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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:
2921-14-4
Molecular Weight:
109.30
Beilstein:
3680528
EC Number:
220-862-3
MDL number:
MFCD00012955
UNSPSC Code:
12352100
PubChem Substance ID:
24892403
NACRES:
NA.22

biological source

synthetic (organic)

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.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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Characterization of a 5'-aldehyde terminus resulting from the oxidative attack at C5 `of a 2-deoxyribose on DNA
Angeloff A, et al.
Chemical Research in Toxicology, 14, 1413-1420 (2001)
Tissue distribution of cytosolic beta-elimination reactions of selenocysteine Se-conjugates in rat and human
Rooseboom M, et al.
Chemico-Biological Interactions, 140, 243-264 (2002)
Seon-Ae Choi et al.
Scientific reports, 6, 26203-26203 (2016-05-18)
Hydrogen sulfide (H2S) is an important biological messenger, but few biologically-compatible methods are available for its detection in aqueous solution. Herein, we report a highly water-soluble naphthalimide-based fluorescent probe (L1), which is a highly versatile building unit that absorbs and
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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