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CAS 53-79-2

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Puromycin

Description:
Puromycin is an antibiotic and a potent inhibitor of protein synthesis, primarily derived from the bacterium *Streptomyces alboniger*. It is characterized by its ability to mimic the structure of aminoacyl-tRNA, allowing it to bind to the ribosome and disrupt the elongation phase of translation in both prokaryotic and eukaryotic cells. This mechanism leads to premature termination of polypeptide chains, effectively halting protein synthesis. Puromycin is often used in molecular biology as a selection agent for cells that have been genetically modified to express a puromycin resistance gene. Its chemical structure includes an amino acid moiety linked to a purine-like core, contributing to its biological activity. While it is effective in research and therapeutic applications, puromycin can also exhibit cytotoxic effects, necessitating careful handling and usage in laboratory settings. Its CAS number, 53-79-2, is a unique identifier that facilitates its recognition in chemical databases and regulatory documents.
Formula:C22H29N7O5
InChI:InChI=1S/C22H29N7O5/c1-28(2)19-17-20(25-10-24-19)29(11-26-17)22-18(31)16(15(9-30)34-22)27-21(32)14(23)8-12-4-6-13(33-3)7-5-12/h4-7,10-11,14-16,18,22,30-31H,8-9,23H2,1-3H3,(H,27,32)/t14-,15+,16+,18+,22+/m0/s1
InChI key:InChIKey=RXWNCPJZOCPEPQ-NVWDDTSBSA-N
SMILES:O[C@H]1[C@H](N2C=3C(N=C2)=C(N(C)C)N=CN3)O[C@H](CO)[C@H]1NC([C@H](CC4=CC=C(OC)C=C4)N)=O
Synonyms:
  • (S)-3'-((2-Amino-3-(4-methoxyphenyl)-1-oxopropyl)amino)-3'-deoxy-N,N-dimethyladenosine
  • 3'-(L-alpha-Amino-p-methoxyhydrocinnamamido)-3'-deoxy-N,N-dimethyladenosine
  • 3'-deoxy-N,N-dimethyl-3'-[(O-methyl-L-tyrosyl)amino]adenosine
  • 3'-deoxy-N,N-dimethyl-3'-[(O-methyl-L-tyrosyl)amino]adenosine dihydrochloride
  • 3'-deoxy-N,N-dimethyl-3'-[(O-methyltyrosyl)amino]adenosine
  • 3123L
  • 3′-[[(2S)-2-Amino-3-(4-methoxyphenyl)-1-oxopropyl]amino]-3′-deoxy-N,N-dimethyladenosine
  • 6-Dimethylamino-9-(3'-(p-methoxy-L-phenylalanylamino)-beta-D-ribofuranosyl)-purine
  • Achromycin
  • Achromycin (purine derivative)
  • See more synonyms
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