Direkt zum Inhalt
Merck

W297070

Sigma-Aldrich

Brenztraubensäure

greener alternative

natural, ≥95%, FG

Synonym(e):

α-Ketopropionsäure, 2-Oxopropionsäure

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About This Item

Lineare Formel:
CH3COCOOH
CAS-Nummer:
Molekulargewicht:
88.06
FEMA-Nummer:
2970
Beilstein:
506211
EG-Nummer:
CoE-Nummer:
19c
MDL-Nummer:
UNSPSC-Code:
12164502
PubChem Substanz-ID:
Flavis-Nummer:
8.019
NACRES:
NA.21

Qualität

FG
Halal
Kosher
natural

Qualitätsniveau

Einhaltung gesetzlicher Vorschriften

EU Regulation 1334/2008 & 178/2002
FDA 21 CFR 172.515

Assay

≥95%

Grünere Alternativprodukt-Eigenschaften

Less Hazardous Chemical Syntheses
Use of Renewable Feedstocks
Learn more about the Principles of Green Chemistry.

sustainability

Greener Alternative Product

Brechungsindex

n20/D 1.428 (lit.)

bp

165 °C (lit.)

mp (Schmelzpunkt)

11-12 °C (lit.)

Dichte

1.267 g/mL at 25 °C (lit.)

Anwendung(en)

flavors and fragrances

Dokumentation

see Safety & Documentation for available documents

Nahrungsmittelallergen

no known allergens

Grünere Alternativprodukt-Kategorie

Organoleptisch

caramel; acidic; sour

SMILES String

CC(=O)C(O)=O

InChI

1S/C3H4O3/c1-2(4)3(5)6/h1H3,(H,5,6)

InChIKey

LCTONWCANYUPML-UHFFFAOYSA-N

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Allgemeine Beschreibung

Natural occurrence: Asparagus, beef, sake, Virginia tobacco, wheat bread.

Anwendung


  • Efficient synthesis of L-malic acid by malic enzyme biocatalysis with CO2 fixation.: This study highlights the biocatalytic synthesis of L-malic acid from pyruvic acid, demonstrating an efficient CO2 fixation process. The research opens new pathways for sustainable chemical production using pyruvic acid as a precursor (Shi et al., 2024).

  • H(2)S-Powered Nanomotors for Active Therapy of Tumors by Inducing Ferroptosis and Lactate-Pyruvate Axis Disorders.: This study demonstrates the use of hydrogen sulfide-powered nanomotors for tumor therapy, inducing ferroptosis and disrupting the lactate-pyruvate metabolic axis, showcasing innovative applications of pyruvic acid metabolism in cancer treatment (Wang et al., 2024).

Biochem./physiol. Wirkung

Taste at 5 ppm

Piktogramme

Corrosion

Signalwort

Danger

H-Sätze

Gefahreneinstufungen

Eye Dam. 1 - Skin Corr. 1C

Lagerklassenschlüssel

8A - Combustible corrosive hazardous materials

WGK

WGK 1

Flammpunkt (°F)

183.2 °F - closed cup

Flammpunkt (°C)

84 °C - closed cup

Persönliche Schutzausrüstung

Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter


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Albert P Chen et al.
PloS one, 8(2), e56551-e56551 (2013-02-21)
Following radiation therapy (RT), tumor morphology may remain unchanged for days and sometimes weeks, rendering anatomical imaging methods inadequate for early detection of therapeutic response. Changes in the hyperpolarized [1-¹³C]lactate signals observed in vivo following injection of pre-polarized [1-¹³C]pyruvate has
Robert A Jacobs et al.
American journal of physiology. Endocrinology and metabolism, 304(7), E686-E694 (2013-02-07)
Lactate is an important intermediate metabolite in human bioenergetics and is oxidized in many different tissues including the heart, brain, kidney, adipose tissue, liver, and skeletal muscle. The mechanism(s) explaining the metabolism of lactate in these tissues, however, remains unclear.
Emilie A Bard-Chapeau et al.
Nature genetics, 46(1), 24-32 (2013-12-10)
The most common risk factor for developing hepatocellular carcinoma (HCC) is chronic infection with hepatitis B virus (HBV). To better understand the evolutionary forces driving HCC, we performed a near-saturating transposon mutagenesis screen in a mouse HBV model of HCC.
Sarah C Atkinson et al.
Plant molecular biology, 81(4-5), 431-446 (2013-01-29)
Lysine is one of the most limiting amino acids in plants and its biosynthesis is carefully regulated through inhibition of the first committed step in the pathway catalyzed by dihydrodipicolinate synthase (DHDPS). This is mediated via a feedback mechanism involving
Reiji Aoki et al.
PloS one, 9(5), e96804-e96804 (2014-05-09)
Previous investigations demonstrated that pyruvate protects human keratinocytes against cell damage stemming from exposure to ultraviolet B (UVB) radiation. This study endeavoured to elucidate the protective capacity of aromatic pyruvates (e.g., phenylpyruvate (PPyr), 4-hydroxyphenylpyruvate (HPPyr), and indole-3-pyruvate (IPyr)) against UVB-induced

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