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C13408

Sigma-Aldrich

O-(Carboxymethyl)hydroxylamine hemihydrochloride

98%

Synonym(s):

Carboxymethoxylamine hemihydrochloride, (Aminooxy)acetic acid hemihydrochloride, (Carboxymethoxy)amine hemihydrochloride, Hydroxylamine-O-acetic acid hemihydrochloride

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About This Item

Linear Formula:
NH2OCH2COOH · 0.5HCl
CAS Number:
Molecular Weight:
109.30
Beilstein/REAXYS Number:
3680528
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

biological source

synthetic (organic)

Quality Level

assay

98%

form

crystalline powder
powder or crystals

mp

156 °C (dec.) (lit.)

solubility

water: 100 mg/mL, clear to slightly hazy, colorless to faintly yellow

storage temp.

2-8°C

SMILES string

Cl.NOCC(O)=O.NOCC(O)=O

InChI

1S/2C2H5NO3.ClH/c2*3-6-1-2(4)5;/h2*1,3H2,(H,4,5);1H

InChI key

KBXIJIPYZKPDRU-UHFFFAOYSA-N

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Application

O-(Carboxymethyl)hydroxylamine hemihydrochloride can be used as a reactant to synthesize oximes via condensation with aldehydes and ketones. It can also be used as a potent inhibitor of (pyridoxal 5’-phosphate) PLP-dependent β-lyases.

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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A Sala et al.
Farmaco (Societa chimica italiana : 1989), 46(7-8), 887-897 (1991-07-01)
The synthesis of new 2-(3-bromo-5-isoxazolylideneamino-oxy)acetic acids and their condensation derivatives with suitable beta-lactam nuclei is reported. Their antibacterial properties have been tested in vitro. An interesting activity against Gram-positive bacteria including beta-lactamase-producing microorganisms was found among the cephalosporanic acid derivatives.
Tetrahedron Letters, 34, 4347-4347 (1993)
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Angeloff A, et al.
Chemical Research in Toxicology, 14, 1413-1420 (2001)
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Sigma-Aldrich presents an article about how proliferatively active cells require both a source of carbon and of nitrogen for the synthesis of macromolecules. Although a large proportion of tumor cells utilize aerobic glycolysis and shunt metabolites away from mitochondrial oxidative phosphorylation, many tumor cells exhibit increased mitochondrial activity.

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