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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/REAXYS Number:
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.)

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

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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

signalword

Warning

hcodes

H302

Hazard Classifications

Acute Tox. 4 Oral

Storage Class

10 - Combustible liquids

wgk_germany

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

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Certificates of Analysis (COA)

Lot/Batch Number
BCCF7889
BCCD7383
BCCD7382
BCCD4895
BCCB7562

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Sigma-Aldrich

Sigma-Aldrich

83931

RNase AWAY®

Tetrahedron, 48, 3445-3445 (1992)
Food Sci. Technol., 57, 343-343 (1993)
P D Pelton et al.
The Journal of biological chemistry, 267(9), 5916-5920 (1992-03-25)
The pH dependence of myo-inositol monophosphatase may indicate a role for histidine residues in the catalytic mechanism (Ganzhorn, A. J., and Chanal, M.-C. (1990) Biochemistry 29, 6065-6071). This possibility was investigated by chemical modification. At pH 6.0 and 25 degrees
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
Isolation of plant RNA.
R Hodge
Methods in molecular biology (Clifton, N.J.), 28, 37-40 (1994-01-01)
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