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Merck
CN

851299

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
PubChem Substance ID:
24888311
eCl@ss:
32160406
UNSPSC Code:
12352209
NACRES:
NA.22
EC Number:
220-868-6
MDL number:
MFCD00007384

Key Documents

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Product Name

4-Nitro-DL-phenylalanine, 98%

InChI key

GTVVZTAFGPQSPC-UHFFFAOYSA-N

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)

SMILES string

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

assay

98%

form

powder

reaction suitability

reaction type: solution phase peptide synthesis

mp

236-237 °C (dec.) (lit.)

application(s)

peptide synthesis

Quality Level

200

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

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

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

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

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
STBK9791
STBF4987V
STBF3753V
MKBN8080V
MKBN2335V

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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
M Balbaa et al.
The International journal of biochemistry, 26(1), 35-42 (1994-01-01)
1. The tetrapeptide Ala2-Nph2 (where Nph = p-nitrophenylalanyl) is treated by porcine pepsin to study the mechanism of aminotranspeptidation reactions. 2. The major initial product is Ala2-Nph and the major transpeptidation products are Nph2 and Nph3 accompanied by some Nph
G Giammanco et al.
Microbiologica, 8(4), 395-397 (1985-10-01)
A rapid test for detection of p-nitrophenylalanine ammonia-lyase is described. The test is performed by suspending a loopful of bacteria in 0.5 ml of a buffered 1 mM solution of p-nitro-DL-phenylalanine (PNPA). The enzymatic activity is revealed by the formation
1H NMR determination of ?-N-methylamino-l-alanine (l-BMAA) in environmental and biological samples.
Moura S, et al.
Toxicon, 53(5), 578-583 (2009)
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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