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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)

Quality Level

200

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
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
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
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
N E Mackenzie et al.
The Biochemical journal, 219(2), 437-444 (1984-04-15)
The kinetics of the trypsin-catalysed hydrolysis of the highly specific substrate N alpha-benzyloxycarbonyl-L-lysine p-nitrophenyl ester were studied under cryoenzymological conditions by 13C-n.m.r. spectroscopy at pH approx. 3.0. The kinetics of this reaction are shown to be in agreement with similar
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