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170216

Sigma-Aldrich

Methylglyoxal 1,1-dimethyl acetal

≥97%

Sinônimo(s):

1,1-Dimethoxyacetone, Pyruvaldehyde-1-dimethyl acetal, Pyruvic aldehyde dimethyl acetal

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About This Item

Fórmula linear:
CH3COCH(OCH3)2
Número CAS:
6342-56-9
Peso molecular:
118.13
Beilstein:
1560557
Número CE:
228-735-4
Número MDL:
MFCD00008758
Código UNSPSC:
12352100
ID de substância PubChem:
24850288
NACRES:
NA.22

Nível de qualidade

200

Ensaio

≥97%

Formulário

liquid

índice de refração

n20/D 1.398 (lit.)

p.e.

143-147 °C (lit.)

densidade

0.976 g/mL at 25 °C (lit.)

grupo funcional

acetal
ether
ketone

cadeia de caracteres SMILES

COC(OC)C(C)=O

InChI

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

chave InChI

ULVSHNOGEVXRDR-UHFFFAOYSA-N

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Aplicação

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.

Pictogramas

FlameExclamation mark
GHS02,GHS07

Palavra indicadora

Warning

Frases de perigo

H226,H315,H319

Declarações de precaução

P210 - P302 + P352 - P305 + P351 + P338

Classificações de perigo

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

Código de classe de armazenamento

3 - Flammable liquids

Classe de risco de água (WGK)

WGK 1

Ponto de fulgor (°F)

78.8 °F - closed cup

Ponto de fulgor (°C)

26 °C - closed cup

Equipamento de proteção individual

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

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Certificados de análise (COA)

Lot/Batch Number
BCCD7691
BCBX4201
BCBW3279
BCBQ2713V
BCBN9086V

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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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