메틸 글리옥살

그림문자(GHS)

• 그림문자(GHS)

  

• 신호 어

  Danger

• 유해·위험 문구

  H290：금속을 부식시킬 수 있음

  H317：알레르기성 피부 반응을 일으킬 수 있음

  H318：눈에 심한 손상을 일으킴

  H341：유전적인 결함을 일으킬 것으로 의심됨 (노출되어도 생식세포 유전독성을 일으키지 않는다는 결정적인 증거가 있는 노출경로가 있다면 노출경로 기재)

• 예방조치문구

  P202：모든 안전 조치 문구를 읽고 이해하기 전에는 취급하지 마시오.

  P234：원래의 용기에만 보관하시오.

  P280：보호장갑/보호의/보안경/안면보호구를 착용하시오.

  P302+P352：피부에 묻으면 다량의 물로 씻으시오.

  P305+P351+P338：눈에 묻으면 몇 분간 물로 조심해서 씻으시오. 가능하면 콘택트렌즈를 제거하시오. 계속 씻으시오.

  P308+P313：노출 또는 접촉이 우려되면 의학적인 조치· 조언를 구하시오.

메틸 글리옥살 MSDS

• Pyruvaldehyde

메틸 글리옥살 화학적 특성, 용도, 생산

• 개요

  Methylglyoxal (MG) is a highly reactive a-dicarbonyl compound that is primarily generated endogenously during glycolytic pathways (glucose and fructose metabolism) in cells and exogenously due to autoxidation of sugar, degradation of lipids, and fermentation during food and drink processing. Methylglyoxal polymerizes readily; it is hygroscopic and incompatible with strong oxidizing agents and bases. Methylglyoxal may be present as a free molecule in the diet or bound to biological materials, such as proteins, and as advanced glycation end products (AGEs), which are poorly absorbed. Methylglyoxal has been indicated in pathological events associated with hyperglycemia in both type 1 and type 2 diabetes and in other diabetic complications as either a direct toxin or as a precursor for AGEs. In animal studies, MG has been shown to induce tumorigenesis, but has also been reported as a tumoristatic agent. Methylglyoxal has been identified as the dominant antibacterial constituent of manuka honey.

• 화학적 성질

  clear yellow to yellow-brown solution

• 출처

  Reported found in the dry distillate of Manilla copal. Also reported found in apple juice, orange juice, celery root, rutabaga, tomato, wheaten bread, white bread, roasted and raw turkey, cognac, roasted barley, beer, cocoa, coffee and roasted pecans.

• 용도

  Methylglyoxal solution has been used:
  
  • to assess glyoxalase 1 (GLO1) enzymatic activity
  • as an advanced glycation end (AGE) forming agent for the preparation of albumin in vitro
  • to regulate anxiety like behavior in mice
  • to induce peritoneal fibrosis in rats
  • to study the chromatographic retention characteristics of organic chemicals and metal DNA adducts
  • for intraplantar injection in mice to investigate peripheral and central components of methylglyoxal (MG)-transient receptor potential ankyrin 1 (TRPA1)-adenylyl cyclase 1 isoform (AC1) pathway

• 제조 방법

  By distilling a dilute solution of dihydroxyacetone from calcium carbonate; by oxidation of acetone with selenium dioxide; by heating dihydroxy acetone with phosphorus pentoxide; by warming isonitroso acetone with diluted H2SO4.

• 정의

  ChEBI: A 2-oxo aldehyde derived from propanal.

• 일반 설명

  Clear yellow slightly viscous liquid with a pungent odor. Yellowish-green vapors. Faintly acidic to litmus.

• 공기와 물의 반응

  Water soluble.

• 반응 프로필

  Methylglyoxal polymerizes readily. Methylglyoxal is hygroscopic. Methylglyoxal is incompatible with strong oxidizing agents and bases. Methylglyoxal is an aldehyde. Aldehydes are frequently involved in self-condensation or polymerization reactions. These reactions are exothermic; they are often catalyzed by acid. Aldehydes are readily oxidized to give carboxylic acids. Flammable and/or toxic gases are generated by the combination of aldehydes with azo, diazo compounds, dithiocarbamates, nitrides, and strong reducing agents. Aldehydes can react with air to give first peroxo acids, and ultimately carboxylic acids. These autoxidation reactions are activated by light, catalyzed by salts of transition metals, and are autocatalytic (catalyzed by the products of the reaction). The addition of stabilizers (antioxidants) to shipments of aldehydes retards autoxidation.

• 화재위험

  Literature sources indicate that Methylglyoxal is nonflammable.

• 환경귀착

  Methylglyoxal production and use as a chemical intermediate and flavoring agent may result in its release to the environment through various waste streams. If released into water, MG is not expected to adsorb to suspended solids and sediment based on the estimated Koc. Volatilization from water surfaces is not expected to be an important fate process based upon the estimated Henry’s Law constant. If released to soil, MG is expected to have very high mobility based upon an estimated Koc of 1 determined from the structure estimation method. Hydrolysis is not expected to be an important environmental fate process since this compound lacks functional groups that hydrolyze under environmental conditions.
  Methylglyoxal serves as a substrate for the isozymes E1, E2, and E3 of human aldehyde dehydrogenase. Oxidation of MG by these isozymes generated pyruvate. Methylglyoxal is a partially oxidized compound obtained from the tropospheric oxidation of numerous hydrocarbons, of both biogenic and anthropogenic origin. If released to the air, an estimated vapor pressure of 27 mm Hg at 25 ℃ indicates MG will exist solely as a vapor in the atmosphere. Vapor-phase MG will be degraded in the atmosphere by reaction with photochemically produced hydroxyl radicals; the half-life for this reaction in air is estimated to be 30 h. Methylglyoxal absorbs light at wavelengths >290 nm and, therefore, is susceptible to direct photolysis by sunlight; half-lives of 2–4 h have been reported.

• Purification Methods

  Commercial 30% (w/v) aqueous solution is diluted to about 10% and distilled twice, taking the fraction boiling below 50o/20mm Hg. (This treatment does not remove lactic acid). [Beilstein 1 IV 3631.]

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