260585

5′-Deoxy-5′-methylthioadenosine

≥98% (HPLC), solid, MTAP substrate, Calbiochem^®

• Synonim(y): 5′-Deoxy-5′-methylthioadenosine, MTA, MeSAdo
• Wzór empiryczny (zapis Hilla): C₁₁H₁₅N₅O₃S
• Numer CAS: 2457-80-9
• Masa cząsteczkowa: 297.33
• MDL number: MFCD04220941
• UNSPSC Code: 12352208
• NACRES: NA.77
• Assay: ≥98% (HPLC)
• Form: solid
• Storage condition: OK to freeze

Właściwości

• Nazwa produktu: 5′-Deoxy-5′-methylthioadenosine, A cell-permeable, reversible, and ATP-competitive naturally-occurring co-product of polyamine biosynthesis that acts as an endogenous substrate of methylthioadenosine phosphorylase (MTAP).
• Quality Segment: 100
• description: RTECS - AU7410000
• assay: ≥98% (HPLC)
• form: solid
• manufacturer/tradename: Calbiochem^®
• storage condition: OK to freeze
• color: white
• solubility: DMF: 25 mg/mL, DMSO: soluble
• shipped in: ambient
• storage temp.: −20°C
• SMILES string: S(CC1OC(C(C1O)O)[n]2c3ncnc(c3nc2)N)C
• InChI: 1S/C11H15N5O3S/c1-20-2-5-7(17)8(18)11(19-5)16-4-15-6-9(12)13-3-14-10(6)16/h3-5,7-8,11,17-18H,2H2,1H3,(H2,12,13,14)
• InChI key: WUUGFSXJNOTRMR-UHFFFAOYSA-N

Opis

General description

A cell-permeable, reversible, and ATP-competitive naturally-occurring co-product of polyamine biosynthesis that acts as an endogenous substrate of methylthioadenosine phosphorylase (MTAP). Potently inhibits the protein carboxymethyltransferase and induces apoptosis in leukemia U937 cells. Also inhibits FGF-2 receptor tyrosine kinase activity as well as the proliferation of human astrocytes and glioma cells.

A naturally occurring co-product of polyamine biosynthesis that acts as an endogenous substrate of methylthioadenosine phosphorylase (MTAP). A cell-permeable, reversible, and ATP-competitive inhibitor of protein carboxymethyltransferase and induces apoptosis in leukemia U937 cells. Also acts as an inhibitor of NGF-induced tyrosine phosphorylation in PC12 cells and blocks FGF-2 receptor tyrosine kinase in astrocytes and glioma cells.

Biochem/physiol Actions

Primary Target
protein carboxymethyltranferase

Secondary Target
FGF-2receptor tyrosine kinase activity

Packaging

Packaged under inert gas

Preparation Note

Following reconstitution, aliquot and freeze at -20°C. Stock solutions are stable for up to 1 month at -20°C.

Other Notes

Lee, S.H., and Cho, Y.D. 1998. Exp. Cell Res.240, 282.
Smalheiser, N.R. 1998. Brain Res. Dev. Brain Res.51, 53.
Joy, A., et al. 1997. Oncogene14, 171.
Riscoe, M.K., et al. 1984. Biochem. Pharmacol.33, 3639.

Legal Information

CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany

Disclaimer

Toxicity: Irritant (B)

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Informacja o środkach bezpieczeństwa

• Klasa składowania: 11 - Combustible Solids
• wgk: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable