2212-69-3

Basic information

• Product Name: Z-LYS(BOC)-ONP
• Synonyms: N-ALPHA-BENZYLOXYCARBONYL-N-EPSILON-BOC-L-LYSINE 4-NITROPHENYL ESTER;N-ALPHA-BENZYLOXYCARBONYL-N-EPSILON-T-BUTYLOXYCARBONYL-L-LYSINE P-NITROPHENYL ESTER;N-ALPHA-Z-N-EPSILON-BOC-L-LYSINE4-NITROPHENYL ESTER;Z-N-EPSILON-BOC-L-LYSINE 4-NITROPHENYL ESTER;Z-N-EPSILON-BOC-L-LYSINE P-NITROPHENYL ESTER;Z-LYS(BOC)-ONP;Z-LYSINE(BOC)-ONP;N-EPSILON-T-BOC-NA-CBZ-L-LYSINE P-*NITROPHENYL ESTER
• CAS NO: 2212-69-3
• Molecular Formula: C₂₅H₃₁N₃O₈
• Molecular Weight: 501.53
• Product Categories: Amino Acid Derivatives
• Mol File: 2212-69-3.mol

Chemical Properties

• Melting Point: 93.5-94.5 °C
• Boiling Point: 676.9 °C at 760 mmHg
• Flash Point: 363.2 °C
• Appearance: /Solid
• Density: 1.234g/cm³
• Vapor Pressure: 3.5E-18mmHg at 25°C
• Refractive Index: 1.554
• Storage Temp.: 2-8°C
• PKA: 10.61±0.46(Predicted)
• CAS DataBase Reference: Z-LYS(BOC)-ONP(CAS DataBase Reference)
• NIST Chemistry Reference: Z-LYS(BOC)-ONP(2212-69-3)
• EPA Substance Registry System: Z-LYS(BOC)-ONP(2212-69-3)

Safety Data

• WGK Germany: 3
• F: 8
• Hazardous Substances Data: 2212-69-3(Hazardous Substances Data)

Usage

Chemical Properties

White powder

InChI:InChI=1/C25H31N3O8/c1-25(2,3)36-23(30)26-16-8-7-11-21(27-24(31)34-17-18-9-5-4-6-10-18)22(29)35-20-14-12-19(13-15-20)28(32)33/h4-6,9-10,12-15,21H,7-8,11,16-17H2,1-3H3,(H,26,30)(H,27,31)

Upstream product

• 100-02-7 4-nitro-phenol 
• 2389-60-8 Z-Lys(Boc)-OH 
• 25887-81-4 bis(p-nitrophenyl)sulfite 
• 2212-76-2 N^α-benzyloxycarbonyl-N^ε-tert-butyloxycarbonyl-L-lysine dicyclohexylamine salt 
• 1070-19-5 N-(tert-butyloxycarbonyl) azide 
• 2212-75-1 N₂-[(benzyloxy)carbonyl]-L-lysine 
• 7693-46-1 4-Nitrophenyl chloroformate 

Downstream Products

• 40290-73-1 Z-Lys(Boc)-Lys(Boc)-OtBu 
• 21869-27-2 N-(N^α-carbobenzoxy-N^ε-tert-butoxycarbonyl-L-lysyl)glycine ethyl ester 
• 14344-66-2 N^α-Benzyloxycarbonyl-N^ε-tert.-butoxycarbonyl-Lys-Phe-methylester 
• 55299-46-2 Z-Lys(Boc)-Ala-Ala-OEt 
• 128404-11-5 N^α-benzyloxycarbonyl-N^ε-tert-butyloxycarbonyl-lysyl-serine 
• 136896-88-3 2-((S)-2-Benzyloxycarbonylamino-6-tert-butoxycarbonylamino-hexanoylamino)-3-[3'-(2-benzyloxycarbonyl-2-tert-butoxycarbonylamino-ethyl)-4,4'-dimethoxy-biphenyl-3-yl]-propionic acid methyl ester 
• 55322-38-8 (α-Benzyloxycarbonyl-ε-tert-butoxycarbonyllysyl)prolylarginine 
• 79432-23-8 Z-Lys(Boc)-Tyr-Ser-Phe-OBu^t 
• 79432-31-8 Z-Lys(Boc)-Glu(OBu^t)-Gln-Lys(Boc)-Tyr-Ser-Phe-OBu^t 
• 97391-54-3 Z-Lys(Boc)-Asn-Asn-Ile-Ala-O-t-Bu 
• 73585-07-6 Z-Lys(Boc)-Gly-Glu(OtBu)-OtBu 
• 74216-26-5 Z-Lys(Boc)-Asn-Ala-OMe 
• 73585-08-7 Z-Lys(Boc)-Lys(Boc)-Gly-Glu(OtBu)-OtBu 
• 4583-23-7 Z-L-Lys(BOC)-L-Pro-OH 

Relevant articles and documents

SULFOXONIUM YLIDE DERIVATIVES AS PROBES FOR CYSTEINE PROTEASE

The present invention relates to compounds of formula I bearing a sulfoxonium ylide moiety as warhead, or salts thereof. Such compounds can be used as activity-based probes for cysteine proteases such as cathepsin X, in methods of detecting cysteine protease activity and in related diagnostic or therapeutic methods.

Fairly marked enantioselectivity for the hydrolysis of amino acid esters by chemically modified enzymes

The hydrolysis (deacylation) of enantiomeric substrates by the chemically modified enzymes decanoyl-α-chymotrypsin and decanoyl-trypsin was studied. Reaction activity for decanoyl-α-chymotrypsin was lower than that for the native enzyme, although intriguingly the enantioselectivity was markedly enhanced as compared with the native enzyme. In particular, the apparently complete enantioselective catalysis was attained for the hydrolytic cleavage of p-nitrophenyl N-dodecanoyl- D(L)-phenylalaninates. The enhancement of enantioselectivity, however, was not observed for decanoyl-trypsin. These results suggest that the chemically modified α-chymotrypsin by addition of hydrophobic groups has promoted enantioselectivity for the hydrolysis of hydrophobic esters.