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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:
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

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 Code

11 - Combustible Solids

WGK

WGK 1

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Optimization of guanidination procedures for MALDI mass mapping.
Beardsley RL and Reilly JP.
Analytical Chemistry, 74(8), 1884-1890 (2002)
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
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
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
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