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40718

Diethyl pyrocarbonate

96% (NT)

Synonym(s):

DEP, DEPC, Diethyl dicarbonate, Diethyl oxydiformate, Ethoxyformic acid anhydride

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About This Item

Linear Formula:
O(COOC2H5)2
CAS Number:
1609-47-8
Molecular Weight:
162.14
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
24865430
EC Number:
216-542-8
Beilstein/REAXYS Number:
637031
MDL number:
MFCD00009106
Assay:
96% (NT)
Form:
liquid
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Quality Level

200

assay

96% (NT)

form

liquid

color

APHA: ≤20

refractive index

n20/D 1.398

bp

93-94 °C/18 mmHg (lit.)

solubility

95% ethanol: 4.5 g/10 mL, clear, colorless

density

1.121 g/mL at 20 °C, 1.101 g/mL at 25 °C (lit.)

functional group

carbonate

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

Diethyl pyrocarbonate (DEP) is a bactericidal agent and decomposes in water to CO2 and ethanol. DEP inhibits enzymes such as DNase and RNase without affecting nucleic acids. It is useful for the preparation of mRNA from tissues.

Application

Diethyl pyrocarbonate may be used in the following studies:
  • For the modification of histidyl residues in proteins.
  • As a nuclease inhibitor, for the extraction of undegraded nucleic acids from etiolated and green plant tissues.
  • For the modification of linear and supercoiled plasmid DNAs.
  • As a chemical probe to investigate the secondary structure in negatively supercoiled DNA.
  • For cabethoxylation of histidine residues of actin.
Modification reagent for His and Tyr residues in proteins. Robust probe for structural disruptions in dsDNA, reacting with fully or partially unstacked bases.

Biochem/physiol Actions

Inactivates RNase in solution at about 0.1% (v/v), thus protecting RNA against degradation.

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pictograms

Exclamation mark
GHS07

signalword

Warning

hcodes

H302

Hazard Classifications

Acute Tox. 4 Oral

Storage Class

10 - Combustible liquids

wgk

WGK 3

flash_point_f

156.2 °F - closed cup

flash_point_c

69 °C - closed cup

ppe

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

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

Group 4: Flammable liquids + Type 2 petroleums + Hazardous rank III + Water insoluble liquid

fsl

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Certificates of Analysis (COA)

Lot/Batch Number
BCCH3641
BCCF9221
BCCM4561
BCCF8493
BCCD6285

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W Herr
Proceedings of the National Academy of Sciences of the United States of America, 82(23), 8009-8013 (1985-12-01)
Purine residues located within regions of DNA that have the potential to form left-handed Z-helical structures are modified preferentially by diethyl pyrocarbonate; this hyperreactivity is dependent on the degree of negative superhelicity of the circular DNA molecules. As negative superhelical
Modification of histidyl residues in proteins by diethylpyrocarbonate.
E W Miles
Methods in enzymology, 47, 431-442 (1977-01-01)
Effects of diethyl pyrocarbonate and methyl methanesulfonate on nucleic acids and nucleases.
I Fedorcsák et al.
Acta chemica Scandinavica, 20(1), 107-112 (1966-01-01)
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