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Merck

P0564

Phospho(enol)pyruvic acid monosodium salt hydrate

≥97% (enzymatic)

Synonym(s):

2-(Phosphonooxy)-2-propenoic acid monosodium, mono-Sodium phosphoenolpyruvate hydrate, Monosodium phosphoenolpyruvate

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About This Item

Empirical Formula (Hill Notation):
C3H4NaO6P · xH2O
CAS Number:
53823-68-0
Molecular Weight:
190.02 (anhydrous basis)
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
57654496
EC Number:
258-810-7
Beilstein/REAXYS Number:
4771585
MDL number:
MFCD00150738

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Product Name

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

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

SMILES string

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

assay

≥97% (enzymatic)

form

powder

storage temp.

−20°C

Quality Level

200

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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

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Certificates of Analysis (COA)

Lot/Batch Number
BCCM9068
BCCN3160
BCCM0080
BCCF7713
BCCB3524

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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
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
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
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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