7763-16-8

Basic information

• Product Name: Z-GLN-ONP
• Synonyms: BENZYLOXYCARBONYL-L-GLUTAMINE 4-NITROPHENYL ESTER;BENZYLOXYCARBONYL-L-GLUTAMINE P-NITROPHENYL ESTER;N-BENZYLOXYCARBONYL-L-GLUTAMINE 4-NITROPHENYL ESTER;N-ALPHA-CBZ-L-GLUTAMINE P-NITROPHENYL ESTER;N-ALPHA-CARBOBENZOXY-L-GLUTAMINE P-NITROPHENYL ESTER;Z-GLN-ONP;Z-GLUTAMINE-ONP;Z-L-GLUTAMINE 4-NITROPHENYL ESTER
• CAS NO: 7763-16-8
• Molecular Formula: C₁₉H₁₉N₃O₇
• Molecular Weight: 401.37
• EINECS: 231-854-4
• Product Categories: Amino Acid Derivatives
• Mol File: 7763-16-8.mol
• Article Data: 2

Chemical Properties

• Boiling Point: 690.4 °C at 760 mmHg
• Flash Point: 371.3 °C
• Appearance: /
• Density: 1.357 g/cm³
• Vapor Pressure: 6.56E-19mmHg at 25°C
• Refractive Index: 1.596
• Storage Temp.: −20°C
• CAS DataBase Reference: Z-GLN-ONP(CAS DataBase Reference)
• NIST Chemistry Reference: Z-GLN-ONP(7763-16-8)
• EPA Substance Registry System: Z-GLN-ONP(7763-16-8)

Safety Data

• WGK Germany: 3
• RTECS: 231-854-4
• F: 3-10-21
• Hazardous Substances Data: 7763-16-8(Hazardous Substances Data)

Usage

General Description

Z-GLN-ONP, also referred to as Z-Q-ONP, is a chemical compound used predominantly in scientific research, specifically in enzymology and biochemistry studies. The compound is often used as a substrate to measure the activity of certain enzymes, specifically those that can cleave peptide bonds, such as Glutamyl Aminopeptidase. Its full chemical name is benzyloxycarbonyl-L-glutaminyl-4-nitroanilide. When cleaved by the suitable enzyme, this compound releases a yellow-colored product that can be easily detected, facilitating the measurement of the enzyme's activity.

InChI:InChI=1/C19H19N3O7/c20-17(23)11-10-16(21-19(25)28-12-13-4-2-1-3-5-13)18(24)29-15-8-6-14(7-9-15)22(26)27/h1-9,16H,10-12H2,(H2,20,23)(H,21,25)

Upstream product

• 501-53-1 benzyl chloroformate 
• 1155-62-0 N-benzyloxycarbonyl-L-glutamic acid 
• 56-86-0 L-glutamic acid 
• 100-02-7 4-nitro-phenol 
• 2650-64-8 Cbz-L-Gln 
• 658-78-6 1-nitro-4-trifluoroacetoxy-benzene 
• 7693-46-1 4-Nitrophenyl chloroformate 
• 49761-26-4 N-benzyloxycarbonyl-L-glutamic acid bis(4-nitrophenyl)ester 

Downstream Products

• 28252-59-7 Z-Gln(Mbh)-ONp 
• 110484-34-9 Z-Thr(tBu)-Ile-Glu(OtBu)-Gln-Glu(OtBu)-OH 
• 110484-39-4 Z-Lys(Boc)-Gln-Ala-Lys(Boc)-OtBu 
• 110484-44-1 Z-Ile-Glu(OtBu)-Gln-Glu(OtBu)-OH 
• 110484-42-9 Z-Glu(OtBu)-Gln-Glu(OtBu)-OH 
• 79432-27-2 Z-Glu(OBu^t)-Gln-Lys(Boc)-Tyr-Ser-Phe-OBu^t 
• 79432-30-7 H-Glu(OBu^t)-Gln-Lys(Boc)-Tyr-Ser-Phe-OBu^t 
• 79432-61-4 H-Glu-Gln-Lys-Tyr-Ser-Phe-OH 
• 79432-26-1 H-Gln-Lys(Boc)-Tyr-Ser-Phe-OBu^t 
• 138541-08-9 Z-L-Thr(tBu)-L-Gln-L-Glu(OtBu)-L-Lys(Boc)-OPh 
• 138541-07-8 Z-L-Gln-L-Glu(OtBu)-L-Lys(Boc)-OPh 
• 110484-31-6 Z-L-Thr(tBu)-L-Gln-L-Glu(OtBu)-OH 
• 138541-11-4 H-L-Thr(tBu)-L-Gln-L-Glu(OtBu)-L-Lys(Boc)-OPh*TosOH 
• 73535-32-7 Z-Gln-Asp(OBzl)-Ser-Ser-NHNHBoc 

Relevant articles and documents

Peptide coupling of unprotected amino acids through in situ p-nitrophenyl ester formation

Several series of dipeptides and tripeptides were prepared via an activation-coupling method involving the in situ formation of a p-nitrophenyl ester of an (N-protected) amino acid, followed by coupling with an unprotected amino acid in partially aqueous solutions. The resulting peptide is easily isolated by precipitation. In general, the yields obtained are good to excellent and racemization is minimal. This method is particularly advantageous with respect to its simplicity and lack of obligatory side chain protection/deprotection steps.