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C3647

Sigma-Aldrich

Z-L-Lys-SBzl hydrochloride

≥98% (TLC), suitable for ligand binding assays

Synonym(s):

N-α-Cbz-L-lysine thiobenzyl ester hydrochloride

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About This Item

Empirical Formula (Hill Notation):
C21H26N2O3S · HCl
CAS Number:
69861-89-8
Molecular Weight:
422.97
MDL number:
MFCD00058089
UNSPSC Code:
12352209
eCl@ss:
32160406
PubChem Substance ID:
24892633
NACRES:
NA.26

product name

Z-L-Lys-SBzl hydrochloride,

assay

≥98% (TLC)

Quality Level

200

form

powder

technique(s)

ligand binding assay: suitable

color

white

storage temp.

−20°C

SMILES string

Cl.NCCCC[C@H](NC(=O)OCc1ccccc1)C(=O)SCc2ccccc2

InChI

1S/C21H26N2O3S.ClH/c22-14-8-7-13-19(20(24)27-16-18-11-5-2-6-12-18)23-21(25)26-15-17-9-3-1-4-10-17;/h1-6,9-12,19H,7-8,13-16,22H2,(H,23,25);1H/t19-;/m0./s1

InChI key

PNDSXGXPDJRQAV-FYZYNONXSA-N

Related Categories

Application

Z-L-Lys-SBzl hydrochloride has been used as a thioesther substrate in photometric assay and as substrate in determining mast cell protease enzyme activity.

Biochem/physiol Actions

N-α-Cbz-L-lysine thiobenzyl ester (Z-L-Lys-SBzl) is used to identify and characterize specific protease/esterase/granzyme activities associated with lymphocyte cytoplasmic granules.

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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Sigma-Aldrich

B4875

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The isolation and purification of a dual specific mast cell-derived protease from parasitised caprine jejunal tissue
Macaldowie CN, et al.
Research in Veterinary Science, 64(1), 17-24 (1998)
The major component of Na-CBZ-L-lysine thiobenzyl ester (BLT)-specific proteases in cytoplasmic granules of murine intraepithelial lymphocytes is granzyme A.
Kato Y, Yokochi T, Sasaki K, et al.
Immunobiol., 196, 465-474 (1997)
B A Williams et al.
Experimental cell research, 233(1), 187-197 (1997-05-25)
The effect of 2-chloroadenosine (2CA), an adenosine receptor agonist, on the activation status of mouse natural killer (NK) cells was determined. Splenic lymphocytes incubated with 2CA exocytosed an NK cell-associated granzyme with N alpha-CBZ-L-lysine thiobenzyl ester (BLT) esterase activity in
Andrea Kocsis et al.
Journal of immunology (Baltimore, Md. : 1950), 185(7), 4169-4178 (2010-09-08)
The complement system, an essential part of the innate immune system, can be activated through three distinct routes: the classical, the alternative, and the lectin pathways. The contribution of individual activation pathways to different biological processes can be assessed by
Gregory D Rak et al.
PLoS biology, 9(9), e1001151-e1001151 (2011-09-21)
Accumulation of filamentous actin (F-actin) at the immunological synapse (IS) is a prerequisite for the cytotoxic function of natural killer (NK) cells. Subsequent to reorganization of the actin network, lytic granules polarize to the IS where their contents are secreted
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