TY - JOUR
T1 - Chemoenzymatic synthesis of 3-deoxy-3-fluoro-l-fucose and its enzymatic incorporation into glycoconjugates
AU - Valverde, Pablo
AU - Vendeville, Jean-Baptiste
AU - Hollingsworth, Kristian
AU - Mattey, Ashley P
AU - Keenan, Tessa
AU - Chidwick, Harriet
AU - Ledru, Helene
AU - Huonnic, Kler
AU - Huang, Kun
AU - Light, Mark E
AU - Turner, Nicholas
AU - Jiménez-Barbero, Jesús
AU - Galan, M Carmen
AU - Fascione, Martin A
AU - Flitsch, Sabine
AU - Turnbull, W Bruce
AU - Linclau, Bruno
PY - 2020/4/29
Y1 - 2020/4/29
N2 - The first synthesis of 3-deoxy-3-fluoro-l-fucose is presented, which employs a d- to l-sugar translation strategy, and involves an enzymatic oxidation of 3-deoxy-3-fluoro-l-fucitol. Enzymatic activation (FKP) and glycosylation using an α-1,2 and an α-1,3 fucosyltransferase to obtain two fluorinated trisaccharides demonstrates its potential as a novel versatile chemical probe in glycobiology.
AB - The first synthesis of 3-deoxy-3-fluoro-l-fucose is presented, which employs a d- to l-sugar translation strategy, and involves an enzymatic oxidation of 3-deoxy-3-fluoro-l-fucitol. Enzymatic activation (FKP) and glycosylation using an α-1,2 and an α-1,3 fucosyltransferase to obtain two fluorinated trisaccharides demonstrates its potential as a novel versatile chemical probe in glycobiology.
U2 - 10.1039/d0cc02209h
DO - 10.1039/d0cc02209h
M3 - Article (Academic Journal)
C2 - 32390019
SN - 1359-7345
VL - (2020) 56
SP - 6408
EP - 6411
JO - Chemical communications (Cambridge, England)
JF - Chemical communications (Cambridge, England)
ER -