Glycopeptide antibiotic analogs for selective inactivation and two-photon imaging of vancomycin-resistant strains

被引：15

作者：

Ariyasu, Shinya ^{[1
]}

Too, Pei Chui ^{[1
]}

Mu, Jing ^{[1
]}

Goh, Chi Ching ^{[2
]}

Ding, Yichen ^{[3
]}

Tnay, Ya Lin ^{[1
]}

Yeow, Edwin Kok Lee ^{[1
]}

Yang, Liang ^{[3
]}

Ng, Lai Guan ^{[2
]}

Chiba, Shunsuke ^{[1
]}

Xing, Bengang ^{[1
,4
]}

机构：

[1] Nanyang Technol Univ, Sch Phys & Math Sci, Div Chem & Biol Chem, Singapore 637371, Singapore

[2] ASTAR, Singapore Immunol Network SIgN, Singapore 138648, Singapore

[3] Nanyang Technol Univ, Sch Biol Sci, SCELSE, Singapore 637551, Singapore

[4] ASTAR, IMRE, Singapore 117602, Singapore

来源：

CHEMICAL COMMUNICATIONS | 2016年 / 52卷 / 25期

关键词：

STAPHYLOCOCCUS-AUREUS; MULTIVALENT VANCOMYCIN; ANTIBACTERIAL ACTIVITY; BACTERIA; PEPTIDOGLYCAN; ENTEROCOCCI; MICROSCOPY; LIPOGLYCOPEPTIDES; BIOSYNTHESIS; ORITAVANCIN;

D O I：

10.1039/c5cc10230h

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

A novel theranostic divalent vancomycin analog using a planar 1,8-diazapyrene moiety as a rigid scaffold exhibits potent and selective antibacterial activity against Gram (+) bacteria including vancomycin-resistant strains, while having minimal influence on Gram (-) bacteria and mammalian cells. Moreover, this theranostic analog can be also applied for selective two-photon fluorescence imaging of Gram (+) bacteria.

引用

页码：4667 / 4670

页数：4

共 38 条

[1] Multi-valent polymer of vancomycin: enhanced antibacterial activity against VRE
Arimoto, H
Nishimura, K
Kinumi, T
Hayakawa, I
Uemura, D
[J]. CHEMICAL COMMUNICATIONS, 1999, (15) : 1361 - 1362
[2] Recent advances in the synthesis of new glycopeptide antibiotics
Ashford, Polly-Anna
Bew, Sean P.
[J]. CHEMICAL SOCIETY REVIEWS, 2012, 41 (03) : 957 - 978
[3] Di-N-Methylation of Anti-Gram-Positive Aminoglycoside-Derived Membrane Disruptors Improves Antimicrobial Potency and Broadens Spectrum to Gram-Negative Bacteria
Benhamou, Raphael I.
Shaul, Pazit
Herzog, Ido M.
Fridman, Micha
[J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2015, 54 (46) : 13617 - 13621
[4] Targeting virulence: salmochelin modification tunes the antibacterial activity spectrum of β-lactams for pathogen-selective killing of Escherichia coli
Chairatana, Phoom
Zheng, Tengfei
Nolan, Elizabeth M.
[J]. CHEMICAL SCIENCE, 2015, 6 (08) : 4458 - 4471
[5] Dendrimer-Based Multivalent Vancomycin Nanoplatform for Targeting the Drug-Resistant Bacterial Surface
Choi, Seok Ki
Myc, Andrzej
Silpe, Justin Ezekiel
Sumit, Madhuresh
Wong, Pamela Tinmoi
McCarthy, Kelly
Desai, Ankur M.
Thomas, Thommey P.
Kotlyar, Alina
Holl, Mark M. Banaszak
Orr, Bradford G.
Baker, James R., Jr.
[J]. ACS NANO, 2013, 7 (01) : 214 - 228
[6] A light-up probe with aggregation-induced emission characteristics (AIE) for selective imaging, naked-eye detection and photodynamic killing of Gram-positive bacteria
Feng, Guangxue
Yuan, Youyong
Fang, Hu
Zhang, Ruoyu
Xing, Bengang
Zhang, Guanxin
Zhang, Deqing
Liu, Bin
[J]. CHEMICAL COMMUNICATIONS, 2015, 51 (62) : 12490 - 12493
[7] Host-Guest Chemistry of the Peptidoglycan
Fisher, Jed F.
Mobashery, Shahriar
[J]. JOURNAL OF MEDICINAL CHEMISTRY, 2010, 53 (13) : 4813 - 4829
[8] Chemical Probes Reveal an Extraseptal Mode of Cross-Linking in Staphylococcus aureus
Gautam, Samir
Kim, Taehan
Spiegel, David A.
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2015, 137 (23) : 7441 - 7447
[9] Concise Synthesis and Two-Photon-Excited Deep-Blue Emission of 1,8-Diazapyrenes
He, Tingchao
Too, Pei Chui
Chen, Rui
Chiba, Shunsuke
Sun, Handong
[J]. CHEMISTRY-AN ASIAN JOURNAL, 2012, 7 (09) : 2090 - 2095
[10] Deep tissue two-photon microscopy
Helmchen, F
Denk, W
[J]. NATURE METHODS, 2005, 2 (12) : 932 - 940

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