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159220

Sigma-Aldrich

Dietilpirocarbonato

96% (NT)

Sinónimos:

DEP, DEPC, Dietildicarbonato, Dietiloxidiformato, Ácido etoxifórmico anhidro

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About This Item

Fórmula lineal:
O(COOC2H5)2
Número de CAS:
1609-47-8
Peso molecular:
162.14
Beilstein:
637031
Número CE:
216-542-8
Número MDL:
MFCD00009106
Código UNSPSC:
12352100
ID de la sustancia en PubChem:
24849799
NACRES:
NA.22
En este momento no podemos mostrarle ni los precios ni la disponibilidad

Nivel de calidad

200

Ensayo

96% (NT)

Formulario

liquid

índice de refracción

n20/D 1.398 (lit.)

bp

93-94 °C/18 mmHg (lit.)

densidad

1.101 g/mL at 25 °C (lit.)

grupo funcional

carbonate

Condiciones de envío

wet ice

temp. de almacenamiento

2-8°C

cadena SMILES

CCOC(=O)OC(=O)OCC

InChI

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

Clave InChI

FFYPMLJYZAEMQB-UHFFFAOYSA-N

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Descripción general

Diethyl pyrocarbonate reacts selectively with the single-stranded loops of cruciform structures.[1] The irreversible inactivation of ribonuclease with diethylpyrocarbonate has been studied.[2]

Aplicación

Reactivo de modificación para residuos de His y Tyr en proteínas. Sonda robusta para alteraciones estructurales en el ADN bicatenario, que reacciona con las bases total o parcialmente desapiladas.
Diethyl pyrocarbonate was used as:
  • nuclease inhibitor for the extraction of undegraded nucleic acids from etiolated and green plant tissues[3]
  • an antimicrobial additive[4]
  • ribonuclease inhibitor[5]
  • histidine residue modifier[6]
  • reagent for conversion of imines to carbamates[7]

Acciones bioquímicas o fisiológicas

Inactiva la ARNasa en disolución aproximadamente al 0,1% (v/v). Por tanto, protege el ARN contra la degradación.

Pictogramas

Exclamation mark
GHS07

Palabra de señalización

Warning

Frases de peligro

H302

Clasificaciones de peligro

Acute Tox. 4 Oral

Código de clase de almacenamiento

10 - Combustible liquids

Clase de riesgo para el agua (WGK)

WGK 3

Punto de inflamabilidad (°F)

156.2 °F - closed cup

Punto de inflamabilidad (°C)

69 °C - closed cup

Equipo de protección personal

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

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Certificados de análisis (COA)

Lot/Batch Number
WXBF3527V
WXBF3675V
WXBF3870V
WXBF4721V
WXBF2291V

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83931

RNase AWAY®

Tetrahedron, 48, 3445-3445 (1992)
Isolation of plant RNA.
R Hodge
Methods in molecular biology (Clifton, N.J.), 28, 37-40 (1994-01-01)
A mechanism of the irreversible inactivation of bovine pancreatic ribonuclease by diethylpyrocarbonate. A general reaction of diethylpyrocarbonate . A general reaction of diethylpyrocarbonate with proteins.
B Wolf et al.
European journal of biochemistry, 13(3), 519-525 (1970-04-01)
Heather L Walsh et al.
PloS one, 15(8), e0236104-e0236104 (2020-08-11)
There is an increasing emphasis on effects-based monitoring to document responses associated with exposure to complex mixtures of chemicals, climate change, pathogens, parasites and other environmental stressors in fish populations. For decades aquatic monitoring programs have included the collection of
Food Sci. Technol., 57, 343-343 (1993)
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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.

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