Description

Puromycin Aminonucleoside (CAS: 58-60-6) is a specialized biochemical compound with the molecular formula C₁₂H₁₈N₆O₃, widely utilized in molecular biology and biochemical research. This aminonucleoside derivative of puromycin is a potent inhibitor of protein synthesis, making it invaluable for studies involving ribosome function, translational control, and selective cell ablation. Its mechanism involves incorporation into nascent polypeptide chains, leading to premature termination. The compound is highly pure (>98%) and is supplied as a white to off-white lyophilized powder, ensuring optimal performance in sensitive experimental applications. Suitable for in vitro and cell culture studies, it is rigorously tested for endotoxin levels and sterility to meet stringent research standards. Store at -20°C in a dry environment to maintain stability.

Properties

• CAS Number: 58-60-6
• Complexity: 373
• IUPAC Name: (2R,3R,4S,5S)-4-amino-2-[6-(dimethylamino)purin-9-yl]-5-(hydroxymethyl)tetrahydrofuran-3-ol
• InChI: InChI=1S/C12H18N6O3/c1-17(2)10-8-11(15-4-14-10)18(5-16-8)12-9(20)7(13)6(3-19)21-12/h4-7,9,12,19-20H,3,13H2,1-2H3/t6-,7-,9-,12-/m1/s1
• InChI Key: RYSMHWILUNYBFW-GRIPGOBMSA-N
• Exact Mass: 294.14403846
• Molecular Formula: C12H18N6O3
• Molecular Weight: 294.31
• SMILES: CN(C)C1=NC=NC2=C1N=CN2[C@H]3[C@@H]([C@@H]([C@H](O3)CO)N)O
• Topological: 123
• Monoisotopic Mass: 294.14403846
• Synonyms: Puromycin aminonucleoside, Aminonucleoside, 3′-Amino-3′-deoxy-N,N-dimethyladenosine, ADENOSINE, 3′-AMINO-3′-DEOXY-N,N-DIMETHYL-, CHEBI:42839, EINECS 200-388-3, ARDMA, BRN 0093902, UNII-0Q580U88V8, Aminonucleoside puromycin, Puromycin, aminonucleoside, NSC 3056, 3′-amino-3′-deoxy-n(6),n(6)-dimethyladenosine, 0Q580U88V8, DTXSID7037264, 4-26-00-03697 (Beilstein Handbook Reference), NSC-3056, 6-DIMETHYLAMINO-9-(3-AMINO-3-DEOXYRIBOSYL)PURINE, 6-(DIMETHYLAMINO)-9-(3-AMINO-3-DEOXY-.BETA.-D-RIBOFURANOSYL)PURINE, 9-(3-AMINO-3-DEOXY-.BETA.-D-RIBOFURANOSYL)-6-(DIMETHYLAMINO)-9H-PURINE, Aminonucleoside, Puromycin, 3′-amino-ddiMeA, 3′ Amino 3′ deoxy N,N dimethyladenosine, DTXCID5017264, 6-(DIMETHYLAMINO)-9-(3-AMINO-3-DEOXY-BETA-D-RIBOFURANOSYL)PURINE, 9-(3-AMINO-3-DEOXY-BETA-D-RIBOFURANOSYL)-6-(DIMETHYLAMINO)-9H-PURINE, rysmhwilunybfw-uhfffaoysa-n, 58-60-6, Stylomycin aminonucleoside, 3′-amino-3′-deoxy-n6,n6-dimethyladenosine, 6-Dimethylamino-9-(3′-ribosylamine)purine, PANS, MFCD00063462, (2R,3R,4S,5S)-4-AMINO-2-[6-(DIMETHYLAMINO)-9H-PURIN-9-YL]-5-(HYDROXYMETHYL)TETRAHYDRO-3-FURANOL, GMC, (2R,3R,4S,5S)-4-amino-2-(6-(dimethylamino)-9H-purin-9-yl)-5-(hydroxymethyl)tetrahydrofuran-3-ol, 6N-DIMETHYL-3′-DEOXY-AMINO-ADENOSINE, Epitope ID:140946, SCHEMBL346679, CHEMBL1233071, RYSMHWILUNYBFW-GRIPGOBMSA-N, GLXC-25758, EX-A4156, s9631, AKOS030526166, AT25062, CS-1551, (2R,3R,4S,5S)-4-amino-2-[6-(dimethylamino)purin-9-yl]-5-(hydroxymethyl)oxolan-3-ol, AP106413, DA-67816, HY-15695, Q27120494, 9-(3-Amino-3-deoxy-.beta.-D-ribofuranosyl)-N,N-dimethyl-9H-purin-6-amine, Puromycin Aminonucleoside, 6-Dimethylamin-9-[3′-amino-3’deoxyribosyl]-purine, (2R,3R,4S,5S)-4-amino-2-[6-(dimethylamino)purin-9-yl]-5-(hydroxymethyl)tetrahydrofuran-3-ol

Puromycin Aminonucleoside is primarily used to study protein synthesis inhibition and ribosome function in eukaryotic cells. It serves as a selective agent in genetic screens and as a tool for inducing podocyte injury in nephropathy research. The compound is also employed in cell culture systems to validate transfection efficiency by eliminating non-transfected cells. Its ability to terminate translation makes it critical for mRNA display techniques and ribosome profiling studies.

Safety and Hazards

GHS Hazard Statements

• H373 (97.8%): May causes damage to organs through prolonged or repeated exposure [Warning Specific target organ toxicity, repeated exposure]

Precautionary Statements

• P260, P319, and P501

Hazard Classes and Categories

• STOT RE 2 (97.8%)

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