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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

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
Rewiring of glycolysis in cancer cell metabolism.
Jason W Locasale et al.
Cell cycle (Georgetown, Tex.), 9(21), 4253-4253 (2010-11-04)
Marcel Emmerling et al.
Journal of bacteriology, 184(1), 152-164 (2001-12-14)
The intracellular carbon flux distribution in wild-type and pyruvate kinase-deficient Escherichia coli was estimated using biosynthetically directed fractional 13C labeling experiments with [U-13C6]glucose in glucose- or ammonia-limited chemostats, two-dimensional nuclear magnetic resonance (NMR) spectroscopy of cellular amino acids, and a
D Allan Butterfield et al.
Journal of neurochemistry, 111(4), 915-933 (2009-09-29)
Enolase enzymes are abundantly expressed, cytosolic carbon-oxygen lyases known for their role in glucose metabolism. Recently, enolase has been shown to possess a variety of different regulatory functions, beyond glycolysis and gluconeogenesis, associated with hypoxia, ischemia, and Alzheimer's disease (AD).
Uwe Sauer et al.
FEMS microbiology reviews, 29(4), 765-794 (2005-08-17)
In many organisms, metabolite interconversion at the phosphoenolpyruvate (PEP)-pyruvate-oxaloacetate node involves a structurally entangled set of reactions that interconnects the major pathways of carbon metabolism and thus, is responsible for the distribution of the carbon flux among catabolism, anabolism and
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