55533-25-0

Basic information

• Product Name: Boc-p(NH-Z)-L-Phe-OH
• Synonyms: N-ALPHA-BOC-L-PHENYLALANINE-4-(BENZYLOXYCARBONYLAMINO) DICYCLOHEXYLAMINE SALT;N-ALPHA-T-BUTOXYCARBONYL-(4-CARBOBENZOXY-AMINO)-L-PHENYLALANINE;N-ALPHA-TERT-BUTYLOXYCARBONYL-4-(BENZYLOXYCARBONYL)AMINO-L-PHENYLALANINE DICYCLOHEXYLAMINE;N-ALPHA-T-BUTOXYCARBONYL-(P-CARBOBENZOXY-AMINO)-L-PHENYLALANINE;BOC-4-(BENZYLOXYCARBONYLAMINO)-L-PHENYLALANINE DICYCLOHEXYLAMINE SALT;BOC-4-(Z-AMINO)-L-PHENYLALANINE;BOC-4-(Z-AMINO)-L-PHENYLALANINE DICYCLOHEXYLAMMONIUM SALT;BOC-P(NH-Z)-L-PHE-OH
• CAS NO: 55533-25-0
• Molecular Formula: C₂₂H₂₆N₂O₆
• Molecular Weight: 595.77
• Product Categories: Amino Acids
• Mol File: 55533-25-0.mol

Chemical Properties

• Appearance: /
• Storage Temp.: 2-8°C
• CAS DataBase Reference: Boc-p(NH-Z)-L-Phe-OH(CAS DataBase Reference)
• NIST Chemistry Reference: Boc-p(NH-Z)-L-Phe-OH(55533-25-0)
• EPA Substance Registry System: Boc-p(NH-Z)-L-Phe-OH(55533-25-0)

Safety Data

• Hazardous Substances Data: 55533-25-0(Hazardous Substances Data)

Usage

Chemical Properties

White powder

Upstream product

• 55533-24-9 L-N-tert-butoxycarbonyl-p-aminophenylalanine 
• 501-53-1 benzyl chloroformate 
• 24424-99-5 di-tert-butyl dicarbonate 
• 949-99-5 4-nitro-3-phenyl-L-alanine 
• 33305-77-0 Boc-Phe(p-NO₂)-OH 
• 80994-44-1 {[(tert-butoxycarbonyl)oxy]amino}(phenyl)acetonitrile 

Downstream Products

• 47312-45-8 (S)-2-amino-3-[4-(benzyloxycarbonylamino)phenyl]propionic acid 
• 219309-34-9 (S)-3-(4-Benzyloxycarbonylamino-phenyl)-2-(2-{2-[(S)-2-(4-benzyloxycarbonylamino-phenyl)-1-carboxy-ethylcarbamoyl]-phenyldisulfanyl}-benzoylamino)-propionic acid 
• 1220668-29-0 Boc-4-(NHCbz)Phe-Leu-Pro-OMe 

Relevant articles and documents

BISAMINO BENZYLPIPERAZINE DIONE, AMIDE ACID POLYMER AND POLYIMIDE, AND HOLLOW POLYIMIDE PARTICLE AND MANUFACTURING METHOD THEREFOR

PROBLEM TO BE SOLVED: To provide polyimide which is rigid, easily powdered, and excellent in chemical resistance, heat resistance, or the like, an amide acid polymer useful as a manufacturing intermediate of the polyimide, an amide acid polymer useful as

Potent and Highly Selective Inhibitors of the Proteasome Trypsin-like Site by Incorporation of Basic Side Chain Containing Amino Acid Derived Sulfonyl Fluorides

A unique category of basic side chain containing amino acid derived sulfonyl fluorides (SFs) has been synthesized for incorporation into new proteasome inhibitors targeting the trypsin-like site of the 20S proteasome. Masking the former α-amino functionality of the amino acid starting derivatives as an azido functionality allowed an elegant conversion to the corresponding amino acid derived sulfonyl fluorides. The inclusion of different SFs at the P1 site of a proteasome inhibitor resulted in 14 different peptidosulfonyl fluorides (PSFs) having a high potency and an excellent selectivity for the proteolytic activity of the β2 subunit over that of the β5 subunit. The results of this study strongly indicate that a free N-terminus of PSFs inhibitors is crucial for high selectivity toward the trypsin-like site of the 20S proteasome. Nevertheless, all compounds are slightly more selective for inhibition of the constitutive over the immunoproteasome.

Development of active center-directed plasmin and plasma kallikrein inhibitors and studies on the structure-inhibitory activity relationship

The molecule of trans-4-aminomethylcyclohexanecarbonylphenylalanine 4- carboxymethylanilide (8), which is a potent and selective inhibitor of plasma kallikrein, can be divided into three parts (P1, P1 and P2), each of which contains one of the rings. In order to study the role of each part in the manifestation of potent and selective inhibitory activity and the relationship between the structure and inhibitory activities toward plasmin, plasma kallikrein, urokinase and thrombin, each part was substituted with various other moieties to give many kinds of analogs and their inhibitory activities against the above enzymes were examined. Among them, trans-4- aminomethylcyclohexanecarbonyl-O-2-bromobenzyloxycarbonyltyrosine 4- acetylanilide (12) inhibited plasmin and plasma kallikrein with IC50 values of 2.3 x 10-7 M and 3.7 x 10-7 M, and K(i) values of 1.2 x 10-7 M and 1.3 x 10-7 M, respectively.

Synthesis of highly μ and δ opioid receptor selective peptides containing a photoaffinity group

A series of cyclic, conformationally constrained photolabile peptides related to the enkephalins and to somatostatin were designed and synthesized in an effort to develop highly selective and potent peptides for the δ and μ opioid receptors. The following new peptides were prepared and tested for their δ opioid receptor potency and selectivity in the guinea pig ileum assay, the mouse vas deferens assay, and the rat brain binding assay: H-Tyr-D-Pen-Gly-p-NH2Phe-D-Pen-OH (1, [p-NH2Phe4]DPDPE) and H-Tyr-D-Pen-Gly-p-N3Phe-D-Pen-OH (2, [p-N3Phe4]DPDPE). The following new peptides were prepared and tested for their μ opioid receptor potency and selectivity in the same assays: H-D-Phe-Cys-p-NH2Phe-D-Trp-Lys-Thr-Pen-Thr-NH2 (3, [p-NH2Phe3]CTP) and D-Phe-Cys-p-N3Phe-D-Trp-Lys-Thr-Pen-Thr-NH2 (4, [p-N3Phe3]CTP). The δ selective photoaffinity peptide 2 displayed both high affinity (IC50 = 9.5 nM) and good selectivity (IC50 μ/IC50 δ = 1053) as an agonist at δ opioid receptors in bioassays, and 2 also displayed moderate affinity (33 nM) and excellent selectivity (IC50 μ/IC50 δ = 110) for rat brain δ opioid receptors. The μ selective photoaffinity peptide 4 displayed very weak affinity (8% contraction at 300 nM) at μ opioid receptors in bioassays, but good affinity (IC50 = 48.6 nM) and excellent selectivity (IC50 δ/IC50 μ = 412) for the rat brain μ opioid receptors. These conformationally constrained cyclic photoaffinity peptides may be useful tools to investigate the pharmacology of δ and μ opioid receptors.