Amifostine thiol

• CAT Number: I044652
• CAS Number: 31098-42-7
• Molecular Formula: C5H14N2S
• Molecular Weight: 134.24
• Purity: ≥95%
• Synonyms: 2-(3-aminopropylamino)ethanethiol
• InChI: InChI=1S/C5H14N2S/c6-2-1-3-7-4-5-8/h7-8H,1-6H2
• InChIKey: YHPLKWQJMAYFCN-UHFFFAOYSA-N
• SMILES: C(CN)CNCCS

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[1][2][3].
Amifostine thiol can reduce both the direct and delayed detrimental effects of both high and low-LET radiation exposures[1].
Amifostine thiol attenuates both the DNA damage and the G1-phase arrest induced by radiation[1].
Amifostine thiol (4 mM; 30 minutes) protects RKO36 cells from chromosomal damage and death induced by ionizing radiation[1].
Amifostine thiol (4 mM; 30 minutes) protects irradiated RKO36 cells from delayed genomic instability[1].
Amifostine thiol is cytotoxic to RKO36 cells at milimolar concentrations, especially after continuous treatment[1].
Amifostine thiol at 40 μM protects RKO36 cells from delayed genomic instability but not from cell death and immediate chromosomal damage[1].
Amifostine thiol activates JNK resulting in the phosphorylation of p53 at threonine 81[2].
Amifostine thiol affects phosphorylation of topoisomerase IIα leading to changes in enzyme activity and cell cycle progression in CHO AA8 cells[3].

Reference

[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.
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[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.
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[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.
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