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254940

Sigma-Aldrich

Methyl acetimidate hydrochloride

technical grade

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About This Item

Linear Formula:
CH3C(=NH)OCH3 · HCl
CAS Number:
14777-27-6
Molecular Weight:
109.55
Beilstein:
3671581
EC Number:
238-843-3
MDL number:
MFCD00012571
UNSPSC Code:
12352100
PubChem Substance ID:
24855275
NACRES:
NA.22

grade

technical grade

mp

105 °C (dec.) (lit.)

storage temp.

2-8°C

SMILES string

Cl.COC(C)=N

InChI

1S/C3H7NO.ClH/c1-3(4)5-2;/h4H,1-2H3;1H

InChI key

WHYJXXISOUGFLJ-UHFFFAOYSA-N

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General description

Methyl acetimidate hydrochloride is an inhibitor of N-methylation of phosphatidylethanolamine. It also prevents the stimulation of purified cardiac sarcolemmal vesicles Ca2+-pump activities.

Application

Methyl acetimidate hydrochloride has been used in pre-crystallization chemical modification of lysine residues.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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P K Ganguly et al.
Biochemical and biophysical research communications, 130(1), 472-478 (1985-07-16)
Incubation of cardiac sarcoplasmic reticulum (SR) in the presence of S-adenosyl-L-methionine, a methyl donor for the enzymatic N-methylation of phosphatidylethanolamine, increased Ca2+-stimulated ATPase activity. The increase in Ca2+-ATPase activity was not due to changes in the affinity for Ca2+ and
V B Richardson et al.
Mutation research, 180(1), 121-129 (1987-09-01)
The cytogenetic effects of methyl acetimidate (MAI), a lysine-specific protein crosslinking reagent, were investigated using human peripheral lymphocytes in culture. Lymphocytes were treated with the chemical either prior to PHA exposure or 2-3 days following mitogenic stimulation and assessed for
T L Chao et al.
The Journal of biological chemistry, 256(11), 5324-5326 (1981-06-10)
The appearance of an immune response in some sickle cell anemia patients to reinfused autologous erythrocytes which had been treated with methyl acetimidate (Gabuzda, T. G., Chao, T. L., Berenfeld, M. R., and Gelbart, T. (1980) Blood 56, 1041--1047) was
T L Chao et al.
Hemoglobin, 5(1), 47-72 (1981-01-01)
The contribution of the high molecular weight hemoglobin (HMW Hb) to the antisickling effect produced by treatment of sickle cell erythrocytes with methyl acetimidate (MAI) was investigated. Erythrocytes obtained from sickle cell anemia and normal individuals were incubated with varying
Michael R Shortreed et al.
Analytical chemistry, 78(18), 6398-6403 (2006-09-15)
A powerful approach to relative quantification by mass spectrometry is to employ labeling reagents that target specific functional groups in molecules of interest. A quantitative comparison of two or more samples may be readily accomplished by using a chemically identical
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