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851299

Sigma-Aldrich

4-Nitro-DL-phenylalanine

98%

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About This Item

Linear Formula:
O2NC6H4CH2CH(NH2)CO2H
CAS Number:
2922-40-9
Molecular Weight:
210.19
EC Number:
220-868-6
MDL number:
MFCD00007384
UNSPSC Code:
12352209
eCl@ss:
32160406
PubChem Substance ID:
24888311
NACRES:
NA.22

Quality Level

200

Assay

98%

form

powder

reaction suitability

reaction type: solution phase peptide synthesis

mp

236-237 °C (dec.) (lit.)

application(s)

peptide synthesis

SMILES string

NC(Cc1ccc(cc1)[N+]([O-])=O)C(O)=O

InChI

1S/C9H10N2O4/c10-8(9(12)13)5-6-1-3-7(4-2-6)11(14)15/h1-4,8H,5,10H2,(H,12,13)

InChI key

GTVVZTAFGPQSPC-UHFFFAOYSA-N

Related Categories

Application

4-Nitro-DL-phenylalanine may be used as an internal standard for the determination of β-N-methylamino-L-alanine (L-BMAA) in environmental aqueous samples using proton nuclear magnetic resonance (1H NMR) technique.

Pictograms

Skull and crossbones
GHS06

Signal Word

Danger

Hazard Statements

H301

Precautionary Statements

P301 + P310

Hazard Classifications

Acute Tox. 3 Oral

Storage Class Code

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

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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3-Nitro-L-tyrosine (nitrotyrosine) has recently been considered to be useful as a biomarker of endogenous production of several reactive nitrogen species including peroxynitrite. In the present study, nitrotyrosine was coupled to human serum albumin (HSA) using a two-step glutaraldehyde method and
1H NMR determination of ?-N-methylamino-l-alanine (l-BMAA) in environmental and biological samples.
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Toxicon, 53(5), 578-583 (2009)
Masumi Taki et al.
Journal of the American Chemical Society, 124(49), 14586-14590 (2002-12-06)
Four-base codon strategy was applied to incorporate a fluorophore-quencher pair into specific positions on a single protein; beta-anthraniloyl-L-alpha,beta-diaminopropionic acid (atnDap) was employed as a fluorophore and p-nitrophenylalanine (ntrPhe) as a quencher. Their positions were directed by the CGGG/CCCG and GGGC/CCCG
Meng-Lin Tsao et al.
Journal of the American Chemical Society, 128(14), 4572-4573 (2006-04-06)
The unnatural amino acid p-nitrophenylalanine (pNO2-Phe) was genetically introduced into proteins in Escherichia coli in response to the amber nonsense codon with high fidelity and efficiency by means of an evolved tRNA/aminoacyl-tRNA synthetase pair from Methanocuccus jannaschii. It was shown
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