CAS 19883-74-0

3-Nitro-L-phenylalanine

Description:

3-Nitro-L-phenylalanine is an amino acid derivative characterized by the presence of a nitro group (-NO2) at the meta position of the phenyl ring attached to the alpha carbon of L-phenylalanine. This compound is typically used in biochemical research and studies involving protein synthesis and modification due to its ability to incorporate into peptides and proteins. The nitro group can influence the electronic properties and reactivity of the molecule, potentially affecting its interactions in biological systems. 3-Nitro-L-phenylalanine is soluble in polar solvents, and its structure allows it to participate in various chemical reactions, including nucleophilic substitutions and electrophilic aromatic substitutions. Additionally, it can serve as a useful tool in studying the effects of nitro substitutions on protein function and stability. As with many nitro compounds, care should be taken in handling due to potential toxicity and environmental concerns.

Formula: C₉H₁₀N₂O₄

InChI: InChI=1S/C9H10N2O4/c10-8(9(12)13)5-6-2-1-3-7(4-6)11(14)15/h1-4,8H,5,10H2,(H,12,13)/t8-/m0/s1

InChI key: InChIKey=YTHDRUZHNYKZGF-QMMMGPOBSA-N

SMILES: C([C@@H](C(O)=O)N)C1=CC(N(=O)=O)=CC=C1

Synonyms:

• (2S)-2-Azaniumyl-3-(3-nitrophenyl)propanoate
• 3-Nitro-<span class="text-smallcaps">L</span>-phenylalanine
• 3-Nitrophenylalanine
• 3-nitro-L-phenylalanine
• <span class="text-smallcaps">L</span>-Phenylalanine, 3-nitro-
• Alanine, 3-(m-nitrophenyl)-, <span class="text-smallcaps">L</span>-
• L-3-Nitrophenylalanine
• NSC 21948
• Alanine, 3-(m-nitrophenyl)-, L-
• L-Phenylalanine, 3-nitro-

3-Nitro-L-phenylalanine, 95%

CAS: 19883-74-0

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Formula: C₉H₁₀N₂O₄

Purity: 95%

Molecular weight: 210.19

Ref: 02-H63029

L-Phenylalanine, 3-nitro-

CAS: 19883-74-0

Formula: C₉H₁₀N₂O₄

Purity: 98%

Color and Shape: Solid

Molecular weight: 210.1867

Ref: IN-DA002BRL

3-Nitro-L-phenylalanine

CAS: 19883-74-0

3-Nitro-L-phenylalanine

Purity: 98%

Molecular weight: 210.19g/mol

Ref: 54-OR14707

Melphalan Impurity 2

CAS: 19883-74-0

Formula: C₉H₁₀N₂O₄

Molecular weight: 210.19

Ref: 4Z-M-8510

(S)-2-Amino-3-(3-nitrophenyl)propanoic acid

CAS: 19883-74-0

Formula: C₉H₁₀N₂O₄

Purity: 96%

Color and Shape: Off-white powder

Molecular weight: 210.189

Ref: 10-F235603

L-3-Nitrophenylalanine

Controlled Product

CAS: 19883-74-0

Applications L-3-Nitrophenylalanine is a derivative of L-Phenylalanine (P319415), and is used in the photocleavage of polypeptide backbones. L-Phenylalanine is an essential amino acid. L-Phenylalanine is biologically converted into L-tyrosine, another one of the DNA-encoded amino acids, which in turn is converted to L-DOPA and further converted into dopamine, norepinephrine, and epinephrine.
References Peters, F. et al.: Chem. Biol., 16, 148 (2009); Hollunger, G. et al.: Acta Pharmacol. Toxicol., 34, 391 (1974); Bagchi, S.P. et al.: Biochem. Pharmacol., 26, 900 (1977);

Formula: C₉H₁₀N₂O₄

Color and Shape: Neat

Molecular weight: 210.19

Ref: TR-N502250

L-3-Nitrophenylalanine

CAS: 19883-74-0

Formula: C₉H₁₀N₂O₄

Molecular weight: 210.19

Ref: ST-EA-CP-M9017

3-Nitro-L-phenylalanine

CAS: 19883-74-0

3-Nitro-L-phenylalanine is a synthetic amino acid that has been shown to have antitumour activity. It inhibits the growth of cancer cells by interacting with the dehydrogenase enzyme in the reaction system and inhibiting the production of fatty acids and aldehydes. The nitro group on 3-Nitro-L-phenylalanine interacts with guanine, which prevents it from forming hydrogen bonds and stabilizing its structure. This destabilizes DNA structures and leads to cell death.

Formula: C₉H₁₀N₂O₄

Purity: Min. 95%

Molecular weight: 210.19 g/mol

Ref: 3D-FN50086