Skip to Content
MilliporeSigma
All Photos(1)

Documents

P3637

Sigma-Aldrich

Phospho(enol)pyruvic acid cyclohexylammonium salt

≥97% (enzymatic)

Synonym(s):

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

Sign Into View Organizational & Contract Pricing
All Photos(1)

About This Item

Empirical Formula (Hill Notation):
C3H4O6P · C6H14N
CAS Number:
10526-80-4
Molecular Weight:
267.22
EC Number:
234-084-7
MDL number:
MFCD00036375
UNSPSC Code:
12352100
PubChem Substance ID:
57654519
NACRES:
NA.22

Quality Level

200

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

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

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
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
Biosynthesis of aromatic amino acids by highly purified spinach chloroplasts. Compartmentation and regulation of the reactions.
Bagge, P. and Larsson, C.
Physiologia Plantarum, 68, 641-647 (1986)
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).
View All Related Papers

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service