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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 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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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
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)
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)
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
C M Kam et al.
Biochimica et biophysica acta, 1477(1-2), 307-323 (2000-03-10)
Natural killer (NK) and cytotoxic T-lymphocytes (CTLs) kill cells within an organism to defend it against viral infections and the growth of tumors. One mechanism of killing involves exocytosis of lymphocyte granules which causes pores to form in the membranes
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