CAS 20874-31-1|Phenylalanine,N-acetyl-, 2-naphthalenyl ester
| Common Name | Phenylalanine,N-acetyl-, 2-naphthalenyl ester | ||
|---|---|---|---|
| CAS Number | 20874-31-1 | Molecular Weight | 333.38000 |
| Density | 1.2g/cm3 | Boiling Point | 589.8ºC at 760mmHg |
| Molecular Formula | C21H19NO3 | Melting Point | / |
| MSDS | USA | Flash Point | 310.5ºC |
Names
| Name | β-naphthyl N-acetylphenylalaninate |
|---|---|
| Synonym | More Synonyms |
BiologicalActivity
| Description | N-Acetyl-DL-phenylalanine β-naphthyl ester is an aromatic amino acid ester, which functions as a chromogenic substrate for chymotrypsin and microbial serine proteases such as subtilisin[1]. |
|---|---|
| Related Catalog | Research Areas >>InfectionSignaling Pathways >>Others >>OthersResearch Areas >>Metabolic Disease |
| In Vitro | N-Acetyl-DL-phenylalanine β-naphthyl ester is hydrolyzed in the body by the esterase (APNEase) catalytic action at neutral pHs. APNEase level involves with many muscle wasting conditions suggest the possibility that it may be involved in the turnover and pathological breakdown of muscle proteins[1]. N-Acetyl-DL-phenylalanine β-naphthyl ester (0.75 mM, DMF; 3 min) as substrate and o-Dianisidine tetrazotized (oD) as the dye, allow the assessment of protease inhibitory activity directly from the yeast P. pastoris expression media[2]. N-Acetyl-DL-phenylalanine β-naphthyl ester (0.75 mM, DMF; 3 min) (2.4 g/L) provides a visualization result with stained agar gel via the diazo coupling of the β-naphtol produced by the enzymatic hydrolysis of N-Acetyl-DL-phenylalanine β-naphthyl ester (APNE). Circular zones containing inhibitor-proteinase complexes remain coloress while the region containing only proteinase shows a bright pink-purple color[3]. N-Acetyl-DL-phenylalanine β-naphthyl ester (5 mg/40 mL) has application: determine the class of peptidase in mouse plasma. The enzyme was displayed by immunoprecipitation with antiserum in radial immunodiffusion. After removal of non-precipitated serum and other constituents by washing in excess saline, individual rings of immunoprecipitate were incubated in a solution of a protease inhibitor, followed by washing and staining with the chromogenic substrate (NAPBNE and fast blue B), the picture can be photographed over direct lighting[4]. |
| References | [1]. Kar NC, et al. Acetyl-DL-phenylalanine beta-naphthyl esterase activity in human muscle disease. Biochem Med. 1978 Aug. 20(1):63-9. [2]. Yakoby N, et al. A simple method to determine trypsin and chymotrypsin inhibitory activity. J Biochem Biophys Methods. 2004 Jun 30. 59(3):241-51. [3]. Kourteva I, et al. Assay for enzyme inhibition: detection of natural inhibitors of trypsin and chymotrypsin. Anal Biochem. 1987 May 1. 162(2):345-9. [4]. Darani HY, et al. An association between Schistosoma mansoni worms and an enzymatically-active protease/peptidase in mouse blood. Parasitology. 2008 Apr. 135(4):467-72. [5]. P Tsung, et al. Isolation of an N-acetyl-DL-phenylalanine beta-naphthyl esterase from rabbit peritoneal polymorphonuclear leukocytes. Biochim Biophys Acta. 1975 Sep 22;403(1):98-105. |
Chemical & Physical Properties
| Density | 1.2g/cm3 |
|---|---|
| Boiling Point | 589.8ºC at 760mmHg |
| Molecular Formula | C21H19NO3 |
| Molecular Weight | 333.38000 |
| Flash Point | 310.5ºC |
| Exact Mass | 333.13600 |
| PSA | 55.40000 |
| LogP | 3.88350 |
| Vapour Pressure | 6.93E-14mmHg at 25°C |
| Index of Refraction | 1.618 |
| InChIKey | BBXRRTJNJCPGBU-UHFFFAOYSA-N |
| SMILES | CC(=O)NC(Cc1ccccc1)C(=O)Oc1ccc2ccccc2c1 |
Safety Information
| Personal Protective Equipment | Eyeshields;Gloves;type N95 (US);type P1 (EN143) respirator filter |
|---|---|
| RIDADR | NONH for all modes of transport |
Articles9
More Articles| A simple method to determine trypsin and chymotrypsin inhibitory activity. J. Biochem. Biophys. Methods 59 , 241-251, (2004) A colorimetric method for serine protease inhibition was modified using N-Acetyl-DL-Phenylalanine beta-Naphthylester (APNE) as the substrate and o-Dianisidine tetrazotized (oD) as the dye. The reactio... | |
| An association between Schistosoma mansoni worms and an enzymatically-active protease/peptidase in mouse blood. Parasitology 135 , 467-472, (2008) An enzyme found previously in extracts of adult Schistosoma mansoni worms, that hydrolysed the chromogenic substrate N-acetyl-DL-phenylalanine beta-naphthyl-ester, has here been further investigated a... | |
| Involvement of proteases in the action of IFN-gamma on WISH cells. J. Interferon Cytokine Res. 22(8) , 847-52, (2002) This study investigates the possible involvement of serine proteases in interferon-gamma (IFN-gamma) activity on WISH cells. It was observed that inhibition of (3)H-thymidine incorporation induced by ... |
Synonyms
| beta-naphthyl N-acetylphenylalaninate |
| APNE |
| N-Acetyl-DL-phenylalanin-[2]naphthylester |
| N-acetyl-DL-phenylalanine-[2]naphthyl ester |
| naphthalen-2-yl 2-acetamido-3-phenylpropanoate |
| mv1 |
