Navigation Links
Uncharged organic molecule can bind negatively charged ions
Date:2/26/2008

BLOOMINGTON, Ind. -- Indiana University Bloomington chemists have designed an organic molecule that binds negatively charged ions, a feat they hope will lead to the development of a whole new molecular toolbox for biologists, chemists and medical researchers who want to remove chlorine, fluorine and other negatively charged ions from their solutions.

"What we've done is create an efficient synthesis that gives us access to a whole new family of binding agents," said Amar Flood, who reports the discovery with postdoctoral scholar Yongjun Li in Angewandte Chemie this week. "The synthesis is extremely modular, as well, so we imagine these molecules can be easily modified to bind a wide variety of negative ions with great specificity."

Chelating agents are small molecules that grab atoms (or, sometimes, even smaller molecules) out of a solution and hold onto them. Chelators play a valuable role in both nature and laboratory settings. For example, the human protein calmodulin not only grabs positively charged calcium ions out of the solution surrounding it, it also influences cell processes according to how many calcium ions it has grabbed. In labs, EDTA (ethylenediaminetetraacetic acid) is frequently used to remove calcium and magnesium ions so that chemical reactions go faster or more efficiently.

Many organic molecules exist that can bind positively charged ions, or cations, and this has much to do with the fact that it is easy to synthesize organic molecules with negatively charged parts. It is those negatively charged parts that interact with positive ions, or cations, grabbing them out of solution and holding onto them so the cations cannot react or interfere with other processes.

Attempts at manufacturing organic binding agents with positively charged parts is not hard, but designing them in such a way that they don't attract the attention of solvent molecules has been a major challenge for chemists.

Flood and Li's solution was to create a donut-shaped organic molecule whose center would serve as the binding spot. A halide ion might fit snugly inside the hole, but the arrangement of atoms surrounding the hole would exclude any solutions.

Flood also wanted the synthesis of such a molecule to be cheap, easy and flexible, so he looked to the "click chemistry" devised by Scripps Research Institute chemist K. Barry Sharpless. Click chemistry is an efficient method of joining molecules together to form larger molecules. Flood's particular application of click chemistry results in an eight-member macrocycle with a 3.7 angstrom hole in the middle. The more-or-less symmetrical molecule that Flood and Li built contains four triazole rings sporting three nitrogen atoms each. It is presumed the nitrogens withdraw electron density from the carbon and hydrogen atoms closest to the molecule's hole, thereby creating an alluring binding spot for fluorine or chlorine ions. This binding is made all the more orderly because the macrocycle is preorganized to host its anionic guest.

"This thing is so easy to make," Flood said. "The triazole moiety has got more character to it than meets the eye. It's not just a byproduct of the click chemistry. We see lots of potential in it."

The other four members of Flood and Li's eight-member ring are entirely substitutable. Modifying these may give the chelator different binding affinities for a given anion.


'/>"/>

Contact: David Bricker
brickerd@indiana.edu
812-856-9035
Indiana University
Source:Eurekalert  

Related biology news :

1. Is it organic or not?
2. Study reveals that nitrogen fertilizers deplete soil organic carbon
3. Surprise in the organic orchard -- a healthier worm in the apple
4. New microsensor measures volatile organic compounds in water and air on-site
5. Stanford researchers make first direct observation of 3-D molecule folding in real time
6. Rice scientists make breakthrough in single-molecule sensing
7. Liquid crystal phases of tiny DNA molecules point up new scenario for first life on Earth
8. New book presents methods to poke and prod individual molecules
9. Curry-derived molecules might be too spicy for colorectal cancers
10. NIH recognizes Clemson nanotechnology for molecule tracking
11. New technique reveals subtle force-induced changes in biomolecules conformation
Post Your Comments:
*Name:
*Comment:
*Email:
Related Image:
Uncharged organic molecule can bind negatively charged ions
(Date:3/7/2017)... England , March 7, 2017 Brandwatch , ... chosen by The Prince,s Trust to uncover insights to ... across The Trust. The UK,s leading youth charity will ... social campaign results and get a better understanding of the topics ... ...
(Date:3/2/2017)... Summary This report provides all ... and its partnering interests and activities since 2010. ... The Partnering Deals and Alliance since 2010 report provides ... of the world,s leading life sciences companies. ... ensure inclusion of the most up to date deal ...
(Date:2/28/2017)... 2017   Acuant , a leading provider of ... enhancements to new and core technologies building upon the ... mobile and desktop Acuant FRM TM facial recognition ... real time manual review of identity documents by accredited ... fastest and most accurate capture software to streamline workflows ...
Breaking Biology News(10 mins):
(Date:3/23/2017)... Mar 23, 2017 Research and Markets ... Markets" report to their offering. ... The Global Market for ... in 2016 at a CAGR of 8.9%, ... non-energetic bioproducts into seven major product segments: bio-derived chemicals, biofuels, ...
(Date:3/23/2017)... , March 23, 2017  SeraCare Life ... global in vitro diagnostics manufacturers and clinical ... industry,s first multiplexed Inherited Cancer reference ... by next-generation sequencing (NGS). The Seraseqâ„¢ Inherited ... with input from industry experts to validate ...
(Date:3/23/2017)... 2017  BioPharmX Corporation (NYSE MKT: BPMX), a ... market, today reported financial results for the quarter ... provide an update on the company,s clinical development ... "We are pleased to report that last year ... President Anja Krammer. "We achieved key clinical milestones ...
(Date:3/23/2017)... SEATTLE , March 23, 2017 ... translational development of novel therapies in immuno-oncology, today ... to lead" small molecule compounds that activate interferon ... (RLR) pathways and demonstrate immune-mediated tumor regression in ... in the study who demonstrated complete tumor regression ...
Breaking Biology Technology: