14235-18-8

Basic information

• Product Name: H-D-Phe-pNA
• Synonyms: Benzenepropanamide,a-amino-N-(4-nitrophenyl)-, (R)-;Hydrocinnamanilide, a-amino-4'-nitro-, D- (8CI); D-Phenylalanine p-nitroanilide
• CAS NO: 14235-18-8
• Molecular Formula: C₁₅H₁₅N₃O₃
• Molecular Weight: 285.302
• Mol File: 14235-18-8.mol
• Article Data: 11

Chemical Properties

• Appearance: /
• Storage Temp.: Store at 0°C
• CAS DataBase Reference: H-D-Phe-pNA(CAS DataBase Reference)
• NIST Chemistry Reference: H-D-Phe-pNA(14235-18-8)
• EPA Substance Registry System: H-D-Phe-pNA(14235-18-8)

Safety Data

• Hazardous Substances Data: 14235-18-8(Hazardous Substances Data)

Usage

Uses

D-Phenylalanine 4-Nitroanilide is a chromogenic substrate.

Upstream product

• 100-01-6 4-nitro-aniline 
• 2448-45-5 Cbz-D-Phe 
• 14235-15-5 N-(benzyloxycarbonyl)-D-phenylalanine p-nitroanilide 
• 13734-34-4 N-tert-butoxycarbonyl-L-phenylalanine 
• 5241-58-7 L-Phenylalanine amide 
• 586-78-7 para-nitrophenyl bromide 
• 100-00-5 4-chlorobenzonitrile 
• 97885-48-8 N-(1,1-dimethylethoxycarbonyl)-L-phenylalanine N-(4-nitrophenyl)amide 
• 61043-41-2 H-Ala-Ala-Phe-p-nirtoanilide 
• 14235-15-5 benzyl (S)-(1-((4-nitrophenyl)amino)-1-oxo-3-phenylpropan-2-yl)carbamate 

Downstream Products

• 63-91-2 L-phenylalanine 
• 100-01-6 4-nitro-aniline 
• 70968-17-1 Boc-Leu-Phe-pNA 
• 1003593-24-5 ((S)-1-[(S)-1-(4-nitrophenylcarbamoyl)-2-phenylethylcarbamoyl]-2-{4-[1-(2,2,6,6-tetraethyl-4-methoxypiperidin-1-yloxy)ethyl]benzyloxy}ethyl)carbamic acid tert-butyl ester 
• 186023-51-8 ((S)-1-{(S)-2-(4-Methoxy-phenyl)-4-[(S)-1-(4-nitro-phenylcarbamoyl)-2-phenyl-ethylcarbamoyl]-oxazolidine-3-carbonyl}-2-methyl-propyl)-carbamic acid 9H-fluoren-9-ylmethyl ester 
• 186023-46-1 ((S)-2-Methyl-1-{(S)-4-[(S)-1-(4-nitro-phenylcarbamoyl)-2-phenyl-ethylcarbamoyl]-oxazolidine-3-carbonyl}-propyl)-carbamic acid 9H-fluoren-9-ylmethyl ester 
• 186023-50-7 (S)-3-((S)-2-Amino-3-methyl-butyryl)-2,2-dimethyl-oxazolidine-4-carboxylic acid [(S)-1-(4-nitro-phenylcarbamoyl)-2-phenyl-ethyl]-amide 
• 74569-62-3 N-tert-butyloxyacetylphenylalanine p-nitroanilide 
• 63276-82-4 benzyloxycarbonylglycyl-glycyl-phenylalanine p-nitroanilide 
• 135682-47-2 N-3-carboxy-2-propenoylphenylalanine p-nitroanilide 
• 673-06-3 D-(R)-phenylalanine 
• 14492-14-9 met-Phe 

Relevant articles and documents

A molecular probe with both chromogenic and fluorescent units for detecting serine proteases

A molecular probe with L-phenylalanine p-nitroanilide and L-lysin 4-methylcoumaryl-7-amide, in which these amino acid derivatives are connected through a succinic-acid spacer, was prepared. Trypsin and papain were detected by blue-fluorescence emission of generated 7-amino-4-methylcoumarin (AMC). α-Chymotrypsin and nattokinase were detected from both the blue-fluorescence emission of AMC and the UV absorbance of p-nitroaniline. In addition, different time courses of p-nitroaniline and AMC were observed between the reaction of P1 with α-chymotrypsin and that with nattokinase. In the case of nattokinase, both the fluorescence emission and UV absorbance slowly increased. In contrast, the increasing UV absorbance was saturated at the early stage of the reaction of the present probe with chymotrypsin, whereas the fluorescence emission continuously increased in the following stages.

Synthesis of chiral amino acid anilides by ligand-free copper-catalyzed selective N-arylation of amino acid amides

An atom-economic, practical and cost-effective protocol for synthesis of chiral amino acid anilides via ligand-free copper-catalyzed selective C-N cross coupling of chiral amino acid amides and aryl halides, hetereoaryl halides and a vinyl bromide has been developed. No racemization occurred during the C-N coupling. A plausible mechanism is proposed. Copyright

Local and tunable n→π* interactions regulate amide isomerism in the peptoid backbone

We report that n→π* interactions are operative in peptoids and play a major role in controlling amide isomerism. These interactions can be tuned using α-chiral amide side chains known to promote peptoid folding. To our knowledge, this is the first report of n→π* interactions between amides in non-prolyl systems. Furthermore, we have characterized an n→π* interaction between backbone carbonyls and side chain aromatic rings that can dramatically stabilize the cis-amides required for peptoid helix formation. The tunability of both types of n→π* interactions in peptoids has significant implications for peptoid folding and could be exploited for the design of new peptoid architectures. Copyright