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371173

Sigma-Aldrich

Methyl pyruvate

90%, technical grade

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Synonym(s):
Pyruvic acid methyl ester
Linear Formula:
CH3COCO2CH3
CAS Number:
600-22-6
Molecular Weight:
102.09
Beilstein:
1361953
EC Number:
209-987-4
MDL number:
MFCD00008754
PubChem Substance ID:
24863094
NACRES:
NA.22

grade

technical grade

Quality Level

100

Assay

90%

form

liquid

refractive index

n20/D 1.404 (lit.)

bp

134-137 °C (lit.)

solubility

ethanol: soluble 1.1 g/10 mL, clear, colorless to almost colorless

density

1.13 g/mL at 25 °C (lit.)

storage temp.

2-8°C

SMILES string

COC(=O)C(C)=O

InChI

1S/C4H6O3/c1-3(5)4(6)7-2/h1-2H3

InChI key

CWKLZLBVOJRSOM-UHFFFAOYSA-N

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General description

Methyl pyruvate is a pyruvic ester. Surface conditions during Pt/silica EUROPT-1 modified by cinchonidine catalyzed by enantioselective hydrogenation of methyl pyruvate to R-(+)-methyl lactate were investigated. Enantioselective hydrogenation of methyl pyruvate over finely dispersed polyvinylpyrrolidone-stabilized and the corresponding alumina-supported iridium clusters modified with cinchonidine was studied. The molecular orientation and conformation of methyl pyruvate on Ni(111) surface has been investigated in the temperature range 105-220K. Methyl pyruvate is reported to stimulate insulin secretion in vitro and in vivo.

Application

Methyl pyruvate may be used to investigate the adsorption and reactivity of methyl pyruvate on Pt{111}. It may be used in the preparation of dimethyl 2,3-dimethylenebutanedioate.

Pictograms

Flame
GHS02

Signal Word

Warning

Hazard Statements

H226

Hazard Classifications

Flam. Liq. 3

Storage Class Code

3 - Flammable liquids

WGK

WGK 3

Flash Point(F)

116.6 °F - closed cup

Flash Point(C)

47 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

危险化学品

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Orientation and conformation of methyl pyruvate on Ni (111).
Castonguay M, et al.
Journal of the American Chemical Society, 122(3), 518-524 (2000)
Young-Ra Cho et al.
Molecular oncology, 12(7), 1203-1215 (2018-05-24)
Matrine is a natural compound extracted from the herb Sophora flavescens Ait which is widely used in traditional Chinese medicine for treating various diseases. Recently, matrine was reported to have antitumor effects against a variety of cancers without any obvious
Fundamental aspects of enantioselective heterogeneous catalysis: the surface chemistry of methyl pyruvate on Pt {111}.
The Journal of Physical Chemistry B, 104(41), 9696-9703 (2000)
Enantioselective hydrogenation of methyl pyruvate over polymer-stabilized and supported iridium clusters.
Zuo X, et al.
J. Mol. Catal. A: Chem., 147(1), 63-72 (1999)
Jonathan V Rocheleau et al.
The Journal of biological chemistry, 279(30), 31780-31787 (2004-05-19)
Glucose-stimulated insulin secretion is a multistep process dependent on beta-cell metabolic flux. Our previous studies on intact pancreatic islets used two-photon NAD(P)H imaging as a quantitative measure of the combined redox signal from NADH and NADPH (referred to as NAD(P)H).
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