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D5758 Sigma

Diethyl pyrocarbonate

≥97% (NMR)

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

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Description

Frequently Asked Questions

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Application

Modification reagent for His and Tyr residues in proteins. Robust probe for structural disruptions in dsDNA, reacting with fully or partially unstacked bases.1

Biochem/physiol Actions

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

Packaging

5, 25, 50, 100 mL in glass bottle

Price and Availability

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Primary Standard and Buffer, ≥99.9% (titration), crystalline

Water
W4502Water

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Safety & Documentation

Safety Information

Symbol 
GHS07  GHS07
Signal word 
Warning
Hazard statements 
Precautionary statements 
RIDADR 
NA 1993 / PGIII
WGK Germany 
3
RTECS 
LQ9350000
Flash Point(F) 
156.2 °F
Flash Point(C) 
69 °C

Protocols & Articles

Peer-Reviewed Papers

References

Set your institution to view full text papers.

1. The use of diethyl pyrocarbonate and potassium permanganate as probes for strand separation and structural distortions in DNA Kahl, B.F., and Paule, M.R. Methods Mol. Biol. 543, 73-85, (2009)

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Reaction of diethyl pyrocarbonate with nucleic acid components. I. Adenine. Leonard, N.J. Proc. Natl. Acad. Sci. U. S. A. 67, 93, (1970)

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A roadmap for zinc trafficking in the developing barley grain based on laser capture microdissection and gene expression profiling. Tauris B J. Exp. Bot. 60(4), 1333-47, (2009)

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Fermentation of barley by using Saccharomyces cerevisiae: examination of barley as a feedstock for bioethanol production and value-added products. Amera Gibreel et al Appl. Environ. Microbiol. 75, 1363-72, (2009)

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Diethyl pyrocarbonate in nucleic acid research. Ehrenberg L, Fedorcsak I, and Solymosy F Prog. Nucleic Acid Res. Mol. Biol. 16, 189-262, (1976)

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Pi2 spacer pyrocarbon arthroplasty technique for thumb basal joint osteoarthritis. Bellemère P and Ardouin L Tech. Hand Up. Extrem. Surg. 15(4), 247-52, (2011)

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[Identification of catalytically active groups of pea (Pisum sativum L.) beta-glucosidase]. Ershova AN and Barkalova ON Prikl. Biokhim. Mikrobiol. 47(3), 259-64, (2011)

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Capitate pyrocarbon prosthesis in radiocarpal osteoarthritis. Goubier JN, Vogels J, and Teboul F Tech. Hand Up. Extrem. Surg. 15(1), 28-31, (2011)

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Outcome analysis of trapezectomy with and without pyrocarbon interposition to treat primary arthrosis of the trapeziometacarpal joint. Colegate-Stone TJ, Garg S, Subramanian A, et al. Hand Surg. 16(1), 49-54, (2011)

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NrdI essentiality for class Ib ribonucleotide reduction in Streptococcus pyogenes. Ignasi Roca et al J. Bacteriol. 190, 4849-58, (2008)

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Heterologous production and characterisation of two distinct dihaem-containing membrane integral cytochrome b(561) enzymes from Arabidopsis thaliana in Pichia pastoris and Escherichia coli cells. Cenacchi L, Busch M, Schleidt PG, et al. Biochim. Biophys. Acta 1818(3), 679-88, (2012)

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Advances in the control of wine spoilage by Zygosaccharomyces and Dekkera/Brettanomyces. Zuehlke JM, Petrova B, and Edwards CG Annu. Rev. Food Sci. Technol. 4, 57-78, (2013)

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Diethylpyrocarbonate labeling for the structural analysis of proteins: label scrambling in solution and how to avoid it. Zhou Y and Vachet RW J. Am. Soc. Mass Spectrom. 23(5), 899-907, (2012)

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Increased protein structural resolution from diethylpyrocarbonate-based covalent labeling and mass spectrometric detection. Zhou Y and Vachet RW J. Am. Soc. Mass Spectrom. 23(4), 708-17, (2012)

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Mapping the surface-exposed regions of papaya mosaic virus nanoparticles. Rioux G, Majeau N, and Leclerc D FEBS J. 279(11), 2004-11, (2012)

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[Proximal row carpectomy and replacement of the proximal pole of the capitate by means of a pyrocarbon cap (RCPI) in advanced carpal collapse]. Szalay G, Stigler B, Kraus R, et al. Handchir. Mikrochir. Plast. Chir. 44(1), 17-22, (2012)

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Detection of platypus-type L/D-peptide isomerase activity in aqueous extracts of papaya fruit. Arakawa K, Koh JM, Crossett B, et al. Biotechnol. Lett. 34(9), 1659-65, (2012)

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Mass spectral studies reveal the structure of Aβ1-16-Cu2+ complex resembling ATCUN motif. Ginotra YP, Ramteke SN, Srikanth R, et al. Inorg. Chem. 51(15), 7960-2, (2012)

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One octarepeate expansion to the human prion protein alters both the Zn2+ and Cu2+ coordination environments within the octarepeate domain. Shearer J, Rosenkoetter KE, Callan PE, et al. Inorg. Chem. 50(4), 1173-5, (2011)

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Substrate-induced conformational changes in sarcoplasmic reticulum Ca2+-ATPase probed by surface modification using diethylpyrocarbonate with mass spectrometry. Narumi R, Yamamoto T, Inoue A, et al. FEBS Lett. 586(19), 3172-8, (2012)

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Metal dealing at the origin of the Chordata phylum: the metallothionein system and metal overload response in amphioxus. Guirola M, Pérez-Rafael S, Capdevila M, et al. PLoS ONE 7(8), e43299, (2012)

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Involvement of NADPH-dependent and cAMP-PKA sensitive H+ channels in the chorda tympani nerve responses to strong acids. DeSimone JA, Phan TH, Heck GL, et al. Chem. Senses 36(4), 389-403, (2011)

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Enzymatic synthesis of fatty acid ethyl esters by utilizing camellia oil soapstocks and diethyl carbonate. Wang Y and Cao X Bioresour. Technol. 102(22), 10173-9, (2011)

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Inhibitory effect of zinc on the absorption of JBP485 via the gastrointestinal oligopeptide transporter (PEPT1) in rats. Miao Q, Liu Q, Wang C, et al. Drug Metab. Pharmacokinet. 26(5), 494-502, (2011)

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Tetracycline-associated transcriptional regulation of transfer genes of the Bacteroides conjugative transposon CTnDOT. Robert T. Jeters et al J. Bacteriol. 191, 6374-82, (2009)

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Integrative and intermediate self-assembly of multi-walled hybrid nanotubes for catanionic biomimetics. Liu F, Kang W, Zhao C, et al. Chem. Commun. (Camb.) 47(46), 12482-4, (2011)

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Chemical modification of the Rieske protein from Thermus thermophilus using diethyl pyrocarbonate modifies ligating histidine 154 and reduces the [2FE-2S] cluster. Konkle ME, Elsenheimer KN, Hakala K, et al. Biochemistry 49(34), 7272-81, (2010)

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[Mid-term outcome after implantation of a pyrocarbon endoprosthesis in patients with degenerative arthritis]. Heers G, Telisselis P, Winkler F, et al. Z. Orthop. Unfall. 150(3), 324-8, (2012)

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[Operative treatment of rhizarthritis: comparison of ligament reconstruction according to Epping with trapezectomy and interposition of pyrocarbon spacers as replacement of the trapezium]. Szalay G, Schleicher I, Alt V, et al. Orthopade. 40(3), 237-46, (2011)

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Studies of histidine residues in soybean (Glycine max) urease. Kumar S and Kayastha AM Protein Pept. Lett. 19(6), 657-62, (2012)

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Identification of histidine residues involved in Zn(2+) binding to αA- and αB-crystallin by chemical modification and MALDI TOF mass spectrometry. Karmakar S and Das KP Protein J. 31(7), 623-40, (2012)

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Working with RNA. Nielsen H Methods Mol. Biol. 703, 15-28, (2011)

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Sambrook, J., et al. Molecular Cloning: A Laboratory Manual 2nd ed., Plainview, NY , (1989), 7.3-7.4

Merck 14,7998

Beil. 3,IV,18

Fieser 13,110

Aldrich MSDS 1, 681:A / Corp MSDS 1 (1), 1224:A / FT-IR 2 (1), 977:A / FT-IR 1 (1), 611:B / FT-NMR 1 (1), 929:C / IR-Spectra (3), 365:C / IR-Spectra (2), 325:A / NMR-Reference 2 (1), 517:A / RegBook 1 (1), 695:F / Sax 6, 1390 / Sigma FT-IR 1 (2), 466:C / Structure Index 1, 105:B:6 / Vapor Phase 3, 634:C

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