Synthesis of perylene bisimide-centered glycodendrimer and its interactions with concanavalin A

被引：17

作者：

Wang, Ke-Rang ^{[1
,2
]}

Wang, Yue-Qing ^{[1
,2
]}

Li, Jie ^{[3
]}

An, Hong-Wei ^{[1
,2
]}

Zhang, Li-Ping ^{[3
]}

Zhang, Jin-Chao ^{[1
,2
]}

Li, Xiao-Liu ^{[1
,2
]}

机构：

[1] Hebei Univ, Coll Chem & Environm Sci, Key Lab Chem Biol Hebei Prov, Baoding 071002, Peoples R China

[2] Hebei Univ, Minist Educ, Key Lab Med Chem & Mol Diag, Baoding 071002, Peoples R China

[3] Hebei Univ, Coll Life Sci, Baoding 071002, Peoples R China

来源：

BIOORGANIC & MEDICINAL CHEMISTRY LETTERS | 2013年 / 23卷 / 02期

关键词：

Glycodendrimer; Concannavalin A; Perylene bisimide; Carbohydrate-lectin interactions; BINDING; GLYCOSYLATION; CANCER; DENDRIMERS; GLYCOMICS; SCAFFOLD; GLYCANS;

D O I：

10.1016/j.bmcl.2012.11.049

中图分类号：

R914 [药物化学];

学科分类号：

100701 ;

摘要：

A novel glycodendrimer based on 18 peripheral alpha-D-mannoses functionalized perylene bisimide derivative PBI-18-Man was synthesized and its selectively binding interactions for Con A were investigated by CD spectra and turbidity assay, which exhibited strong binding affinity for Con A with the binding constant of 1.3 x 10(8) M-1 (7.2 x 10(6) M-1 for monomeric mannose, valency corrected), 3 orders of magnitude higher affinity than the monovalent mannose ligand. Furthermore, the inhibitory activity for Con A was studied by ELLA experiment, showed 2 times inhibitor activity than the reference compound (alpha-MMP). Crown Copyright (C) 2012 Published by Elsevier Ltd. All rights reserved.

引用

下载

页码：480 / 483

页数：4

共 50 条

[1] Ambient Stable Zwitterionic Perylene Bisimide-Centered Radical
Schmidt, David
Bialas, David
Wuerthner, Frank
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2015, 54 (12) : 3611 - 3614
[2] Synthesis of Biocompatible Glycodendrimer based on Fluorescent Perylene Bisimides and Its Bioimaging
Wang, Ke-Rang
An, Hong-Wei
Rong, Rui-Xue
Cao, Zhi-Ran
Li, Xiao-Liu
MACROMOLECULAR RAPID COMMUNICATIONS, 2014, 35 (07) : 727 - 734
[3] Dinaphthothiepine Bisimide and Its Sulfoxide: Soluble Precursors for Perylene Bisimide
Hayakawa, Sakiho
Matsuo, Kyohei
Yamada, Hiroko
Fukui, Norihito
Shinokubo, Hiroshi
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2020, 142 (27) : 11663 - 11668
[4] Progress in the synthesis of perylene bisimide dyes
Nowak-Krol, Agnieszka
Wuerthner, Frank
ORGANIC CHEMISTRY FRONTIERS, 2019, 6 (08) : 1272 - 1318
[5] Synthesis and Antifungal Activity of Perylene Bisimide Derivatives
Roa-Linares, Vicky C.
Mesa-Arango, Ana C.
Gonzalez, Miguel A.
18TH INTERNATIONAL ELECTRONIC CONFERENCE ON SYNTHETIC ORGANIC CHEMISTRY, 2014,
[6] Overview of Perylene Bisimide Dyestuff: Synthesis and Properties
Khattab, Tawfik A.
Abdelrahman, Meram S.
EGYPTIAN JOURNAL OF CHEMISTRY, 2022, 65 (13): : 1187 - 1198
[7] Synthesis of cofacial perylene bisimide luminophores for light management
Nakama-Fukuhara, Tiffany
D'Amelio, Jack
Kowalczyk, Timothy
Patrick, David
Gilbertson, John
ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2018, 255
[8] Synthesis of highly fluorescent and water soluble perylene bisimide
Boobalan, Gopal
Imran, Predhanekar Mohamed
Nagarajan, Samuthira
CHINESE CHEMICAL LETTERS, 2012, 23 (02) : 149 - 153
[9] Perylene Bisimide Radicals and Biradicals: Synthesis and Molecular Properties
Schmidt, David
Son, Minjung
Lim, Jong Min
Lin, Mei-Jin
Krummenacher, Ivo
Braunschweig, Holger
Kim, Dongho
Wuerthner, Frank
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2015, 54 (47) : 13980 - 13984
[10] Synthesis and Properties of Benzocyclobutene-Functionalized Perylene Bisimide
Xu, Yewei
Tang, Jie
Zhu, Fanghua
Zhang, Lin
ASIAN JOURNAL OF CHEMISTRY, 2012, 24 (10) : 4441 - 4444

← 1 2 3 4 5 →