4-Nitro-DL-phenylalanine

Name: 4-Nitro-<SC>DL</SC>-phenylalanine
Brand: ALDRICH
Price: 255 USD

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

Key Documents

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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

Amino Acids, Resins & Reagents for Peptide Synthesis

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This Item	P1751	159492	F5251
Sigma-Aldrich 851299 4-Nitro-DL-phenylalanine	Sigma-Aldrich P1751 D-Phenylalanine	Sigma-Aldrich 159492 DL-β-Phenylalanine	Sigma-Aldrich F5251 p-Fluoro-DL-phenylalanine
form powder	form powder	form powder	form powder
assay 98%	assay ≥98% (HPLC)	assay 98%	assay ≥98.0% (TLC)
mp 236-237 °C (dec.) (lit.)	mp 273-276 °C	mp 222 °C (dec.) (lit.)	mp 253-255 °C (dec.) (lit.)
Quality Level 200	Quality Level 300	Quality Level 100	Quality Level 100
reaction suitability reaction type: solution phase peptide synthesis	reaction suitability -	reaction suitability reaction type: solution phase peptide synthesis	reaction suitability -
application(s) peptide synthesis	application(s) cell analysis	application(s) peptide synthesis	application(s) peptide synthesis

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

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_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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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

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

Increase in fluorescence upon the hydrolysis of tyrosine peptides: application to proteinase assays.

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

Profiling of proteolytic enzymes in the gut of the tick Ixodes ricinus reveals an evolutionarily conserved network of aspartic and cysteine peptidases.

Daniel Sojka et al.

Parasites & vectors, 1(1), 7-7 (2008-03-20)

Ticks are vectors for a variety of viral, bacterial and parasitic diseases in human and domestic animals. To survive and reproduce ticks feed on host blood, yet our understanding of the intestinal proteolytic machinery used to derive absorbable nutrients from

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