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P0564

Sigma-Aldrich

Phospho(enol)pyruvic acid monosodium salt hydrate

≥97% (enzymatic)

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Synonym(s):
2-(Phosphonooxy)-2-propenoic acid monosodium, mono-Sodium phosphoenolpyruvate hydrate, Monosodium phosphoenolpyruvate
Empirical Formula (Hill Notation):
C3H4NaO6P · xH2O
CAS Number:
53823-68-0
Molecular Weight:
190.02 (anhydrous basis)
Beilstein:
4771585
EC Number:
258-810-7
MDL number:
MFCD00150738
PubChem Substance ID:
57654496
NACRES:
NA.22

Quality Level

200

Assay

≥97% (enzymatic)

form

powder

storage temp.

−20°C

SMILES string

O.[Na+].OC(=O)C(=C)OP(O)([O-])=O

InChI

1S/C3H5O6P.Na.H2O/c1-2(3(4)5)9-10(6,7)8;;/h1H2,(H,4,5)(H2,6,7,8);;1H2/q;+1;/p-1

InChI key

YEQQMAFLJISSCR-UHFFFAOYSA-M

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Phospho(enol)pyruvic acid monosodium salt hydrate ≥97% (enzymatic)

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Phospho(enol)pyruvic acid cyclohexylammonium salt ≥97% (enzymatic)

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P3637

Phospho(enol)pyruvic acid cyclohexylammonium salt

Phospho(enol)pyruvic acid trisodium salt hydrate ≥97% (enzymatic)

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P7002

Phospho(enol)pyruvic acid trisodium salt hydrate

Phospho(enol)pyruvic acid monopotassium salt 99%

Sigma-Aldrich

860077

Phospho(enol)pyruvic acid monopotassium salt

form

powder

form

powder

form

powder

form

powder

storage temp.

−20°C

storage temp.

−20°C

storage temp.

−20°C

storage temp.

−20°C

Biochem/physiol Actions

Phospho(enol)pyruvic acid (PEP) is involved in glycolysis and gluconeogenesis. 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.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Kristina Vogel et al.
International journal of molecular sciences, 21(21) (2020-10-30)
For systems biology, it is important to describe the kinetic and thermodynamic properties of enzyme-catalyzed reactions and reaction cascades quantitatively under conditions prevailing in the cytoplasm. While in part I kinetic models based on irreversible thermodynamics were tested, here in
M G Vander Heiden et al.
Cold Spring Harbor symposia on quantitative biology, 76, 325-334 (2012-01-21)
Proliferating cells adapt metabolism to support the conversion of available nutrients into biomass. How cell metabolism is regulated to balance the production of ATP, metabolite building blocks, and reducing equivalents remains uncertain. Proliferative metabolism often involves an increased rate of
S Mazurek et al.
Journal of bioenergetics and biomembranes, 29(4), 315-330 (1997-08-01)
A common characteristic of tumor cells is the constant overexpression of glycolytic and glutaminolytic enzymes. In tumor cells the hyperactive hexokinase and the partly inactive pyruvate kinase lead to an expansion of all phosphometabolites from glucose 6-phosphate to phosphoenolpyruvate. In
U Theobald et al.
Biotechnology and bioengineering, 55(2), 305-316 (1997-07-20)
The goal of this work was to obtain rapid sampling technique to measure transient metabolites in vivo. First, a pulse of glucose was added to a culture of the yeast Saccharomyces cerevisiae growing aerobically under glucose limitation. Next, samples were
Yuval Hart et al.
BMC systems biology, 5, 171-171 (2011-10-26)
C(4) plants such as corn and sugarcane assimilate atmospheric CO(2) into biomass by means of the C(4) carbon fixation pathway. We asked how PEP formation rate, a key step in the carbon fixation pathway, might work at a precise rate
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