What does fluoroacetate do to cellular respiration?
What does fluoroacetate do to cellular respiration?
Fluoroacetate enters the tricarboxylic acid (Krebs) cycle in place of acetate and is converted to fluorocitrate, which competitively inhibits aconitase and thereby prevents the conversion of citrate to isocitrate. This leads to citrate accumulation, reducing glucose metabolism, energy stores, and cellular respiration.
What is formula of fluoroacetic acid?
C2H3FO2Fluoroacetic acid / Formula
How does fluoroacetate affect TCA cycle?
Fluorocitrate inhibits aconitase and the oxidation of citric acid, resulting in the blockage of the TCA cycle, energy depletion, citrate and lactate accumulation, and a decrease in blood pH.
What is CH2FCOOH?
Fluoroacetic acid | CH2FCOOH – PubChem.
What type of inhibitor is fluoroacetate?
Fluoroacetate has been called a “Trojan horse inhibitor.” It enters the citric acid cycle and is converted by acetyl-CoA-synthetase to fluoroacetyl-CoA which is converted by citrate synthase to fluorocitrate. It isn’t inhibitory until it reacts with aconitase and blocks the citric acid cycle.
How is fluoroacetate converted to Fluorocitrate?
Fluoroacetate is first converted to fluoroacetyl-CoA by acetyl-CoA synthetase in the mitochondria. Then fluoroacetyl-CoA condenses with oxaloacetate to form fluorocitrate. This step is catalyzed by citrate synthase.
Why fluoroacetic acid is stronger than chloroacetic acid?
Both fluorine and chlorine are electron withdrawing substituents. However, the capacity of fluorine is more than chlorine as it is more stabilised and thus, fluoroacetic acid has higher tendency to lose it proton. Hence, it is stronger acid than chloroacetic acid.
What is the Ka of fluoroacetic acid?
2.6
Ionization Constants of Heteroatom Organic Acids
| Common Name | Formula | pKa |
|---|---|---|
| fluoroacetic acid | FCH2CO2H | 2.6 |
| chloroacetic acid | ClCH2CO2H | 2.87 |
| citric acid | C(OH)(CH2CO2H)2CO2H | 3.13 4.76 6.40 |
| formic acid | HCO2H | 3.75 |
What enzyme does fluoroacetate inhibit?
enzyme aconitase
Abstract. Fluoroacetate (FA; CH2FCOOR) is highly toxic towards humans and other mammals through inhibition of the enzyme aconitase in the tricarboxylic acid cycle, caused by ‘lethal synthesis’ of an isomer of fluorocitrate (FC).
When was fluoroacetic acid discovered?
It was first identified in Dichapetalum cymosum, commonly known as gifblaar or poison leaf, by Marais in 1944. As early as 1904, colonists in Sierra Leone used extracts of Chailletia toxicaria, which also contains fluoroacetic acid or its salts, to poison rats.
What are carboxylic acids?
A Carboxylic Acid is an organic compound containing a carboxyl functional group. They occur widely in nature and are also synthetically manufactured by humans. Upon deprotonation, carboxylic acids yield a carboxylate anion with the general formula R-COO–, which can form a variety of useful salts such as soaps.
Why is fluoroacetate an effective pesticide?
It is well suited as a pesticide because it is virtually tasteless and odourless, which enables it to be easily disguised within bait material targeted towards a specific pest species [3].
