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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/REAXYS Number:
3671581
EC Number:
238-843-3
MDL number:
MFCD00012571
UNSPSC Code:
12352100
PubChem Substance ID:
24855275
NACRES:
NA.22
Pricing and availability is not currently available.

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[1]. It also prevents the stimulation of purified cardiac sarcolemmal vesicles Ca2+-pump activities[1].

Application

Methyl acetimidate hydrochloride has been used in pre-crystallization chemical modification of lysine residues[2].

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

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

target_organs

Respiratory system

Storage Class

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

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

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
A J Makoff et al.
The Biochemical journal, 193(1), 245-249 (1981-01-01)
The rate of hydrolysis of the imido ester methyl acetimidate and its rate of amidination of denatured aldolase were investigated under different conditions of temperature, pH and ionic strength. Both rate constants increase greatly with temperature, whereas ionic strength has
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
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)
G J van Scharrenburg et al.
Biochemistry, 23(25), 6285-6294 (1984-12-04)
To study the structural importance of the NH2-terminal Ala1 residue of pancreatic phospholipase A2, several mutants were prepared by a stepwise semisynthetic approach. 13C NMR spectroscopy of 90%-enriched [[3-13C]Ala1] phospholipases A2 shows the pK values of the alpha-NH3+ groups of
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