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Key Documents

P3637

Sigma-Aldrich

Phospho(enol)pyruvic acid cyclohexylammonium salt

≥97% (enzymatic)

Synonym(s):

2-(Phosphonooxy)-2-propenoic acid monopotassium salt

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About This Item

Empirical Formula (Hill Notation):
C3H4O6P · C6H14N
CAS Number:
Molecular Weight:
267.22
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Quality Level

Assay

≥97% (enzymatic)

form

powder

storage temp.

−20°C

SMILES string

NC1CCCCC1.OC(=O)C(=C)OP(O)(O)=O

InChI

1S/C6H13N.C3H5O6P/c7-6-4-2-1-3-5-6;1-2(3(4)5)9-10(6,7)8/h6H,1-5,7H2;1H2,(H,4,5)(H2,6,7,8)

InChI key

VHFCNZDHPABZJO-UHFFFAOYSA-N

Related Categories

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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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
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

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