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455598

Sigma-Aldrich

O-Methylisourea hemisulfate salt

99%

Synonym(s):

OMI®

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About This Item

Linear Formula:
H2NC(OCH3)=NH · 1/2H2SO4
CAS Number:
52328-05-9
Molecular Weight:
123.12
Beilstein/REAXYS Number:
3723107
EC Number:
257-851-8
MDL number:
MFCD00040594
UNSPSC Code:
12352100
PubChem Substance ID:
24868581
NACRES:
NA.22

assay

99%

form

solid

mp

163-167 °C (lit.)

solubility

water: soluble 100 mg/mL, clear, colorless

functional group

amine

SMILES string

COC(N)=N.COC(N)=N.OS(O)(=O)=O

InChI

1S/2C2H6N2O.H2O4S/c2*1-5-2(3)4;1-5(2,3)4/h2*1H3,(H3,3,4);(H2,1,2,3,4)

InChI key

QSCPQKVWSNUJLJ-UHFFFAOYSA-N

Gene Information

human ... OPRD1(4985) , OPRK1(4986) , OPRM1(4988)
rat ... Oprd1(24613) , Oprm1(25601)

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Legal Information

OMI is a registered trademark of Merck KGaA, Darmstadt, Germany

Storage Class

11 - Combustible Solids

wgk_germany

WGK 1

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Certificates of Analysis (COA)

Lot/Batch Number
BCCK2956
BCCG4256
BCCF0974
BCCB6465
BCBV2864

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Optimization of guanidination procedures for MALDI mass mapping.
Beardsley RL and Reilly JP.
Analytical Chemistry, 74(8), 1884-1890 (2002)
M H Jouvin et al.
Journal of immunology (Baltimore, Md. : 1950), 133(6), 3250-3254 (1984-12-01)
Lysine epsilon-amino groups of human factor H were selectively converted to guanidino groups by treatment with 0.1 M O-methylisourea at pH 10.4. Guanidination resulted in a dose-dependent decrease in the capacity of the regulatory protein to accelerate decay dissociation of
S I Shalabi et al.
The Journal of dairy research, 49(4), 607-617 (1982-11-01)
Several dicarbonyl compounds (glyoxal, substituted glyoxals, diacetyl and 1, 2-cyclohexanedione) had a marked stabilizing effect on the heat stability of milk, especially in the presence of urea. These reagents are believed to modify arginine more or less specifically suggesting an
Jessica Z Bereszczak et al.
Journal of the American Society for Mass Spectrometry, 18(2), 201-207 (2006-10-28)
Development of a quantification method based on isotopic variants of O-methyl isourea (OMIU) in conjunction with reversed-phase (RP) liquid chromatography (LC) electrospray mass spectrometry is described for determining the relative quantification of tau-related peptides Ac-VQIVXK-NH2. Extracted ion chromatograms of the
V M Mahnir et al.
Toxicon : official journal of the International Society on Toxinology, 29(7), 819-826 (1991-01-01)
The effect of modification of amino groups on RTX-III induced lethality in mice has been studied. The toxicity was not affected by guanidination of one or two lysine residues with O-methylisourea, but guanidination of three or four lysine residues decreased
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