125741-64-2

Basic information

• Product Name: S-farnesylcysteine alpha-carboxyl methyl ester
• Synonyms: S-farnesylcysteine alpha-carboxyl methyl ester;S-[(2E,6E)-farnesyl]-L-cysteine methyl ester
• CAS NO: 125741-64-2
• Molecular Formula: C₁₉H₃₃NO₂S
• Molecular Weight: 339.53582
• Mol File: 125741-64-2.mol
• Article Data: 0

Chemical Properties

• Boiling Point: 446.7°Cat760mmHg
• Flash Point: 223.9°C
• Appearance: /
• Density: 0.987g/cm³
• Vapor Pressure: 3.58E-08mmHg at 25°C
• Refractive Index: 1.511
• Storage Temp.: -20°C
• Solubility: Soluble in DMSO (up to 25 mg/ml) or in Ethanol (up to 25 mg/ml)
• Stability: Stable for 1 year from date of purchase as supplied. Solutions in DMSO or ethanol may be stored at -20°C for up to 3 months.
• CAS DataBase Reference: S-farnesylcysteine alpha-carboxyl methyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: S-farnesylcysteine alpha-carboxyl methyl ester(125741-64-2)
• EPA Substance Registry System: S-farnesylcysteine alpha-carboxyl methyl ester(125741-64-2)

Safety Data

• Hazardous Substances Data: 125741-64-2(Hazardous Substances Data)

Usage

Description

S-farnesylcysteine alpha-carboxyl methyl ester, also known as S-Farnesyl-L-cysteine methyl ester (125741-64-2), is an alpha-amino acid ester that is the methyl ester of S-[(2E,6E)-farnesyl]-L-cysteine. It is a compound that plays a significant role in the modification of proteins, particularly in the carboxyl terminus of the Saccharomyces cerevisiae RAS2 protein. This modification is crucial for the proper functioning of the protein and its involvement in various cellular processes.

Uses

Used in Pharmaceutical Industry:
S-farnesylcysteine alpha-carboxyl methyl ester is used as a protein modifier for the modification of the carboxyl terminus of the Saccharomyces cerevisiae RAS2 protein. This modification is essential for the protein's function and its role in cellular processes.
Used in Drug Development:
S-farnesylcysteine alpha-carboxyl methyl ester is used as a research tool in the development of drugs targeting multidrug resistance transporters. It stimulates multidrug resistance transporter ATPase activity (4-5 fold at 10-20 μM) and competes for drug binding, making it a valuable compound for studying the mechanisms of drug resistance and developing strategies to overcome it.
Used in Cellular Biology Research:
S-farnesylcysteine alpha-carboxyl methyl ester is used as a research compound in cellular biology to study the role of protein modification in cellular processes. Its ability to modify the carboxyl terminus of the RAS2 protein makes it a useful tool for understanding the molecular mechanisms underlying various cellular functions and signaling pathways.

References

1) Zhang?et al.?(1994),?Interaction of prenylcysteine methyl esters with multidrug resistance transporter; J. Biol. Chem.?269?15973 2) Stimmel?et al.?(1990),?Evidence for an S-farnesylcysteine methyl ester at the carboxyl terminus of the Saccharomyces cerevisiae RSA2 protein; Biochemistry?29?9651

InChI:InChI=1/C19H33NO2S/c1-15(2)8-6-9-16(3)10-7-11-17(4)12-13-23-14-18(20)19(21)22-5/h8,10,12,18H,6-7,9,11,13-14,20H2,1-5H3/b16-10+,17-12+/t18-/m0/s1