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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

Quality Level

100

mp

105 °C (dec.) (lit.)

functional group

amine

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

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Certificates of Analysis (COA)

Lot/Batch Number
0000221739
MKCL5496
0000221739
MKBV9363V
MKBQ8587V

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J Armstrong et al.
The EMBO journal, 2(10), 1641-1646 (1983-01-01)
The major (gene VIII) coat protein of bacteriophage fd was radiolabelled by treating the virus with methyl[3H]acetimidate without causing any loss of infectivity. Complete amidination of lysine-8 in the amino acid sequence of the protein was achieved but little or
C Donnet et al.
The Journal of membrane biology, 163(3), 217-224 (1998-06-17)
The calcium pump of plasma membranes catalyzes the hydrolysis of ATP and phosphoric esters like p-nitrophenyl phosphate (pNPP). The latter activity requires the presence of ATP and/or calmodulin, and Ca2+ [22, 25]. We have studied the effects of nucleotide-analogues 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
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
Activation/inactivation of human angiotensin I converting enzyme following chemical modifications of amino groups near the active site.
J A Weare
Biochemical and biophysical research communications, 104(4), 1319-1326 (1982-02-26)
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