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D5758

Diethylpyrocarbonat

96% (NT)

Diethyl pyrocarbonate
1 of 2 reviewers received a sample product or took part in a promotion

Synonym(e):

DEP, DEPC, Diethyldicarbonat, Diethyloxydiformat, Ethoxy-Ameisensäure-Anhydrid

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Ihnen/SKUVerfügbarkeitPreis
5 mL
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€ 65,40
25 mL
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€ 203,00
50 mL
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€ 329,00
100 mL
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€ 594,00

Über diesen Artikel

Lineare Formel:
O(COOC2H5)2
CAS-Nummer:
Molekulargewicht:
162.14
UNSPSC Code:
12352202
NACRES:
NA.77
PubChem Substance ID:
EC Number:
216-542-8
Beilstein/REAXYS Number:
637031
MDL number:

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biological source

synthetic (microbial fermentation/ cell culture)

Quality Segment

assay

96% (NT)

form

liquid

refractive index

n20/D 1.398 (lit.)

bp

93-94 °C/18 mmHg (lit.)

density

1.101 g/mL at 25 °C (lit.)

shipped in

wet ice

storage temp.

2-8°C

SMILES string

CCOC(=O)OC(=O)OCC

InChI

1S/C6H10O5/c1-3-9-5(7)11-6(8)10-4-2/h3-4H2,1-2H3

InChI key

FFYPMLJYZAEMQB-UHFFFAOYSA-N

General description

Diethylpyrocarbonat (DEPC) wird in der Chemie zur Inaktivierung von RNase-Enzymen verwendet und ist empfindlich gegen Feuchtigkeit und pH. Es zersetzt sich bei 155 °C in wässriger Lösung in Ethanol und Kohlendioxid. DEPC ist auch empfindlich gegen Ammoniak, was den Zerfall in Urethan, ein potenzielles Karzinogen, verursacht.

Application

Diethylpyrocarbonat wird in der PCR-Reaktion zur Behandlung von deionisiertem Wasser verwendet, was das Risiko des RNA-Abbaus durch RNasen vermindert.[1] Außerdem wird es bei der Dot-Blot-Hybridisierung zur Verdünnung der aus verschiedenen Mikroorganismen isolierten Gesamt-RNA verwendet.[2]
Modifizierungsreagenz für His- und Tyr-Rückstände in Proteinen. Stabile Sonde für Strukturstörungen in dsDNA durch Reaktion mit voll oder teilweise entstapelten Basen.

Biochem/physiol Actions

DEPC ist ein hochwirksamer Nukleasehemmer.[3][4]Eine 0,1 % DEPC-Lösung wird zur Inaktivierung von RNase eingesetzt.
Es hemmt die Bindung von Ryanodin an Ryanodin/Ca2+-Rezeptorkanäle in Skelettmuskel in Abhängigkeit von Dosis und Zeit und erhöht die Ca2+-Permeabilität von SR-Vesikeln.[5]
Inaktiviert RNase in Lösung bei ca. 0,1 % (v/v) und bietet RNA damit Schutz vor Zersetzung.

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Dieser Artikel
1592202987118.41751
biological source

synthetic (microbial fermentation/ cell culture)

biological source

-

biological source

-

biological source

-

assay

96% (NT)

assay

96% (NT)

assay

≥97% (titration)

assay

≥98.0% (acidimetric)

Quality Level

200

Quality Level

200

Quality Level

100

Quality Level

200

form

liquid

form

liquid

form

liquid

form

liquid

shipped in

wet ice

shipped in

wet ice

shipped in

ambient

shipped in

-

storage temp.

2-8°C

storage temp.

2-8°C

storage temp.

2-8°C

storage temp.

2-8°C


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pictograms

Exclamation mark

signalword

Warning

hcodes

Hazard Classifications

Acute Tox. 4 Oral

Lagerklasse

10 - Combustible liquids

flash_point_f

156.2 °F - closed cup

flash_point_c

69 °C - closed cup

ppe

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



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Questions

1–9 of 9 Questions  
  1. What is the solubility and solution stability of Diethyl pyrocarbonate, DEPC?

    1 answer
    1. DEPC can be solubilized in 95% ethanol, e.g. 1.6 mL in 4 mL ethanol gives a clear, colorless solution. DEPC is soluble in alcohols, esters, ketones and other hydrocarbons, but has limited solubility in water (~0.1%). 6 DEPC hydrolyzes in aqueous solution, to form ethanol and carbon dioxide (CO2). Typically a 0.1% DEPC solution (1 mL of DEPC diluted in water to 1 L) is used to inactivate RNase. The DEPC will not immediately dissolve, as evidenced by the appearance of globules. The mixture should be stirred until the globules disappear. DEPC is sensitive to pH. In phosphate buffer at 25 °C, its half-life is 4 minutes at pH 6, and 9 minutes at pH 7. Hydrolysis is accelerated by Tris buffer,7 where at 25 °C, the half-life of DEPC was reported to be 1.25 minutes at pH 7.5, and 0.37 minutes at pH 8.2. DEPC will decompose in solution when autoclaved. For 0.1% DEPC solutions, autoclaving for 15 minutes per liter should be sufficient.
      DEPC is very sensitive to moisture. As such, DEPC is packaged under argon to help reduce exposure to moisture. If DEPC is exposed to even traces of moisture, some hydrolysis occurs. The resulting CO2 is more soluble in DEPC solutions at 2–8 °C than at room temperature. As the product is brought to room temperature before opening, the DEPC can become supersaturated with respect to any dissolved gas. After opening the bottle for the first time and each time thereafter, layer nitrogen or argon gas over the DEPC and store the closed bottle at 2–8 °C for optimal stability. It may be helpful to store the bottle inside a sealed plastic bag with desiccant, but with the bottle cap slightly loose. If the bag inflates at all, this indicates some degree of decomposition with possible pressure build-up. Once opened, the bottle should not be kept for more than 9 months. DEPC decomposes at 155 °C. DEPC is also sensitive to ammonia, which causes decomposition to urethane.

      Helpful?

  2. Is 121 °C - 132 °C of autoclave temperature for more than 15 min enough to degrade DEPC?

    1 answer
    1. DEPC will decompose in solution when autoclaved. For 0.1% DEPC solutions, autoclaving for 15 minutes at per liter at 121 °C.

      Helpful?

  3. What is the best way to use Product D5758, Diethyl pyrocarbonate, to inactivate RNAse?

    1 answer
    1. Add DEPC directly to the water to yield a 0.1 % solution.  Shake vigorously and allow to set overnight at room temperature with the lid loose or incubated for 2 hours at 37 °C.  The solution is then autoclaved 15 minutes for each liter.

      Helpful?

  4. How can I tell if Product D5758, Diethyl pyrocarbonate, has degraded?

    1 answer
    1. DEPC breaks down to ethanol and carbon dioxide.  The carbon dioxide builds up pressure inside the bottle; when opened, it will degas and/or bubble out of the bottle.

      Helpful?

  5. What type of container should I use to handle Product D5758, Diethyl pyrocarbonate (DEPC)?

    1 answer
    1. Glassware is preferable since some plastics, e.g.., polycarbonate, are known to react with DEPC.

      Helpful?

  6. Why is stirring or shaking necessary when making RNAse-free water for use with Product D5758, Diethyl pyrocarbonate?

    1 answer
    1. DEPC is not very soluble in water. Stirring and/or shaking is necessary to suspend DEPC in water.

      Helpful?

  7. What is the Department of Transportation shipping information for this product?

    1 answer
    1. Transportation information can be found in Section 14 of the product's (M)SDS.To access the shipping information for this material, use the link on the product detail page for the product.

      Helpful?

  8. What buffers can I use with Product D5758, Diethyl pyrocarbonate (DEPC)?

    1 answer
    1. DEPC reacts with amines, thiols, and alcohols.  Any buffer that contains an amine, e.g.., Trizma, should not be used.  View this information on the product information sheet (under Documents, above.

      Helpful?

  9. What is the stability of Product D5758, Diethyl pyrocarbonate, at room temperature?

    1 answer
    1. The material is stable at room temperature as long as it is protected from moisture.  We do recommend 2-8 °C for its storage.

      Helpful?

Reviews

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  1. Israel
    • Review 1
    • Votes 0
    5 out of 5 stars.

    A Decade of Excellence: A Technical Review of Sigma Products for Research

    My decade-long experience with Sigma products has been nothing short of exceptional. The consistently high quality, diverse product range, prompt delivery, and exemplary customer care support have made Sigma an indispensable ally in my research journey. I wholeheartedly recommend Sigma products to fellow researchers seeking reliable and high-quality materials for their scientific endeavors. As I look forward to the future of my research, Sigma will undoubtedly continue to be a cornerstone of my laboratory supplies.

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