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Chemical Structure| 402-71-1 Chemical Structure| 402-71-1

Structure of TPCK
CAS No.: 402-71-1

Chemical Structure| 402-71-1

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TPCK is a non-specific irreversible inhibitor of serine/cysteine proteases. It acts by inhibiting ScRce1 in the presence of a Ras reporter, but not in the presence of the a-factor peptide.

Synonyms: L-1-Tosylamido-2-phenylethyl chloromethyl ketone; L-TPCK; Tos-Phe-CH2Cl

4.5 *For Research Use Only !

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Product Details of TPCK

CAS No. :402-71-1
Formula : C17H18ClNO3S
M.W : 351.85
SMILES Code : O=C([C@@H](NS(C1=CC=C(C)C=C1)(=O)=O)CC2=CC=CC=C2)CCl
Synonyms :
L-1-Tosylamido-2-phenylethyl chloromethyl ketone; L-TPCK; Tos-Phe-CH2Cl
MDL No. :MFCD00000935
InChI Key :MQUQNUAYKLCRME-INIZCTEOSA-N
Pubchem ID :439647

Safety of TPCK

GHS Pictogram:
Signal Word:Danger
Hazard Statements:H315-H318-H335
Precautionary Statements:P261-P264-P271-P280-P302+P352-P304+P340+P312-P305+P351+P338+P310-P332+P313-P362-P403+P233-P405-P501
Class:9
UN#:3335
Packing Group:

Isoform Comparison

Biological Activity

In Vitro:

Cell Line
Concentration Treated Time Description References
Human neutrophils 0.5 mM 1 hour To investigate the inhibitory effect of TPCK on PMA-induced respiratory burst in neutrophils. Results showed that TPCK pretreatment prevents PMA-induced p47phox phosphorylation and translocation, thereby inhibiting NADPH oxidase activation. Biochem J. 2005 Mar 15;386(Pt 3):549-56
BALENLM 17 and A20 B lymphoma cells 15 µM (A20 cells), 25 µM (BALENLM 17 cells) 10-14.5 hours TPCK treatment induces apoptosis in BALENLM 17 and A20 B lymphoma cells. EMBO J. 1996 Sep 2;15(17):4682-90
Normal murine splenic B lymphocytes 25 µM 12 hours TPCK treatment induces apoptosis in normal murine splenic B lymphocytes. EMBO J. 1996 Sep 2;15(17):4682-90
WEHI231 cells 25 µM 1-5 hours TPCK treatment inhibits NF-κB/Rel binding activity and induces apoptosis in WEHI231 cells. EMBO J. 1996 Sep 2;15(17):4682-90
NIH 3T3 fibroblasts 20 µM 3 hours TPCK blocks degradation of H2a precursor but does not affect ER-to-Golgi transport J Cell Biol. 1991 Jun;113(5):997-1007
HepG2 cells 20 µM 4 hours TPCK partially blocks degradation of H2b but does not affect its transport and maturation J Cell Biol. 1991 Jun;113(5):997-1007
L. infantum promastigotes 11.3 µM (IC50) 72 hours To evaluate the antileishmanial activity of TPCK against L. infantum promastigotes, results showed significant antiparasitic effects Pharmaceutics. 2022 Jun 29;14(7):1373
L. amazonensis (Josefa strain) promastigotes 31.7 µM (IC50) 72 hours To evaluate the antileishmanial activity of TPCK against L. amazonensis promastigotes, results showed significant antiparasitic effects Pharmaceutics. 2022 Jun 29;14(7):1373
L. amazonensis (PH8 strain) promastigotes 14.6 µM (IC50) 72 hours To evaluate the antileishmanial activity of TPCK against L. amazonensis promastigotes, results showed significant antiparasitic effects Pharmaceutics. 2022 Jun 29;14(7):1373
Peritoneal macrophages 138.8 µM (CC50) 72 hours To evaluate the toxicity of TPCK on mammalian cells, results showed low toxicity of TPCK to mammalian cells Pharmaceutics. 2022 Jun 29;14(7):1373

In Vivo:

Species
Animal Model
Administration Dosage Frequency Description References
BALB/c mice L. amazonensis infection model Intraperitoneal injection 15, 30, 45, 60 mg/kg Three times a week, totaling 10 doses To evaluate the therapeutic effect of TPCK on L. amazonensis-infected mice, results showed TPCK significantly reduced lesion size and parasite load Pharmaceutics. 2022 Jun 29;14(7):1373

Protocol

Bio Calculators
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1 mM

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2.84mL

0.57mL

0.28mL

14.21mL

2.84mL

1.42mL

28.42mL

5.68mL

2.84mL

 

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