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73200

Sigma-Aldrich

O-(4-Nitrobenzyl)hydroxylamine hydrochloride

≥98.5% (AT)

Synonym(s):

4-Nitrobenzyloxyamine hydrochloride

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About This Item

Linear Formula:
O2NC6H4CH2ONH2 · HCl
CAS Number:
2086-26-2
Molecular Weight:
204.61
Beilstein:
3709565
EC Number:
218-228-6
MDL number:
MFCD00012954
UNSPSC Code:
12352100
PubChem Substance ID:
57652465
NACRES:
NA.22

Quality Level

100

Assay

≥98.5% (AT)

form

crystals

mp

215 °C (dec.) (lit.)

SMILES string

Cl.NOCc1ccc(cc1)[N+]([O-])=O

InChI

1S/C7H8N2O3.ClH/c8-12-5-6-1-3-7(4-2-6)9(10)11;/h1-4H,5,8H2;1H

InChI key

LKCAFSOYOMFQSL-UHFFFAOYSA-N

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Other Notes

Reagent for the preparation of N-(4-nitrobenzyloxy)-amino acids as substrates for an unambiguous N-hydroxypeptide synthesis

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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Joo Hyun Lim et al.
Frontiers in microbiology, 9, 2333-2333 (2018-10-16)
2-Deoxy-scyllo-inosose (DOI) has been a valuable starting natural product for the manufacture of pharmaceuticals or chemical engineering resources such as pyranose catechol. DOI synthase, which uses glucose-6-phosphate (Glc6P) as a substrate for DOI biosynthesis, is indispensably involved in the initial
T D Traylor et al.
Journal of chromatography, 272(1), 9-20 (1983-01-14)
A new quantitative procedure for the high-performance liquid chromatographic (HPLC) resolution of human brain gangliosides employing reversed-phase chromatography is described. To provide a derivative which can be determined by UV absorption techniques, p-nitrobenzyloxyamine was coupled to the gangliosides. Derivatization involves
M Pauly et al.
Carbohydrate research, 282(1), 1-12 (1996-02-28)
An improved procedure has been developed for the rapid derivatization of oligosaccharides with UV-detectable p-nitrobenzylhydroxylamine (PNB). The improved conditions used result in quantitative derivatization of neutral oligosaccharides. Sialylated oligosaccharides can also be quantitatively PNB-derivatized without detectable desialylation. Of the oligosaccharides
B X Chen et al.
Mutation research, 273(3), 253-261 (1992-05-01)
The abasic site is one of the most frequent changes occurring in DNA and has been shown to be lethal and mutagenic. An abasic site in DNA can be tagged by reaction with O-4-nitrobenzylhydroxylamine (NBHA), resulting in the formation of
Kenneth P Roberts et al.
Chemical research in toxicology, 19(2), 300-309 (2006-02-21)
A new method has been developed to accurately measure apurinic and apyrimidinic (AP) DNA damage sites, which are lesions in DNA formed by loss of a nucleobase from oxidative stress or carcinogen adducts. If AP sites are left unrepaired (or
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