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159220

Sigma-Aldrich

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
Beilstein:
637031
EC Number:
216-542-8
MDL number:
MFCD00009106
UNSPSC Code:
12352100
PubChem Substance ID:
24849799
NACRES:
NA.22

Quality Level

200

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

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General description

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

Application

Diethyl pyrocarbonate was used as:
  • nuclease inhibitor for the extraction of undegraded nucleic acids from etiolated and green plant tissues
  • an antimicrobial additive
  • ribonuclease inhibitor
  • histidine residue modifier
  • reagent for conversion of imines to carbamates
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.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H302

Precautionary Statements

P264 - P270 - P301 + P312 - P501

Hazard Classifications

Acute Tox. 4 Oral

Storage Class Code

10 - Combustible liquids

WGK

WGK 3

Flash Point(F)

156.2 °F - closed cup

Flash Point(C)

69 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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.

FSL

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

JAN Code

159220-500G:
159220-100G:
159220-BULK:
159220-25G:
159220-5G:
159220-VAR:

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Tetrahedron, 48, 3445-3445 (1992)
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
Isolation of plant RNA.
R Hodge
Methods in molecular biology (Clifton, N.J.), 28, 37-40 (1994-01-01)
J C Furlong et al.
Nucleic acids research, 14(10), 3995-4007 (1986-05-27)
Diethyl pyrocarbonate reacts with the single-stranded loops of cruciform structures with great selectivity. Adenine bases are carbethoxylated, as a result of which the backbone may be cleaved with piperidine, and the level of chemical modification at each base may be
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