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851299

4-Nitro-DL-phenylalanine

Name: 4-Nitro-<SC>DL</SC>-phenylalanine
Brand: ALDRICH

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

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Properties

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

Description

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

GHS06

signalword

Danger

hcodes

H301

pcodes

P301 + P310

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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Nitro-phenylalanine: a novel sensor for heat transfer in peptides.

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

Comparison of mu-, delta- and kappa-receptor binding sites through pharmacologic evaluation of p-nitrophenylalanine analogs of opioid peptides.

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

Spectroscopically labeled peptaibiotic analogs: the 4-nitrophenylalanine infrared absorption probe inserted at different positions into trichogin GA IV.

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

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Global Trade Item Number

SKU	GTIN
851299-5G-A	04061832596532