1609-47-8 Usage
Uses
Used in Biochemical Research:
Diethyl pyrocarbonate is used as a modification reagent for histidine (His) and tyrosine (Tyr) residues in proteins. It serves as a robust probe for detecting structural disruptions in double-stranded DNA (dsDNA) by reacting with fully or partially unstacked bases.
Used in Enzyme Inhibition:
As a nuclease inhibitor, DEP is employed for the extraction of undegraded nucleic acids from etiolated and green plant tissues, ensuring the preservation of the native structure of the nucleic acids during the extraction process.
Used in DNA Modification:
Diethyl pyrocarbonate is used for the modification of linear and supercoiled plasmid DNAs, allowing researchers to study the effects of these modifications on the DNA's structure and function.
Used in DNA Structure Investigation:
DEP acts as a chemical probe to investigate the secondary structure in negatively supercoiled DNA, providing insights into the DNA's conformation and its interactions with other molecules.
Used in Actin Modification:
For the carbethoxylation of histidine residues of actin, DEP is used to modify the protein, which can help in understanding the role of histidine residues in actin's function and structure.
Used in Food Industry:
Diethyl pyrocarbonate is used as a gentle esterifying agent and a preservative for various beverages, including wines, soft drinks, and fruit juices. Its bactericidal properties help maintain the freshness and quality of these products.
Biochem/physiol Actions
Inactivates RNase in solution at about 0.1% (v/v), thus protecting RNA against degradation.
Safety Profile
Poison by ingestion,
inhalation, and intraperitoneal routes.
Concentrated DEPC is irritating to eyes,
mucous membranes, and sh. When heated
to decomposition it emits acrid smoke and
fumes. See also ESTERS.
Purification Methods
Dissolve the ester in Et2O, wash it with dilute HCl, H2O, dry over Na2SO4, filter, evaporate and distil the residue first in vacuo then at atmospheric pressure. It is soluble in alcohols, esters, ketones and hydrocarbon solvents. A 50% w/w solution is usually prepared for general use. Treat with great CAUTION as DEP irritates the eyes, mucous membranes and skin. [Boehm & Mehta Chem Ber 71 1797 1938, Thoma & Rinke Justus Liebigs Ann Chem 624 30 1959, Beilstein 3 IV 18.]
Check Digit Verification of cas no
The CAS Registry Mumber 1609-47-8 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 1,6,0 and 9 respectively; the second part has 2 digits, 4 and 7 respectively.
Calculate Digit Verification of CAS Registry Number 1609-47:
(6*1)+(5*6)+(4*0)+(3*9)+(2*4)+(1*7)=78
78 % 10 = 8
So 1609-47-8 is a valid CAS Registry Number.
InChI:InChI=1/C6H10O5/c1-3-9-5(7)6(8)11-10-4-2/h3-4H2,1-2H3
1609-47-8Relevant academic research and scientific papers
Method for making mixed high purity (meth)acrylic anhydrides
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Page column 6-7, (2008/06/13)
The invention concerns a method consisting in making a mixed (meth)acrylic anhydride of formula (I) by reacting an alkaline (meth)acrylate of formula (II) and a chloroformate of formula (III), carrying out said reaction in an aqueous medium and in the absence of amines, the mol ratio chloroformate (III)/alkaline (meth)acrylate (II) being at least equal to 1.15. R1represents H or CH3; R2represents an alkyl, alkenyl, aryl, alkaryl or aralkyl residue; and M is an alkaline metal.
Di-tert-butyl dicarbonate and 4-(dimethylamino)pyridine revisited. Their reactions with amines and alcohols
Basel, Yochai,Hassner, Alfred
, p. 6368 - 6380 (2007/10/03)
The reaction of BOC2O in the presence and absence of DMAP was examined with some amines, alcohols, diols, amino alcohols, and aminothiols. Often, unusual products were observed depending on the ratio of reagents, reaction time, polarity of solvent, pK(a) of alcohols, or type of amine (primary or secondary). In reactions of aliphatic alcohols with BOC2O/DMAP, we isolated for the first time carbonic-carbonic anhydride intermediates; this helps explain the formation of symmetrical carbonates in addition to the O-BOC products. In the case of secondary amines, we succeeded to isolate unstable carbamic-carbonic anhydride intermediates that in the presence of DMAP led to the final N-BOC product. The effect of N-methylimidazole in place of DMAP was also examined.
Method for preparing di(organo) esters of pyrocarbonic acid
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, (2008/06/13)
Di(organo) esters of pyrocarbonic acid, e.g., dialkyl pyrocarbonates, such as diethyl pyrocarbonate, are prepared by reaction of the corresponding organohaloformate with aqueous alkali metal hydroxide, e.g., sodium hydroxide, in the substantial absence of an organic solvent and in the presence of a catalytic amount of a bis[poly(oxy(C2 -C4)alkylene)] C6 -C20 aliphatic amine, e.g., coco bis(polyoxyethylene) amine.
A NEW SYNTHESIS OF CARBOXYLIC AND CARBONIC ACID ANHYDRIDES USING PHASE TRANSFER REACTIONS
Plusquellec, Daniel,Roulleau, Fabienne,Lefeuvre, Martine,Brown, Eric
, p. 2471 - 2476 (2007/10/02)
Acyl chlorides and alkylchloroformates smoothly reacted with one molar equivalent of sodium hydroxide, using liquid-liquid phase transfer conditions to afford high yields of the corresponding symmetrical carboxylic and carbonic hemiester anhydrides.Unstable anhydrides such as 4-nitrobenzoic, 2-furoic and methacrylic anhydrides, which are otherwise difficult to obtain, were easily prepared by this method.The reaction mechanism does not seem to involve intermediate hydrolysis of half the acid chloride into the corresponding sodium carboxylate.
