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Merck

P3637

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
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352100
EC Number:
234-084-7
MDL number:
Assay:
≥97% (enzymatic)
Form:
powder
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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

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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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
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