Aplander Karolina, Tejler Johan, Toftered Jörgen, Carlsson Susanne, Kahl-Knutsson Barbro, Sundin Anders, Leffler Hakon, Nilsson Ulf J
Organic Chemistry, Lund University, P.O. Box 124, SE-221 00 Lund, Sweden.
Carbohydr Res. 2006 Jul 24;341(10):1363-9. doi: 10.1016/j.carres.2006.04.027. Epub 2006 May 15.
Described is the synthesis of a fluorescent LacNAc derivative appended with a 3'-deoxy-3'-naphthamido functionality, 2-(fluorescein-5/6-amido)ethyl 3-deoxy-3-(2-naphthamido)-beta-D-galactopyranosyl-(1-->4)-2-acetamido-2-deoxy-beta-D-glucopyranoside, which confers high affinity (Kd 170 nM) and selectivity for galectin-3 via a stacking interaction with Arg144. Its use as a selective and sensitive galectin-3 probe is demonstrated with fluorescence polarization measurements.
描述了一种荧光乳糖-N-乙酰神经氨酸衍生物的合成，该衍生物带有3'-脱氧-3'-萘酰胺官能团，即2-(荧光素-5/6-酰胺基)乙基 3-脱氧-3-(2-萘酰胺基)-β-D-吡喃半乳糖基-(1→4)-2-乙酰氨基-2-脱氧-β-D-吡喃葡萄糖苷，其通过与精氨酸144的堆积相互作用对半乳糖凝集素-3具有高亲和力（解离常数Kd为170 nM）和选择性。通过荧光偏振测量证明了其作为选择性和灵敏的半乳糖凝集素-3探针的用途。
