19647-71-3

Basic information

• Product Name: Z-PHE-PNA
• Synonyms: Z-L-PHENYLALANINE 4-NITROANILIDE;Z-L-PHENYLALANINE P-NITROANILIDE;Z-PHE-PNA;Z-PHENYLALANINE-PNA;N-CARBOBENZOXY-L-PHENYLALANINEP-NITROANILIDE;N-CBZ-L-PHENYLALANINE P-NITROANILIDE;N-ALPHA-CARBOBENZOXY-L-PHENYLALANINE-P-NITROANILIDE;N-CBZ-L-Phenylalanine p-nitroanilide N-Carbobenzyloxy-L-phenylalanine p-nitroanilide
• CAS NO: 19647-71-3
• Molecular Formula: C₂₃H₂₁N₃O₅
• Molecular Weight: 419.43
• Product Categories: Amino Acids;I - Z;Modified Amino Acids
• Mol File: 19647-71-3.mol
• Article Data: 10

Chemical Properties

• Melting Point: 159 °C
• Boiling Point: 696.9±55.0 °C(Predicted)
• Appearance: /
• Density: 1.319±0.06 g/cm3(Predicted)
• Storage Temp.: 2-8°C
• PKA: 10.98±0.46(Predicted)
• CAS DataBase Reference: Z-PHE-PNA(CAS DataBase Reference)
• NIST Chemistry Reference: Z-PHE-PNA(19647-71-3)
• EPA Substance Registry System: Z-PHE-PNA(19647-71-3)

Safety Data

• WGK Germany: 3
• Hazardous Substances Data: 19647-71-3(Hazardous Substances Data)

Usage

Chemical Properties

White crystalline powder

Uses

Z-L-Phe-pNA is a chromogenic substrate.

Upstream product

• 1161-13-3 N-Cbz-L-Phe 
• 134393-23-0 N,N'-bis(4-nitrophenyl)phospheneimidous amide 
• 2448-45-5 Cbz-D-Phe 
• 100-01-6 4-nitro-aniline 

Downstream Products

• 2360-97-6 L-phenylalanine-p-nitroanilide 
• 78106-64-6 H-Phe-pNA*HBr 
• 1161-13-3 N-Cbz-L-Phe 
• 100-01-6 4-nitro-aniline 
• 2440-62-2 N-(3-carboxypropionyl)-L-phenylalanine p-nitroanilide 
• 85704-49-0 Boc-Tyr-Leu-Phe-pNA 
• 82155-60-0 Suc-Tyr-Leu-Phe-pNA 
• 85697-94-5 H-Tyr-Leu-Phe-pNA*HCl 
• 70968-17-1 Boc-Leu-Phe-pNA 
• 75651-89-7 H-Leu-Phe-pNA*HCl 
• 102292-77-3 Boc-L-Tyr-D-Leu-L-Phe-pNA 
• 99251-92-0 Suc-L-Tyr-D-Leu-L-Phe-pNA 
• 99242-15-6 H-D-Leu-L-Phe-pNA 
• 102292-75-1 Boc-D-Leu-L-Phe-pNA 

Relevant articles and documents

Ligand-Accelerated Palladium(II)-Catalyzed Enantioselective Amination of C(sp2)-H Bonds

The first example of the Pd(II)-catalyzed enantioselective amination of aryl C-H bonds is reported. The key to the successful realization of this asymmetric catalytic transformation was the identification of mono-N-protected α-amino-O-methylhydroxamic acid (MPAHA) ligands, which promote reactivity under mild conditions and control enantioselectivity. The counteranions in the solvent medium, hexafluoroacetylacetate and acetate, were also found to play key roles in stereocontrol and reactivity enhancement.

Amidase activity of phosphonate TSA-built polymer catalysts derived from organic monomers in the amidolysis of amino acid p-nitroanilides

Highly crosslinked transition state analogue imprinted macromatric polymer catalysts having imidazole, carboxyl and hydroxyl functional groups in the catalytic sites were synthesized as chymotrypsin mimics using achiral organic monomers 4-vinylimidazole, methacrylic acid, allyl alcohol and phenyl-1-(N-benzyloxycarbonylamino)-2-(phenyl)ethyl phosphonate (transition state analogue of ester and amide hydrolytic reactions) as the template. The catalytic properties of the enzyme mimics were investigated in the amidolytic reactions of L-amino acid p-nitroanilides and correlated to the amidase activities of the catalysts derived from chiral methacryloyl-L-amino acid monomers methacryloyl-L-histidine, methacryloyl-L-aspartic acid and methacryloyl-L-serine. A two-fold enhancement in rate acceleration, substrate specificity, substrate shape-selectivity and stereoselectivity was observed for polymers made up of flexible amino acid monomers compared to the copolymers of organic monomers. The pre-polymerization complex of TSA with methacryloyl-L-amino acid monomers fabricates specific 3D-memory cavity preferentially of L-enantiomer of the TSA in the polymer matrix while the achiral organic monomers designs both L- and D- cavities The effect of crosslink density on the catalytic efficiencies of the polymer catalysts was also investigated. Replacement of allyl alcohol by vinylpyridine afforded catalyst with better enzymatic activity.

A convenient synthesis of amino acid arylamides utilizing methanesulfonyl chloride and N-methylimidazole

N-Cbz-protected amino acids reacted with various aryl-amines in the presence of methanesulfonyl chloride and N-methylimidazole in dichloromethane to give the corresponding arylamides in high yields. No obvious racemization was observed under the mild conditions. Georg Thieme Verlag Stuttgart - New York.