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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)

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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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)
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)
Tetrahedron Letters, 34, 4347-4347 (1993)
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
Ches'Nique M Phillips et al.
Cancer research, 77(21), 5741-5754 (2017-09-20)
The trans-sulfuration enzyme cystathionine-β-synthase (CBS) and its product hydrogen sulfide (H2S) are aberrantly upregulated in colorectal cancers, where they contribute to tumor growth and progression by both autocrine and paracrine mechanisms. However, it is unknown whether the CBS/H2S axis plays
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