DIETHYL PYROCARBONATE

Details

Stereochemistry	ACHIRAL
Molecular Formula	C6H10O5
Molecular Weight	162.1406
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

CCOC(=O)OC(=O)OCC

InChI

InChIKey=FFYPMLJYZAEMQB-UHFFFAOYSA-N

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

HIDE SMILES / InChI

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/1163766 | https://www.ncbi.nlm.nih.gov/pubmed/7284404 | https://www.ncbi.nlm.nih.gov/pubmed/2947

Diethyl pyrocarbonate is modification reagent for histidine and tyrosine residues in proteins. Diethyl pyrocarbonate has been used in PCR reaction for treating deionized water, which reduces the risk of RNA being degraded by RNases. It is also used for Dot blot hybridization, to dilute total R

Approval Year

PubMed

Title	Date	PubMed
Characterization of sterol uptake in leaf tissues of sugar beet.	2003-12	12920595
Mass-production of human ACAT-1 and ACAT-2 to screen isoform-specific inhibitor: a different substrate specificity and inhibitory regulation.	2003-10-03	13679053
Sodium influx and accumulation in Arabidopsis.	2003-09	12970496
Identification of essential histidines in cyclodextrin glycosyltransferase isoform 1 from Paenibacillus sp. A11.	2003-07-31	12895301
Stopped-flow analyses on the reaction of ascorbate with cytochrome b561 purified from bovine chromaffin vesicle membranes.	2003-07-15	12846560
Decreased expression of beta1- and beta2-adrenoceptors in human diabetic atrial appendage.	2003-06-20	12857355
Chemical modifications of alpha1,6-fucosyltransferase define amino acid residues of catalytic importance.	2003-05-29	12770769
Potent P2Y6 receptor mediated contractions in human cerebral arteries.	2003-05-09	12737633
His1205 and His1223 are essential for the activity of the mitogenic Pasteurella multocida toxin.	2003-05-06	12718539
Stimulatory action of internal protons on Slo1 BK channels.	2003-05	12719228
Membrane fusion induced by vesicular stomatitis virus depends on histidine protonation.	2003-04-18	12571240
Purification and characterization of PrbA, a new esterase from Enterobacter cloacae hydrolyzing the esters of 4-hydroxybenzoic acid (parabens).	2003-04-11	12556461
Chemical modification of microcin J25 with diethylpyrocarbonate and carbodiimide: evidence for essential histidyl and carboxyl residues.	2003-04-04	12659839
Citrate uniport by the mitochondrial tricarboxylate carrier: a basis for a new hypothesis for the transport mechanism.	2003-04	12887011
Impact of purified water quality on molecular biology experiments.	2003-04	12747591
Expression and characterization of human bifunctional peptidylglycine alpha-amidating monooxygenase.	2003-04	12699694
The PrP-like protein Doppel binds copper.	2003-03-14	12482851
Activation of heterotrimeric G proteins by a high energy phosphate transfer via nucleoside diphosphate kinase (NDPK) B and Gbeta subunits. Complex formation of NDPK B with Gbeta gamma dimers and phosphorylation of His-266 IN Gbeta.	2003-02-28	12486123
Identification of the essential histidine residue for high-affinity binding of AlbA protein to albicidin antibiotics.	2003-02	12624207
Transcellular transport of a highly polar 3+ net charge opioid tetrapeptide.	2003-01	12490619
Evidence for essential histidine and dicarboxylic amino-acid residues in the active site of UDP-glucose : solasodine glucosyltransferase from eggplant leaves.	2003	12833182
External nickel inhibits epithelial sodium channel by binding to histidine residues within the extracellular domains of alpha and gamma subunits and reducing channel open probability.	2002-12-20	12397059
Identification of a key residue in the conformational stability of acyl carrier protein.	2002-12-16	12445484
p-Aminohippurate transport at the apical membrane in the OK kidney epithelial cell line.	2002-12	12523660
Arabidopsis thaliana root non-selective cation channels mediate calcium uptake and are involved in growth.	2002-12	12472694
N-terminal sequence and distal histidine residues are responsible for pH-regulated cytoplasmic membrane binding of human AMP deaminase isoform E.	2002-11-08	12213808
Biochemical characterization of the Pseudomonas putida 3-hydroxyacyl ACP:CoA transacylase, which diverts intermediates of fatty acid de novo biosynthesis.	2002-11-08	12200450
survivin messenger RNA expression is a good prognostic biomarker for oesophageal carcinoma.	2002-10-07	12373603
Fermentability of grape must after inhibition with dimethyl dicarbonate (DMDC).	2002-09-25	12236685
Different mechanisms underlying the stimulation of K(Ca) channels by nitric oxide and carbon monoxide.	2002-09	12208870
A model for co-expression pattern analysis of genes implicated in angiogenesis and tumour cell invasion in cervical cancer.	2002-08-27	12189553
Probing the role of active site histidine residues in the catalytic activity of lacrimal gland peroxidase.	2002-08	12236583
Ion-molecule interactions in solutions of lithium perchlorate in propylene carbonate + diethyl carbonate mixtures: an IR and molecular orbital study.	2002-08	12212734
Insights into the interaction of human liver arginase with tightly and weakly bound manganese ions by chemical modification and site-directed mutagenesis studies.	2002-07-15	12139964
Interaction of adenosine deaminase with inhibitors. Chemical modification by diethyl pyrocarbonate.	2002-07	12139475
Differential interactions of estrogens and antiestrogens at the 17 beta-hydroxyl or counterpart hydroxyl with histidine 524 of the human estrogen receptor alpha.	2002-06-25	12069588
Regional differences in expression of VEGF mRNA in rat gastrocnemius following 1 hr exercise or electrical stimulation.	2002-06-19	12086595
A RAC protein-binding site in the internal transcribed spacer 2 of Pre-rRNA transcripts from Schizosaccharomyces pombe.	2002-06-14	11923314
Hemin-stimulated docking of cytochrome c to a hemin-DNA aptamer complex.	2002-04-23	11955069
Multi site polyadenylation and transcriptional response to stress of a vacuolar type H+-ATPase subunit A gene in Arabidopsis thaliana.	2002-04-02	11985780
Hemichannel and junctional properties of connexin 50.	2002-04	11916859
Overexpression, purification, and partial characterization of Saccharomyces cerevisiae processing alpha glucosidase I.	2002-03	11971867
Expression of uncoupling proteins-1, -2 and -3 mRNA is induced by an adenocarcinoma-derived lipid-mobilizing factor.	2002-02-12	11870545
Sodium fluxes through nonselective cation channels in the plasma membrane of protoplasts from Arabidopsis roots.	2002-02	11842142
Diethylpyrocarbonate inhibition of vacuolar H+-pyrophosphatase possibly involves a histidine residue.	2002-01	11902667
cDNA cloning, biological and immunological characterization of the alkaline serine protease major allergen from Penicillium chrysogenum.	2002-01	11893850
Regulation of Na+/H+ exchanger by urogastrone, a potent activator of cell proliferation.	2002	12470201
[An IR study of ion solvation and association of lithium perchlorate in some organic solvents].	2001-08	12945264
[The analysis of rice total RNA by capillary electrophoresis].	2001-03	12541666
Effect of diethylpyrocarbonate on the antiviral and interferon-inducing activities of viral and nonviral agents.	1976-04	1267440

Patents

Name

Type

Language

DIETHYL PYROCARBONATE

Systematic Name

English

BAYCOVIN

Preferred Name

English

DIETHYL PYROCARBONATE [MI]

Common Name

English

PYROCARBONIC ACID DIETHYL ESTER

Systematic Name

English

DIETHYL OXYDIFORMATE

Systematic Name

English

OXYDIFORMIC ACID DIETHYL ESTER

Systematic Name

English

UE-5908

Code

English

DIETHYL DICARBONATE

Systematic Name

English

DIETHYLPYROCARBONATE

Systematic Name

English

DEPC

Common Name

English

DICARBONIC ACID C,C'-DIETHYL ESTER

Common Name

English

Classification Tree Code System Code

CFR

21 CFR 189.140