Amifostine thiol

Amifostine thiol (WR-1065) is an active metabolite of the cytoprotector Amifostine (HY-B0639). Amifostine thiol is a cytoprotective agent with radioprotective abilities. Amifostine thiol activates p53 through a JNK-dependent signaling pathway.

Product information

CAS Number: 31098-42-7

Molecular Weight: 134.24

Formula: C5H14N2S

Synonym:

WR-1065

Chemical Name: 2-[(3-aminopropyl)amino]ethane-1-thiol

Smiles: NCCCNCCS

InChiKey: YHPLKWQJMAYFCN-UHFFFAOYSA-N

InChi: InChI=1S/C5H14N2S/c6-2-1-3-7-4-5-8/h7-8H,1-6H2

Technical Data

Appearance: Solid Power

Purity: ≥98% (or refer to the Certificate of Analysis)

Solubility: H2O : 100 mg/mL (744.93 mM; Need ultrasonic) DMSO : < 1 mg/mL (insoluble or slightly soluble)

Shipping Condition: Shipped under ambient temperature as non-hazardous chemical or refer to Certificate of Analysis

Storage Condition: Dry, dark and -20 ^oC for 1 year or refer to the Certificate of Analysis.

Shelf Life: ≥360 days if stored properly.

Stock Solution Storage: 0 - 4 ^oC for 1 month or refer to the Certificate of Analysis.

Drug Formulation: To be determined

HS Tariff Code: 382200

How to use

In Vitro:

Amifostine thiol can reduce both the direct and delayed detrimental effects of both high and low-LET radiation exposures. Amifostine thiol attenuates both the DNA damage and the G1-phase arrest induced by radiation. Amifostine thiol (4 mM; 30 minutes) protects RKO36 cells from chromosomal damage and death induced by ionizing radiation. Amifostine thiol (4 mM; 30 minutes) protects irradiated RKO36 cells from delayed genomic instability. Amifostine thiol is cytotoxic to RKO36 cells at milimolar concentrations, especially after continuous treatment. Amifostine thiol at 40 μM protects RKO36 cells from delayed genomic instability but not from cell death and immediate chromosomal damage. Amifostine thiol activates JNK resulting in the phosphorylation of p53 at threonine 81. Amifostine thiol affects phosphorylation of topoisomerase IIα leading to changes in enzyme activity and cell cycle progression in CHO AA8 cells.

References:

1. Jaroslaw Dziegielewski, et al. WR-1065, the Active Metabolite of Amifostine, Mitigates Radiation-Induced Delayed Genomic Instability. Free Radic Biol Med. 2008 Dec 15; 45(12): 1674-1681.
2. Olivier Pluquet, et al. The cytoprotective aminothiol WR1065 activates p53 through a non-genotoxic signaling pathway involving c-Jun N-terminal kinase. J Biol Chem. 2003 Apr 4;278(14):11879-87. J Biol Chem. 2003 Apr 4;278(14):11879-87.
3. J. S. Murley, et al. WR-1065, an active metabolite of the cytoprotector amifostine, affects phosphorylation of topoisomerase IIα leading to changes in enzyme activity and cell cycle progression in CHO AA8 cells. Cell Prolif. 1997 Jun; 30(6): 283-294.

Products are for research use only. Not for human use.