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Merck
CN

D5520

Dimethyl dicarbonate

for histidine methylation

Synonym(s):

DMPC, Dimethyl pyrocarbonate, Pyrocarbonic acid dimethyl ester

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About This Item

Linear Formula:
(CH3OCO)2O
CAS Number:
Molecular Weight:
134.09
EC Number:
224-859-8
UNSPSC Code:
12352202
PubChem Substance ID:
Beilstein/REAXYS Number:
956715
MDL number:
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InChI key

GZDFHIJNHHMENY-UHFFFAOYSA-N

InChI

1S/C4H6O5/c1-7-3(5)9-4(6)8-2/h1-2H3

SMILES string

COC(=O)OC(=O)OC

biological source

synthetic

form

liquid

refractive index

n20/D 1.392 (lit.)

bp

45-46 °C/5 mmHg (lit.)

density

1.25 g/mL at 25 °C (lit.)

storage temp.

room temp

Application

Methylates one or two histidine residues at the active site of PEP carboxykinase; the resulting inhibition is only partially reversible.

pictograms

Skull and crossbonesCorrosion

signalword

Danger

Hazard Classifications

Acute Tox. 2 Inhalation - Acute Tox. 4 Oral - Eye Dam. 1 - Skin Corr. 1B

Storage Class

6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials

wgk

WGK 3

flash_point_f

185.0 °F

flash_point_c

85 °C

ppe

Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter

Regulatory Information

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Astrid Peschel et al.
The Journal of chemical physics, 145(20), 204904-204904 (2016-12-03)
Quartz crystal microbalance (QCM) is emerging as a versatile tool for studying lipid phase behavior. The technique is attractive for fundamental biophysical studies as well applications because of its simplicity, flexibility, and ability to work with very small amounts of
Arne Raasakka et al.
Scientific reports, 7(1), 4974-4974 (2017-07-12)
Compact myelin comprises most of the dry weight of myelin, and its insulative nature is the basis for saltatory conduction of nerve impulses. The major dense line (MDL) is a 3-nm compartment between two cytoplasmic leaflets of stacked myelin membranes
Amanuel Wolde-Kidan et al.
Physical chemistry chemical physics : PCCP, 21(31), 16989-17000 (2019-07-26)
The influence of the co-solutes TMAO, urea, and NaCl on the hydration repulsion between lipid membranes is investigated in a combined experimental/simulation approach. Pressure-hydration curves obtained via sorption experiments reveal that the repulsion significantly increases when the membranes are loaded
K C Cheng et al.
The Journal of biological chemistry, 264(33), 19666-19676 (1989-11-25)
The histidine-selective reagents diethylpyrocarbonate (DEPC) and dimethylpyrocarbonate were used to study active site residues of phosphoenolpyruvate carboxykinase. Both reagents show pseudo first-order inhibition of enzyme activity at 22 +/- 1 degree C with calculated second-order rate constants of 2.8 and
Mahmoud A Elnaggar et al.
Small (Weinheim an der Bergstrasse, Germany), 12(43), 6012-6023 (2016-09-14)
The sustained or controlled release of nitric oxide (NO) can be the most promising approach for the suppression or prevention of restenosis and thrombosis caused by stent implantation. The aim of this study is to investigate the feasibility in the

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