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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)
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
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
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
J B Lombardini
European journal of pharmacology, 110(3), 385-387 (1985-04-16)
It is well known that taurine stimulates ATP-dependent calcium ion uptake at low calcium ion concentrations. However, aminomethanesulfonic acid, the lower homologue of taurine, inhibits calcium ion uptake under the same experimental conditions. The higher homologue of taurine, 3-aminopropanesulfonic acid
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