1784-03-8

Basic information

• Product Name: TOS-ARG-OME HCL
• Synonyms: P-TOSYL-L-ARG METHYL ESTER HCL;P-TOLUENESULFONYL-L-ARGININE METHYL ESTER HCL;P-TOLUENESULFONYL-L-ARGININE METHYL ESTER HYDROCHLORIDE;N-P-TOSYL-L-ARGININE METHYL ESTER HYDROCHLORIDE;N-ALPHA-4-TOSYL-L-ARGININE METHYL ESTER HYDROCHLORIDE;N-ALPHA-TOLUENESULFONYLARGININE METHYL ESTER HYDROCHLORIDE;NALPHA-TOSYL-L-ARGININE METHYL ESTER HYDROCHLORIDE;N-ALPHA-TOSYL-L-ARGININE METHYL ESTER HYDROCHLORIDE SALT
• CAS NO: 1784-03-8
• Molecular Formula: C₁₄H₂₂N₄O₄S*ClH
• Molecular Weight: 378.87482
• EINECS: 217-235-1
• Product Categories: Amino Acids;Arginine [Arg, R];Amino Acids and Derivatives;Amino hydrochloride
• Mol File: 1784-03-8.mol
• Article Data: 0

Chemical Properties

• Melting Point: 145-147(lit.)
• Boiling Point: 544.1 °C at 760mmHg
• Flash Point: 282.9 °C
• Appearance: White/Fine Crystalline Powder
• Vapor Pressure: 6.73E-12mmHg at 25°C
• Refractive Index: -14 ° (C=4, H2O)
• Storage Temp.: −20°C
• Solubility: methanol: 50 mg/mL, clear, colorless
• Stability: Stable for 2 years from date of purchase as supplied. Solutions in DMSO or distilled water may be stored at -20° for up to 3 months.
• BRN: 3922357
• CAS DataBase Reference: TOS-ARG-OME HCL(CAS DataBase Reference)
• NIST Chemistry Reference: TOS-ARG-OME HCL(1784-03-8)
• EPA Substance Registry System: TOS-ARG-OME HCL(1784-03-8)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 22-24/25-37/39-26
• WGK Germany: 3
• F: 3-10
• Hazardous Substances Data: 1784-03-8(Hazardous Substances Data)

Usage

Description

TAME (1784-03-8) binds to the ubiquitin ligase anaphase-promoting complex (APC) preventing its activation by Cdc20 and Cdh1 and resulting in mitotic arrest.1,2

Chemical Properties

white fine crystalline powder

Uses

Different sources of media describe the Uses of 1784-03-8 differently. You can refer to the following data:
1. enzyme inhibitor
2. Substrate for trypsin, thrombin, plasmin and other proteases.
3. N-4-Tosyl-L-arginine Methyl Ester Hydrochloride acts as a synthetic substrate of serine proteases and thus is used to determine serine proteases from diverse organic sources.

Biochem/physiol Actions

Nα-p-Tosyl-L-arginine methyl ester (TAME) binds to anaphase-promoting complex (APC) and prevents its activation by Cdc20 and Cdh1.

References

1) Zeng et al. (2010) Pharmacologic inhibition of the anaphase-promoting complex induces a spindle checkpoint-dependent mitotic arrest in the absence of spindle damage; Cancer Cell, 18 382 2) Zeng and King (2012) An APC/C inhibitor stabilizes Cyclin B1 by prematurely terminating ubiquitination; Nat. Chem. Biol., 8 383

InChI:InChI=1/C14H22N4O4S.ClH/c1-10-5-7-11(8-6-10)23(20,21)18-12(13(19)22-2)4-3-9-17-14(15)16;/h5-8,12,18H,3-4,9H2,1-2H3,(H4,15,16,17);1H

Upstream product

• 98-59-9 p-toluenesulfonyl chloride 
• 74-79-3 L-arginine 
• 67-56-1 methanol 
• 1159-15-5 N^α-p-tosyl-L-arginine 

Downstream Products

• 14279-64-2 N^α-(toluene-4-sulfonyl)-L-arginine amide; hydrochloride 
• 1159-15-5 N^α-p-tosyl-L-arginine