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170216

Sigma-Aldrich

Methylglyoxal-1,1-dimethylacetal

≥97%

Synonym(e):

1,1-Dimethoxy-aceton, Pyruvaldehyd-1-dimethylacetal

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About This Item

Lineare Formel:
CH3COCH(OCH3)2
CAS-Nummer:
6342-56-9
Molekulargewicht:
118.13
Beilstein:
1560557
EG-Nummer:
228-735-4
MDL-Nummer:
MFCD00008758
UNSPSC-Code:
12352100
PubChem Substanz-ID:
24850288
NACRES:
NA.22

Qualitätsniveau

200

Assay

≥97%

Form

liquid

Brechungsindex

n20/D 1.398 (lit.)

bp

143-147 °C (lit.)

Dichte

0.976 g/mL at 25 °C (lit.)

Funktionelle Gruppe

acetal
ether
ketone

SMILES String

COC(OC)C(C)=O

InChI

1S/C5H10O3/c1-4(6)5(7-2)8-3/h5H,1-3H3

InChIKey

ULVSHNOGEVXRDR-UHFFFAOYSA-N

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Anwendung

Methylglyoxal 1,1-dimethyl acetal was used in the synthesis of methylglyoxal via hydrolysis in the presence of H2SO4. It was used to investigate the effects of methylglyoxal-mediated glycation on the structure, thermal stability and enzyme activity of yeast enolase in vivo.

Piktogramme

FlameExclamation mark
GHS02,GHS07

Signalwort

Warning

Gefahreneinstufungen

Eye Irrit. 2 - Flam. Liq. 3 - Skin Irrit. 2

Lagerklassenschlüssel

3 - Flammable liquids

WGK

WGK 1

Flammpunkt (°F)

78.8 °F - closed cup

Flammpunkt (°C)

26 °C - closed cup

Persönliche Schutzausrüstung

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

Hier finden Sie alle aktuellen Versionen:

Analysenzertifikate (COA)

Lot/Batch Number
BCCG9995
BCCG0187
BCCD7691
BCBX4201
BCBW3279

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Sigma-Aldrich

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Sigma-Aldrich

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K Ispolnov et al.
Journal of applied microbiology, 104(4), 1092-1102 (2008-01-16)
The purpose of this study was to investigate the behaviour of Saccharomyces cerevisiae in response to extracellular methylglyoxal. Cell survival to methylglyoxal and the importance of phosphates was investigated. The role of methylglyoxal detoxification systems and methylglyoxal-derived protein glycation were
Ricardo A Gomes et al.
The FEBS journal, 272(17), 4521-4531 (2005-09-01)
Methylglyoxal is the most important intracellular glycation agent, formed nonenzymatically from triose phosphates during glycolysis in eukaryotic cells. Methylglyoxal-derived advanced glycation end-products are involved in neurodegenerative disorders (Alzheimer's, Parkinson's and familial amyloidotic polyneurophathy) and in the clinical complications of diabetes.
Ajit Ghosh et al.
Scientific reports, 6, 18358-18358 (2016-01-07)
Glyoxalase pathway, comprising glyoxalase I (GLY I) and glyoxalase II (GLY II) enzymes, is the major pathway for detoxification of methylglyoxal (MG) into D-lactate involving reduced glutathione (GSH). However, in bacteria, glyoxalase III (GLY III) with DJ-1/PfpI domain(s) can do
Svetlana I Dorovskikh et al.
Biomedicines, 9(8) (2021-08-28)
This work is aimed at developing the modification of the surface of medical implants with film materials based on noble metals in order to improve their biological characteristics. Gas-phase transportation methods were proposed to obtain such materials. To determine the
Daniel Prantner et al.
Journal of leukocyte biology, 109(3), 605-619 (2020-07-18)
The highly reactive compound methylglyoxal (MG) can cause direct damage to cells and tissues by reacting with cellular macromolecules. MG has been identified as a biomarker associated with increased sepsis-induced mortality. Patients undergoing septic shock have significantly elevated circulating MG
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