Document Detail


Synthesis and evaluation of aryl boronic acids as fluorescent artificial receptors for biological carbohydrates.
MedLine Citation:
PMID:  22177855     Owner:  NLM     Status:  MEDLINE    
Abstract/OtherAbstract:
Carbohydrates in various forms play a vital role in numerous critical biological processes. The detection of such saccharides can give insight into the progression of such diseases such as cancer. Boronic acids react with 1,2 and 1,3 diols of saccharides in non-aqueous or basic aqueous media. Herein, we describe the design, synthesis and evaluation of three bisboronic acid fluorescent probes, each having about ten linear steps in its synthesis. Among these compounds that were evaluated, 9b was shown to selectively label HepG2, liver carcinoma cell line within a concentration range of 0.5-10 μM in comparison to COS-7, a normal fibroblast cell line.
Authors:
Sandra Craig
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Publication Detail:
Type:  Journal Article; Research Support, N.I.H., Extramural; Research Support, Non-U.S. Gov't     Date:  2011-11-25
Journal Detail:
Title:  Bioorganic chemistry     Volume:  40     ISSN:  1090-2120     ISO Abbreviation:  Bioorg. Chem.     Publication Date:  2012 Feb 
Date Detail:
Created Date:  2012-01-17     Completed Date:  2012-05-14     Revised Date:  2014-09-21    
Medline Journal Info:
Nlm Unique ID:  1303703     Medline TA:  Bioorg Chem     Country:  United States    
Other Details:
Languages:  eng     Pagination:  137-42     Citation Subset:  IM    
Copyright Information:
Copyright © 2011 Elsevier Inc. All rights reserved.
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MeSH Terms
Descriptor/Qualifier:
Animals
Boronic Acids / chemical synthesis,  chemistry*
Carbohydrates / chemistry*
Cell Line
Cercopithecus aethiops
Fluorescent Dyes / chemical synthesis*,  chemistry
Humans
Kinetics
Microscopy, Confocal
Phenanthrenes / chemical synthesis*,  chemistry
Grant Support
ID/Acronym/Agency:
CA113917/CA/NCI NIH HHS; CA88343/CA/NCI NIH HHS; N01-CO-27184/CO/NCI NIH HHS; R21 CA088343/CA/NCI NIH HHS; R21 CA088343-01/CA/NCI NIH HHS; R21 CA113917/CA/NCI NIH HHS; R21 CA113917-01/CA/NCI NIH HHS
Chemical
Reg. No./Substance:
0/Boronic Acids; 0/Carbohydrates; 0/Fluorescent Dyes; 0/Phenanthrenes
Comments/Corrections

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