appended analogues of
                                                         Shiroya, T., Nishihara, S., Kanie, Y.,
                        gangliosides GM2, GM1, GD1a and
                                                         Suzuki, K., Goto, S., and Kanie, O.
                        GalNAc-GD1a for solid-phase applica-  (2008) Sequential enzymatic glycosyl-
                        tions and improved ELISA tests. Org.  transfer reactions on a microfluidic
                        Biomol. Chem., 9, 5809–5815.
                     88. Susini, S., Jeanneau, C., Mathieu, S.,  device: synthesis of a glycosaminogly-
                                                         can linkage region tetrasaccharide. Lab
                        Carmona, S., and El-Battari, A. (2011)
                                                         Chip, 8, 2168–2173.
                        A glycosyltransferase-enriched recon-
                                                      97. Martin, J.G., Gupta, M., Xu, Y., Akella,
                        stituted membrane system for the
                                                         S., Liu, J., Dordick, J.S., and Linhardt,
                        synthesis of branched O-linked gly-
                                                         R.J. (2009) Toward an artificial Golgi:
                        cans in vitro. Biochim. Biophys. Acta:
                                                         redesigning the biological activities of
                        Biomembr., 1808, 1509–1519.
                                                         heparan sulfate on a digital microflu-
                     89. Liu, R., Xu, Y., Chen, M., We¨ ıwer, M.,
                                                         idic chip. J. Am. Chem. Soc., 131,
                        Zhou, X., Bridges, A.S., DeAngelis,
                                                         11041–11048.
                        P.L., Zhang, Q., Linhardt, R.J., and
                                                      98. Rupprath, C., Kopp, M., Hirtz, D.,
                        Liu, J. (2010) Chemoenzymatic design
                        of heparan sulfate oligosaccharides. J.  M¨ uller, R., and Elling, L. (2007)
                        Biol. Chem., 285, 34240–34249.   An enzyme module system for in
                     90. Masuko, S. and Linhardt, R.J. (2012)  situ regeneration of deoxythymi-
                                                             ′
                        Chemoenzymatic synthesis of the next  dine 5 -diphosphate (dTDP)-activated
                        generation of ultralow MW heparin  deoxy sugars. Adv. Synth. Catal., 349,
                        therapeutics. Future Med. Chem., 4,  1489–1496.
                        289–296.                      99. Brinkmann, N., Malissard, M., Ramuz,
                     91. Xu, Y., Masuko, S., Takieddin, M.,  M., Romer, U., Schumacher, T.,
                        Xu, H., Liu, R., Jing, J., Mousa,  Berger, E.G., Elling, L., Wandrey, C.,
                        S.A., Linhardt, R.J., and Liu, J. (2011)  and Liese, A. (2001) Chemo-enzymatic
                        Chemoenzymatic synthesis of homo-  synthesis of the Galili epitope
                        geneous ultralow molecular weight  Gal(alpha)(1–>3)Galbeta(1–>4)GlcNAc
                        heparins. Science, 334, 498–501.  on a homogeneously soluble PEG poly-
                     92. Xu, Y., Pempe, E.H., and Liu, J. (2012)  mer by a multi-enzyme system. Bioorg.
                        Chemoenzymatic synthesis of heparin  Med. Chem. Lett., 11, 2503–2506.
   177   178   179   180   181   182   183   184   185   186   187