CAS 402-71-1|Tosyl phenylalanyl chloromethyl ketone
| Common Name | Tosyl phenylalanyl chloromethyl ketone | ||
|---|---|---|---|
| CAS Number | 402-71-1 | Molecular Weight | 351.848 |
| Density | 1.3±0.1 g/cm3 | Boiling Point | 509.9±60.0 °C at 760 mmHg |
| Molecular Formula | C17H18ClNO3S | Melting Point | 106-108ºC(lit.) |
| MSDS | ChineseUSA | Flash Point | 262.2±32.9 °C |
| Symbol | GHS05, GHS07 | Signal Word | Danger |
Names
| Name | N-tosyl-L-phenylalanyl chloromethyl ketone |
|---|---|
| Synonym | More Synonyms |
Tosyl phenylalanyl chloromethyl ketone BiologicalActivity
| Description | TPCK (L-1-Tosylamido-2-phenylethyl chloromethyl ketone; L-TPCK) is a potent serine protease inhibitor that reacts with the retinoblastoma protein (RB)-binding core of HPV-18 E7 protein and abolish its RB-binding capability. TPCK is able to modify E7 protein in live keratinocytes following its addition to the culture medium[1]. |
|---|---|
| Related Catalog | Signaling Pathways >>Metabolic Enzyme/Protease >>Ser/Thr ProteaseResearch Areas >>CancerResearch Areas >>Inflammation/Immunology |
| References | [1]. H Stöppler, et al. The serine protease inhibitors TLCK and TPCK react with the RB-binding core of HPV-18 E7 protein and abolish its RB-binding capability. Virology. 1996 Mar 15;217(2):542-53. |
Chemical & Physical Properties
| Density | 1.3±0.1 g/cm3 |
|---|---|
| Boiling Point | 509.9±60.0 °C at 760 mmHg |
| Melting Point | 106-108ºC(lit.) |
| Molecular Formula | C17H18ClNO3S |
| Molecular Weight | 351.848 |
| Flash Point | 262.2±32.9 °C |
| Exact Mass | 351.069580 |
| PSA | 71.62000 |
| LogP | 3.98 |
| Vapour Pressure | 0.0±1.3 mmHg at 25°C |
| Index of Refraction | 1.583 |
| InChIKey | MQUQNUAYKLCRME-INIZCTEOSA-N |
| SMILES | Cc1ccc(S(=O)(=O)NC(Cc2ccccc2)C(=O)CCl)cc1 |
| Storage condition | −20°C |
| Water Solubility | DMSO: >10 mg/mL stable for several months at 4°C. |
Toxicological Information
CHEMICAL IDENTIFICATION |
ACUTE TOXICITY DATA - TYPE OF TEST :
- TDLo - Lowest published toxic dose
- ROUTE OF EXPOSURE :
- Intrauterine
- DOSE :
- 160 mg/kg
- SEX/DURATION :
- female 2 day(s) after conception
- TOXIC EFFECTS :
- Reproductive - Fertility - pre-implantation mortality (e.g. reduction in number of implants per female; total number of implants per corpora lutea)
- REFERENCE :
- FESTAS Fertility and Sterility. (American Fertility Soc., 608 13th Ave. S, Birmingham, AL 35282) V.1- 1950- Volume(issue)/page/year: 25,954,1974
Safety Information
| Symbol | GHS05, GHS07 |
|---|---|
| Signal Word | Danger |
| Hazard Statements | H315-H318-H335 |
| Precautionary Statements | P261-P280-P305 + P351 + P338 |
| Personal Protective Equipment | dust mask type N95 (US);Eyeshields;Gloves |
| Hazard Codes | Xi: Irritant; |
| Risk Phrases | R37/38 |
| Safety Phrases | 26-36 |
| RIDADR | UN 3335 |
| WGK Germany | 3 |
| RTECS | XT5613500 |
Articles161
More Articles| Antiviral effect of methylated flavonol isorhamnetin against influenza. PLoS ONE 10(3) , e0121610, (2015) Influenza is an infectious respiratory disease with frequent seasonal epidemics that causes a high rate of mortality and morbidity in humans, poultry, and animals. Influenza is a serious economic conc... | |
| An immunoproteomic approach for characterization of dormancy within Staphylococcus epidermidis biofilms. Mol. Immunol. 65(2) , 429-35, (2015) Virulence of Staphylococcus epidermidis is mainly attributed to surface colonization and biofilm formation in indwelling medical devices. Physiological heterogeneity of biofilms may influence host imm... | |
| Proteomic profile of dormancy within Staphylococcus epidermidis biofilms using iTRAQ and label-free strategies. Appl. Microbiol. Biotechnol. 99(6) , 2751-62, (2015) Staphylococcus epidermidis is an important nosocomial bacterium among carriers of indwelling medical devices, since it has a strong ability to form biofilms. The presence of dormant bacteria within a ... |
Synonyms
| (S)-N-(4-Chloro-3-oxo-1-phenyl-2-butyl)-p-toluenesulfonamide |
| MFCD00000935 |
| TPCK |
| Benzenesulfonamide, N-[(1S)-3-chloro-2-oxo-1-(phenylmethyl)propyl]-4-methyl- |
| N-[(2S)-4-Chloro-3-oxo-1-phenylbutan-2-yl]-4-methylbenzenesulfonamide |
| Benzenesulfonamide, N-(3-chloro-2-oxo-1-(phenylmethyl)propyl)-4-methyl-, (S)- |
| N-(p-Toluenesulfonyl)-L-phenylalanyl Chloromethyl Ketone |
| L-1-4‘-Tosylamino-2-phenylethyl chloromethyl ketone |
| Tosyl phenylalanyl chloromethyl ketone |
| EINECS 206-954-6 |
| N-[(2S)-4-Chloro-3-oxo-1-phenyl-2-butanyl]-4-methylbenzenesulfonamide |
| Tosyl-L-phenylalanyl-chloromethane |
| N-p-Tosyl-L-phenylalanine chloromethyl ketone |
| Benzenesulfonamide, N-((1S)-3-chloro-2-oxo-1-(phenylmethyl)propyl)-4-methyl- |
| N-Tosyl-L-phenylalanyl Chloromethyl Ketone |
| L-1-4′-Tosylamino-2-phenylethyl chloromethyl ketone |
| N-p-Tosyl-L-phenylalanine chloromethyl ketone (TPCK) |
