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260585

5′-Deoxy-5′-methylthioadenosine

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

Sinónimos:

5′-Deoxy-5′-methylthioadenosine, MTA, MeSAdo

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Fórmula empírica (notación de Hill):
C11H15N5O3S
Número CAS:
2457-80-9
Peso molecular:
297.33
MDL number:
MFCD04220941
UNSPSC Code:
12352208
NACRES:
NA.77
Assay:
≥98% (HPLC)
Form:
solid
Quality level:
100
Storage condition:
OK to freeze
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Nombre del producto

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 Level

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

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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Clase de almacenamiento

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Certificados de análisis (COA)

Busque Certificados de análisis (COA) introduciendo el número de lote del producto. Los números de lote se encuentran en la etiqueta del producto después de las palabras «Lot» o «Batch»

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