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851299

Sigma-Aldrich

4-Nitro-DL-phenylalanine

98%

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$239.00

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5 G
$239.00

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

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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.[1]

pictograms

Skull and crossbones
GHS06

signalword

Danger

hcodes

H301

Hazard Classifications

Acute Tox. 3 Oral

Storage Class

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

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges

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Certificates of Analysis (COA)

Lot/Batch Number
STBK9791
STBF4987V
STBF3753V
MKBN8080V
MKBN2335V

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Emily E Smith et al.
The journal of physical chemistry. B, 115(10), 2380-2385 (2011-02-25)
The genetic incorporation of unnatural amino acids (UAAs) with high efficiency and fidelity is a powerful tool for the study of protein structure and dynamics with site-specificity in a relatively nonintrusive manner. Here, we illustrate the ability of L-4-nitrophenylalanine to
Jan Grünewald et al.
Proceedings of the National Academy of Sciences of the United States of America, 106(11), 4337-4342 (2009-02-28)
For more than 2 centuries active immunotherapy has been at the forefront of efforts to prevent infectious disease [Waldmann TA (2003) Nat Med 9:269-277]. However, the decreased ability of the immune system to mount a robust immune response to self-antigens
P W Schiller et al.
Life sciences, 33 Suppl 1, 319-322 (1983-01-01)
For the purpose of comparing the structural requirements of opioid receptor subsites interacting with phenylalanine residues of opioid peptides, analogs containing p-nitrophenylalanine (Phe(pNO2) ) were synthesized and tested in the guinea pig ileum (GPI) and mouse vas deferens (MVD) assay
M C Fitzgerald et al.
Analytical biochemistry, 254(2), 226-230 (1998-01-07)
A novel fluorogenic substrate for continuous feline immunodeficiency virus (FIV) protease (PR) assay was developed in which 2-aminobenzoic acid (Abz) and p-nitrophenylalanine (F(NO2)) were used as the fluorescent donor and acceptor, respectively. The 14-amino-acid fluorogenic substrate of sequence RALTK(Abz) VQ
A G Peranteau et al.
Analytical biochemistry, 227(1), 242-245 (1995-05-01)
The intrinsic fluorescence of tyrosine increases by a factor of approximately two when the carboxy group is liberated from a peptide bond by hydrolysis. The increase in fluorescence provides a novel way to monitor the hydrolysis of native tyrosine peptides
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