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127442

Sigma-Aldrich

Aminomethanesulfonic acid

97%

Synonym(s):

(Aminomethyl)sulfonic acid, 1-Aminomethanesulfonic acid, Aminomethanesulfonic acid, Aminomethanesulphonic acid, aminomethylsulfonic acid

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About This Item

Linear Formula:
NH2CH2SO3H
CAS Number:
13881-91-9
Molecular Weight:
111.12
Beilstein:
1811756
EC Number:
237-649-6
MDL number:
MFCD00008124
UNSPSC Code:
12352106
PubChem Substance ID:
24847780
NACRES:
NA.22

Assay

97%

mp

184 °C (dec.) (lit.)

SMILES string

NCS(O)(=O)=O

InChI

1S/CH5NO3S/c2-1-6(3,4)5/h1-2H2,(H,3,4,5)

InChI key

OBESRABRARNZJB-UHFFFAOYSA-N

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Application

Aminomethanesulfonic acid can be used as a reactant to synthesize: 1-Sulfomethyltetrazole-5-thiol disodium salts, which are useful key intermediates for the preparation of cefonicid sodium. Tridentate N-(2-hydroxybenzyl)aminomethane sulfonic acid Schiff-base ligand by reacting with salicylaldehyde.
It can also be used to functionalize the surface of single-walled carbon nanotubes (SWCNT) or porous metal-organic frameworks (MOF) to introduce the sulfonic acid functional groups for the preparation of nanocomposites.

Pictograms

Corrosion
GHS05

Signal Word

Danger

Hazard Statements

H314

Hazard Classifications

Eye Dam. 1 - Skin Corr. 1B

Storage Class Code

8A - Combustible corrosive hazardous materials

WGK

WGK 3

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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Copper (II) complexes of Schiff-base and reduced Schiff-base ligands: Influence of weakly coordinating sulfonate groups on the structure and oxidation of 3, 5-DTBC
Sreenivasulu B, et al.
European Journal of Inorganic Chemistry, 2005(22), 4635-4645 (2005)
Sonoko Ishizaki-Koizumi et al.
Biochemical and biophysical research communications, 322(2), 514-519 (2004-08-25)
The activation of Kupffer cells represents a central mechanism of liver injury involving the production of TNF-alpha. It is known that glycine prevents LPS-induced production of TNF-alpha in isolated Kupffer cells. In this study, the possibility that glycine analogues might
W S Lewis et al.
The Journal of biological chemistry, 266(31), 20823-20827 (1991-11-05)
The composition and structural aspects of the amino and carboxylic acid groups required for incorporation into peptides by transpeptidation and inhibition of hydrolysis in carboxypeptidase Y-catalyzed reactions were studied. Separation of these two groups by even one carbon prevents incorporation
Synthesis of 1-sulfomethyltetrazole-5-thiol disodium salts
Ling Zhang, et al.
Speciality Petrochemicals (2011)
Nigel G Ternan et al.
FEMS microbiology letters, 207(1), 49-53 (2002-03-12)
Chromohalobacter marismortui VH1 was screened for its ability to utilise organosulfonate compounds at a range of NaCl concentrations. Only aminomethane sulfonate, of seven sulfonates tested, was utilised. Length of lag phase during growth on aminomethane sulfonate, as either nitrogen and/or
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