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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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Karin Haiser et al.
The journal of physical chemistry. A, 115(11), 2169-2175 (2011-03-05)
Femtosecond IR-pump-IR-probe experiments with independently tunable pulses are used to monitor the ultrafast response of selected IR absorption bands to vibrational excitation of other modes of Fmoc-nitrophenylalanine. The absorptions of both NO(2)-bands change rapidly within <2 ps upon excitation of
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
Cristina Peggion et al.
Journal of peptide science : an official publication of the European Peptide Society, 19(4), 246-256 (2013-01-03)
A set of three analogs of the 10-residue, membrane-active lipopeptaibiotic trichogin GA IV, labeled with the promising 4-nitrophenylalanine IR absorption probe for local polarity, was synthesized by the solid-phase methodology, chromatographically purified, and extensively characterized. A single residue modification was
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
L Morandeau et al.
Bioconjugate chemistry, 16(1), 184-193 (2005-01-20)
The feasibility of two-step radioimmunotherapy (RIT) of cancer by the Affinity Enhancement System (AES) has been demonstrated in experimental and clinical studies. This technique, associating a bispecific antibody and a bivalent peptide radiolabeled with iodine-131, has been developed to reduce
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