4265-07-0 Usage
Description
Phosphoenolpyruvic acid monopotassium salt (PEP) is a bifunctional carbohydrate that plays a crucial role in both glycolysis and gluconeogenesis. It acts as an inhibitor of various enzymes, including hexokinase, phosphoglucose isomerase, phosphofructokinase, and aldolase. PEP exhibits antioxidant properties and may serve as a potential organ preservation agent in clinical transplantation.
Uses
1. Used in Enzyme-catalyzed Syntheses:
Phosphoenolpyruvic acid monopotassium salt is used as a substrate for many kinase reactions, aiding in the regeneration of ATP from ADP.
2. Used in Cellular Metabolism:
PEP is involved in glycolysis and gluconeogenesis, where it is metabolized by the enzyme pyruvate kinase to yield pyruvate and form one molecule of ATP during its metabolism in the glycolysis pathway.
3. Used in Plant Metabolism:
In plants, phosphoenolpyruvic acid is metabolized to form aromatic amino acids and serves as a substrate for phosphoenolpyruvate carboxylase-catalyzed carbon fixation.
4. Used in Clinical Transplantation:
Phosphoenolpyruvic acid may act as a potential organ preservation agent, providing protection against cell injury induced by oxidative stress and dysfunction in carbohydrate metabolism.
5. Used in Antioxidant Applications:
Due to its antioxidant property, PEP can be utilized in various applications where protection against oxidative stress is required, such as in the pharmaceutical and healthcare industries.
Biochem/physiol Actions
Phospho(enol)pyruvic acid (PEP) is involved in glycolysis and gluconeogeneis. In glycolysis, PEP is metabolized by Pyruvate Kinase to yield pyruvate. In plants, PEP is involved in the formation of aromatic amino acids as well as in the carbon fixation pathway.
Purification Methods
KPEP is purified via the monocyclohexylamine salt (see next entry). The salt (534mg) in H2O (10mL) is added to Dowex 50Wx4 H+ form (200-400 mesh, 2mL, H2O washed) and stirred gently for 30minutes and filtered. The resin is washed with H2O (6mL), and the combined solutions are adjusted to pH 7.4 with 3N KOH (~1.4mL) and the volume adjusted to 18.4mL with H2O to give a solution of 0.1M KPEP which can be lyophilised to a pure powder and is very good for enzyme work. It has been recrystallised from MeOH/Et2O. [Clark & Kirby Biochemical Preparations 11 103 1966, Wold & Ballou J Biol Chem 227 301 1957, Cherbuliez & Rabinowitz Helv Chim Acta 39 1461 1956, Beilstein 3 IV 977.] The triNa salt [5541-93-5] M 360.0, is purified as follows: the salt (1g) is dissolved in MeOH (40mL) and dry Et2O is added in excess. The white crystals are collected and dried over P2O5 at 20o. [Cramer & Voges Chem Ber 92 952 1959, Beilstein 3 IV 977.]
Check Digit Verification of cas no
The CAS Registry Mumber 4265-07-0 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 4,2,6 and 5 respectively; the second part has 2 digits, 0 and 7 respectively.
Calculate Digit Verification of CAS Registry Number 4265-07:
(6*4)+(5*2)+(4*6)+(3*5)+(2*0)+(1*7)=80
80 % 10 = 0
So 4265-07-0 is a valid CAS Registry Number.
InChI:InChI=1/C3H5O6P.K/c1-2(3(4)5)9-10(6,7)8;/h1H2,(H,4,5)(H2,6,7,8);/q;+1/p-1
4265-07-0Relevant articles and documents
Identification of Thermal Conduits That Link the Protein-Water Interface to the Active Site Loop and Catalytic Base in Enolase
Thompson, Emily J.,Paul, Adhayana,Iavarone, Anthony T.,Klinman, Judith P.
, p. 785 - 797 (2021)
We report here on the salient role of protein mobility in accessing conformational landscapes that enable efficient enzyme catalysis. We are focused on yeast enolase, a highly conserved lyase with a TIM barrel domain and catalytic loop, as part of a large
