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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:
2179-15-9
Molecular Weight:
437.87
EC Number:
218-546-5
MDL number:
MFCD00039055
UNSPSC Code:
12352209
eCl@ss:
32160406
PubChem Substance ID:
24892631
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

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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.
Biological chemistry, 382(5), 871-874 (2001-08-24)
Unripe fruit extracts of Bromelia balansae Mez (Bromeliaceae), whose principal endopeptidase is balansain I (isolated for anion exchange chromatography: pI = 5.45, molecular weight = 23192), exhibit a pH profile with a maximum activity around pH 9.0 and are inhibited
Paul V Attwood et al.
Analytical biochemistry, 334(2), 382-389 (2004-10-21)
Mass spectrometry offers a potential means of measuring virtually all enzyme-catalyzed reactions by simultaneously measuring the concentrations of substrates, products, and intermediates where there are differences in mass between them. To perform these measurements the reaction mixture must be aged
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
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
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
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