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Key Documents

C3637

Sigma-Aldrich

Z-L-Lys-ONp hydrochloride

≥98% (HPLC)

Synonym(s):

N2-[(phenylmethoxy)carbonyl]-L-lysine 4-nitrophenyl ester hydrochloride (1:1) 

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About This Item

Empirical Formula (Hill Notation):
C20H23N3O6 · HCl
CAS Number:
Molecular Weight:
437.87
EC Number:
MDL number:
UNSPSC Code:
12352209
eCl@ss:
32160406
PubChem Substance ID:
NACRES:
NA.26

product name

Z-L-Lys-ONp hydrochloride,

Assay

≥98% (HPLC)

form

powder

color

white to off-white

solubility

methanol: 50 mg/mL, clear, colorless to faintly yellow

storage temp.

−20°C

SMILES string

Cl[H].NCCCC[C@H](NC(=O)OCc1ccccc1)C(=O)Oc2ccc(cc2)[N+]([O-])=O

InChI

1S/C20H23N3O6.ClH/c21-13-5-4-8-18(22-20(25)28-14-15-6-2-1-3-7-15)19(24)29-17-11-9-16(10-12-17)23(26)27;/h1-3,6-7,9-12,18H,4-5,8,13-14,21H2,(H,22,25);1H/t18-;/m0./s1

InChI key

JFZLPXVXTZKFDV-FERBBOLQSA-N

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Application

Z-L-Lys-ONp hydrochloride has been used as a substrate for trypsin to monitor hydrolysis reaction using mass spectroscopy studies.

Biochem/physiol Actions

N-α-carbobenzoxy-L-lysine-p-nitrophenyl ester (Z-L-Lys-ONp) is a para-nitrophenol ester of N-CBZ-L-lysine. Z-L-Lys-ONp and other N-CBZ-amino acid p-nitrophenol esters are chromogenic substrates used for the differentiation and characterization of proteases and endopeptidases. It acts as a substrate for bromelain.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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M F Pardo et al.
Journal of agricultural and food chemistry, 48(9), 3795-3800 (2000-09-20)
A new plant endopeptidase was obtained from unripe fruits of Bromelia balansae Mez (Bromeliaceae). Crude extracts were partially purified by ethanol fractionation. This preparation (redissolved ethanol precipitate, REP) showed maximum activity at pH 8.8-9.2, was very stable even at high
Susana R Morcelle et al.
Fitoterapia, 75(5), 480-493 (2004-07-21)
As part of a screening of latex endopeptidases from plants growing in Argentina, the presence of proteolytic activity in the latex of Funastrum clausum stems is reported. The proteases present in the crude extract showed the main characteristics of the
Constanza Liggieri et al.
Acta biochimica et biophysica Sinica, 41(2), 154-162 (2009-02-11)
Most of the species belonging to Asclepiadaceae family usually secrete an endogenous milk-like fluid in a network of laticifer cells in which sub-cellular organelles intensively synthesize proteins and secondary metabolites. A new papain-like endopeptidase (asclepain c-II) has been isolated and
P Ascenzi et al.
European journal of biochemistry, 267(4), 1239-1246 (2000-02-15)
Kinetics for the hydrolysis of the chromogenic active-site titrant N alpha-(N,N-dimethylcarbamoyl)-alpha-azaornithine p-nitrophenyl ester (Dmc-azaOrn-ONp) catalysed by bovine beta-trypsin, bovine alpha-thrombin, bovine Factor Xa, human alpha-thrombin, human Factor Xa, human Lys77-plasmin, human urinary kallikrein, Mr 33 000 and Mr 54 000
Z X Wang et al.
Biochimica et biophysica acta, 1388(1), 84-92 (1998-10-17)
The kinetic theory of the substrate reaction during modification of enzyme activity has been applied to study the inactivation kinetics of enzymes by denaturant. However, an important problem related to the determination of the inactivation rate constants has not been

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