A non-ribotoxic form of puromycin
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N-Acetylpuromycin

Item No. 25335

Technical Information
Formal Name
3'-[[(2S)-2-(acetylamino)-3-(4-methoxyphenyl)-1-oxopropyl]amino]-3'-deoxy-N,N-dimethyl-adenosine
CAS Number
22852-13-7
Molecular Formula
C24H31N7O6
Formula Weight
Purity
≥98%
A solid
DMF: 55 mg/mlDMSO: 70 mg/ml
SMILES
O[C@H]([C@@H]1NC([C@@H](NC(C)=O)CC2=CC=C(OC)C=C2)=O)[C@@H](O[C@@H]1CO)N3C(N=CN=C4N(C)C)=C4N=C3
InChi Code
InChI=1S/C24H31N7O6/c1-13(33)28-16(9-14-5-7-15(36-4)8-6-14)23(35)29-18-17(10-32)37-24(20(18)34)31-12-27-19-21(30(2)3)25-11-26-22(19)31/h5-8,11-12,16-18,20,24,32,34H,9-10H2,1-4H3,(H,28,33)(H,29,35)/t16-,17+,18+,20+,24+/m0/s1
InChi Key
LADKVYSQIGJMFP-IYRMOJGWSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    N-Acetylpuromycin is a non-ribotoxic form of the antibiotic puromycin (Item No. 13884) that is formed in puromycin-resistant S. alboniger that endogenously express puromycin-acetyltransferase.1 In AD293(Pr) cells that express puromycin-N-acetyltransferase, the enzyme responsible for the biosynthesis of N-acetylpuromycin, puromycin application induces downregulation of the negative regulators of TGF-β signalling SnoN and Ski without activating MAPK or inhibition of protein synthesis.2

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Sugiyama, M., Paik, S.-Y., and Nomi, R. Mechanism of self-protection in a puromycin-producing micro-organism. J. Gen. Microbiol. 131(8), 1999-2005 (1985).

    2. Hernández-Damián, J., Tecalco-Cruz, A.C., Ríos-López, D.G., et alDownregulation of SnoN oncoprotein induced by antibiotics anisomycin and puromycin positively regulates transforming growth factor-β signals. Biochim. Biophys. Acta 1830(11), 5049-5058 (2013).