chelating agent
Chemistry
(noun)
Any compound that reacts with a metal ion to produce a chelate.
Microbiology
(noun)
A compound that reacts with a metal ion to produce a chelate.
Examples of chelating agent in the following topics:
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Chelating Agents
- Usually these ligands are organic compounds and are called chelants, chelators, chelating agents, or sequestering agents; the resulting complexes are called chelate compounds.
- Chelation therapy is the use of chelating agents to detoxify poisonous metal agents, such as mercury, arsenic, and lead, by converting them to a chemically inert form that can be excreted without further interaction with the body.
- Such chelating agents include the porphyrin rings in hemoglobin and chlorophyll.
- Enterobactin, produced by E. coli, is the strongest chelating agent known.
- Ethylenediamine serves as a chelating agent by binding via its two nitrogen atoms.
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Iron Overload and Tissue Damage
- For those unable to tolerate routine blood draws, there is a chelating agent available for use.
- Two newer iron chelating drugs that are licensed for use in patients receiving regular blood transfusions to treat thalassaemia (and, thus, who develop iron overload as a result) are deferasirox and deferiprone.
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Gram-Positive Cell Envelope
- The functions of teichoic acid are not fully known but it is believed to serve as a chelating agent and means of adherence for the bacteria.
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Siderophores
- Therefore, siderophores are chelating agents that bind the iron ions.
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Coordination Number, Ligands, and Geometries
- Ligands that bind via more than one atom are often termed polydentate or chelating.
- Chelating ligands are commonly formed by linking donor groups via organic linkers.
- A classic example of a polydentate ligand is the hexadentate chelating agent EDTA, which is able to bond through six sites, completely surrounding some metals.
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Siderophores
- Siderophores are classified by which ligands they use to chelate the ferric iron, including the catecholates, hydroxamates, and carboxylates.
- Siderophores are small, high-affinity iron chelating compounds secreted by microorganisms such as bacteria, fungi, and grasses.
- Siderophores are amongst the strongest soluble Fe3+ binding agents known.
- Because of this property, they have attracted interest from medical science in metal chelation therapy, with the siderophore desferrioxamine B gaining widespread use in treatments for iron poisoning and thalassemia.
- Siderophores are usually classified by the ligands used to chelate the ferric iron.
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Reactions of Coordination Compounds
- In chemistry, a coordination or metal complex consists of an atom or ion (usually metallic) and a surrounding array of bound molecules or anions known as ligands or complexing agents.
- These complexes are called chelate complexes, the formation of which is called chelation, complexation, and coordination.
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Purifying Proteins by Affinity Tag
- Often these tags are removable by chemical agents or by enzymatic means, such as proteolysis or intein splicing.
- Some affinity tags have a dual role as a solubilization agent, such as MBP and GST.
- His-tag, 5-10 histidines bound by a nickel or cobalt chelate (HHHHHH)
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Models for Addition to Acyclic Substrates
- The silyl ether derivative in example 9 is a case of steric hindrance to chelation.
- The chelation model leads to a similar prediction.
- A further test of this rationalization is provided by removing the chelating metal species.
- The absence of a chelating metal combined with the bulk of the hydride donor results in a >95 %de, despite the replacement of chlorine by the much stronger chelating ligands (CH3)2N- and CH3CO2-.
- An interesting example in which steric effects and chelation are eliminated is shown at the bottom of the preceding diagram.
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Enantioselective Aldol Reactions
- Although the enolborinate by itself might be expected to exist in a chelated form, with two B–O bonds, the aldol reaction requires a reorganization of this chelation in order to activate the aldehyde carbonyl group for nucleophilic addition.
- As shown by the formula in brackets, the free oxazolidinone ring has rotated 180º from its chelated position in order to minimize dipole repulsion.
- If the auxiliary remains chelated to the enolate during the aldol reaction the stereochemical outcome is changed.
- In the upper equation a chelated Z-titanium enolate is initially formed and then reacted with an aldehyde.
- The change in selectivity relative to the siloxy substituent is due to its chelation effect in the lithium enolate and non-chelated polar effect in the boron enolate.