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N-Acetyl-DL-phenylalaninebeta-naphthylester structure, CAS 20874-31-1

N-Acetyl-DL-phenylalaninebeta-naphthylester

CAS Number20874-31-1

Synonymsbeta-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

Molecular FormulaC21H19NO3

Molecular Weight333.38000

Purity

Density1.2g/cm3

Boiling Point589.8ºC at 760mmHg

Melting Point

Flash Point

Appearancesolid

EINECS

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Cat. No.: 2A-9086729 Purity:
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Quality Control of [ 20874-31-1 ] SDS Specification MoL

Chemical & Physical Properties
CAS Number20874-31-1
Catalog No.2A-9086729
Chinese NameN-乙酰-DL-苯丙氨酸2-萘基酯
Synonymsbeta-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
Molecular FormulaC21H19NO3
Molecular Weight333.38000
Density1.2g/cm3
Boiling Point589.8ºC at 760mmHg
Appearancesolid
Storage Condition2-8°C, sealed, dry
ApplicationN-acetyl-DL-phenylalanine β-naphthyl ester is an aromatic amino acid ester used as a chromogenic substrate for chymotrypsin and microbial serine proteases (such as subtilisin) [1].
SMILESCC(=O)NC(Cc1ccccc1)C(=O)Oc1ccc2ccccc2c1
InChIInChI=1S/C21H19NO3/c1-15(23)22-20(13-16-7-3-2-4-8-16)21(24)25-19-12-11-17-9-5-6-10-18(17)14-19/h2-12,14,20H,13H2,1H3,(H,22,23)
InChI KeyBBXRRTJNJCPGBU-UHFFFAOYSA-N
Hazard Symbolstransportation
MSDSmsds/86729_2_20874_31_1.pdf
BioactivityN-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 >> Infection Signaling Pathways >> Others >> Others Research 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
Use ofN-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]. Properties Name β-naphthyl N-acetylphenylalaninate Synonym More Synonyms Biological Activity 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 >> Infection Signaling Pathways >> Others >> Others Research Areas >> Metabolic Disease 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 Molecular Formula C21H19NO3 Exact Mass 333.13600 PSA 55.40000 LogP 3.88350 Index of Refraction 1.618 InChIKey BBXRRTJNJCPGBU-UHFFFAOYSA-N
Transport InfoProduct name: Purity: 98.0%
MSDS Transport InfoModule 14. Shipping information 14.1 UN dangerous goods number European Land Transport Dangerous Regulations: -International Maritime Dangerous Regulations: -International Air Transport Dangerous Regulations: - 14.2 Names specified by the United Nations (UN) European Land Transport Dangerous Regulations: Non-dangerous goods IMDG Code: Non-dangerous goods International air transport dangerous goods regulations: non-dangerous goods 14.3 Transport hazard categories European Land Transport Dangerous Regulations: -International Maritime Dangerous Regulations: -International Air Transport Dangerous Regulations: - 14.4 Package group European Land Transport Dangerous Regulations: -International Maritime Dangerous Regulations: -International Air Transport Dangerous Regulations: - 14.5 Environmental hazards European Land Transport Dangerous Regulations: No International Maritime Transport Dangerous Regulations Maritime Pollutants: No International Air Transport Risk Regulations: No 14.6 Special reminder to users No data available
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