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Merck

M0252

Sigma-Aldrich

Methylglyoxal -Lösung

~40% in H2O

Synonym(e):

Acetylformaldehyd, Pyruvaldehyd

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About This Item

Lineare Formel:
CH3COCHO
CAS-Nummer:
Molekulargewicht:
72.06
Beilstein:
906750
MDL-Nummer:
UNSPSC-Code:
12352204
PubChem Substanz-ID:
NACRES:
NA.32
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Form

liquid

Qualitätsniveau

Konzentration

~40% (enzymatic)
~40% in H2O

Dichte

1.17 g/mL at 25 °C (lit.)

Lagertemp.

2-8°C

SMILES String

[H]C(=O)C(C)=O

InChI

1S/C3H4O2/c1-3(5)2-4/h2H,1H3

InChIKey

AIJULSRZWUXGPQ-UHFFFAOYSA-N

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Allgemeine Beschreibung

Methylglyoxal (MG) ist ein Glucosemetabolit, der bei Diabetikern mit peripherer Neuropathie und Schmerzen in Verbindung steht. Es verstärkt das intrazelluläre Calcium in sensorischen Neuronen und erzeugt die verhaltensbezogene Nozizeption.[1] Methylglyoxal weist antibakterielle Eigenschaften auf. MG dient als Proteinglykationsmittel und Vorläufer von fortgeschrittenen Glykationsendprodukten. Es beeinträchtigt die diabetische Wundheilung.[2]

Anwendung

Methylglyoxallösung wird wie folgt verwendet:
  • zur Bewertung der Glyoxalase 1-Enzymaktivität (GLO1)[3][4]
  • als Advanced Glycation End-Bildungsmittel (AGE) zur Herstellung von Albumin in vitro[5]
  • zur Regulierung von angstähnlichem Verhalten bei Mäusen[6]
  • zur Einleitung von peritonealer Fibrose bei Ratten[7]
  • zur Untersuchung der chromatografischen Retentionseigenschaften von organischen Chemikalien und Metall-DNA-Addukten[8]
  • zur intraplanaren Injektion bei Mäusen zur Untersuchung der peripheren und zentralen Komponenten des Methylglyoxal(MG)-Transient receptor potential Ankyrin 1 (TRPA1)-Adenylycyclase 1 Isoform (AC1)-Wegs[1]

Signalwort

Danger

Gefahreneinstufungen

Eye Dam. 1 - Met. Corr. 1 - Muta. 2 - Skin Sens. 1

Lagerklassenschlüssel

8A - Combustible corrosive hazardous materials

WGK

WGK 1

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable

Persönliche Schutzausrüstung

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


Hier finden Sie alle aktuellen Versionen:

Analysenzertifikate (COA)

Lot/Batch Number

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In der Dokumentenbibliothek finden Sie die Dokumentation zu den Produkten, die Sie kürzlich erworben haben.

Die Dokumentenbibliothek aufrufen

Measurement of the modification and interference rate of urinary albumin detected by size-exclusion HPLC
Marko L, et al.
Physiological Measurement, 30(10), 1137-1137 (2009)
Neuronal overexpression of Glo1 or amygdalar microinjection of methylglyoxal is sufficient to regulate anxiety-like behavior in mice
McMurray KMJ, et al.
Behavioural Brain Research, 301, 119-123 (2016)
Regular and moderate exercise counteracts the decline of antioxidant protection but not methylglyoxal-dependent glycative burden in the ovary of reproductively aging mice
Falone S, et al.
Oxidative Medicine and Cellular Longevity, 2016 (2016)
Methylglyoxal requires AC1 and TRPA1 to produce pain and spinal neuron activation
Griggs RB, et al.
Frontiers in Neuroscience, 11, 679-679 (2017)
The Therapeutic Potential of Human Umbilical Mesenchymal Stem Cells From Wharton's Jelly in the Treatment of Rat Peritoneal Dialysis-Induced Fibrosis
Fan YP, et al.
Stem Cells Translational Medicine, 5(2), 235-247 (2016)

Artikel

High-Performance Thin-Layer chromatography (HPTLC) quantification of methylglyoxal (MGO) in complex and matrix rich manuka honey offering quick sample preparation, high-matrix tolerance, and high-throughput.

Questions

1–7 of 7 Questions  
  1. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer
    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

      Helpful?

  2. How can I determine the shelf life / expiration / retest date of this product?

    1 answer
    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/449/386/product-dating-information-mk.pdf

      Helpful?

  3. 40%ということですが、25ml中10g程度のMGOが含まれるという理解でよろしいでしょうか。

    1 answer
    1. The 40% approximation is mass/mass. In 25 grams of product, there will be 10 grams of methylglyoxal. The density of this preparation is 1.17 g/mL at 25 °C.

      Helpful?

  4. What are the mass and concentration of 25ML methylglyoxal solution?

    1 answer
    1. As per the webpage of M0252: https://www.sigmaaldrich.com/product/sigma/m0252
      The density is 1.17 g/mL at 25 °C (lit.). So the mass of 25 mL = 1.17 x 25 =29.25 g.
      The concentration = Density x w/w% x 1000 / Molecular Weight = 1.17 x 40% x 1000 / 72.06 = 6.49 mol/L.

      Helpful?

  5. Hi I am using this chemical for my research, could you please tell me the molarity of this solution? 

    1 answer
    1. The molarity of the Methylglyoxal solution is approximately 6.49 M. This value may be calculated as follows:
      Molarity = Density x w/w% x 1000 / Mw = 1.17 x 40% x 1000 / 72.06 = 6.49 mol/L

      Helpful?

  6. How to dilute methylglyoxal? What is the stock concentration?

    1 answer
    1. The stock concentration will range from 4.89 M to 8.11 M, depending on the percent methylglyoxal - the specification ranges from 30 % to 50 %. The molecular weight of methylglyoxal is 72.06 g/mol.

      Using the catalog density of 1.17 g/mL at 25 °C, the molarity would calculate to 6.49 molar for a 40 % solution (1,170 g/L × 0.40 = 468 g/L; 468 g/L divided by 72.06 = 6.49 M).

      The actual % concentration is reported on the lot-specific Certificate of Analysis.

      See the link below to access a specific lot or to review a sample Certificate:
      https://www.sigmaaldrich.com/US/en/product/sigma/m0252#product-documentation

      The solution is aqueous and may be further diluted in more water. If diluting with an organic solvent is preferred, ether or alcohols (i.e. ethanol, methanol) are also miscible with water.

      Helpful?

  7. Is the listed density, 1.17 g/ml, for the entire solution i.e. the Methylglyoxal in water or just the Methylglyoxal compound? 

    1 answer
    1. The density is 1.17 g/mL for the prepared solution.

      Helpful?

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