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D5520

Sigma-Aldrich

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:
4525-33-1
Molecular Weight:
134.09
Beilstein/REAXYS Number:
956715
EC Number:
224-859-8
MDL number:
MFCD00008419
UNSPSC Code:
12352202
PubChem Substance ID:
24893938

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

SMILES string

COC(=O)OC(=O)OC

InChI

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

InChI key

GZDFHIJNHHMENY-UHFFFAOYSA-N

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Application

Methylates one or two histidine residues at the active site of PEP carboxykinase; the resulting inhibition is only partially reversible.[1]

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Description
Pricing

pictograms

Skull and crossbonesCorrosion
GHS06,GHS05

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_germany

WGK 3

flash_point_f

185.0 °F

flash_point_c

85 °C

ppe

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

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Certificates of Analysis (COA)

Lot/Batch Number
BCBP3724V
BCBM3886V
BCBN4448V
BCBG3522V
BCBF7028V

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J Peters et al.
Scientific reports, 7(1), 15339-15339 (2017-11-12)
We compared the effect of cholesterol at different concentration on the phase behaviour of DMPC (1,2-dimyristoyl-sn-glycero-3-phosphocholine) multilamellar vesicles. We used pressure perturbation differential scanning calorimetry (PPC) that studies a system on the whole by giving access to relevant thermodynamic quantities
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
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
Hager Souabni et al.
Biochimica et biophysica acta, 1861(1 Pt B), 3520-3530 (2016-07-06)
Phagocytes kill ingested microbes by exposure to high concentrations of toxic reactive species generated by NADPH-oxidases. This membrane-bound electron-transferring enzyme is tightly regulated by cellular signaling cascades. So far, molecular and biophysical studies of the NADPH-oxidase were performed over limited
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