Tubercidin
SIGMA/T0642 - from Streptomyces tubercidicus, ~95%
Synonym: 7-Deazaadenosine
CAS Number: 69-33-0
Empirical Formula (Hill Notation): C11H14N4O4
Molecular Weight: 266.25
EC Number: 200-703-4
MDL Number: MFCD00056012
Linear Formula: C11H14N4O4
Product Type: Chemical
This picture is provided solely for illustration purposes. Optical properties of the actual product may deviate. Relevant product information is printed on labeled products and other accompanying or available information material. This image depicts SKU: T0642-250MG
This picture is provided solely for illustration purposes. Optical properties of the actual product may deviate. Relevant product information is printed on labeled products and other accompanying or available information material. This image depicts SKU: T0642-50MG
| antibiotic activity spectrum | fungi |
| parasites | |
| viruses | |
| assay | ~95% |
| biological source | Streptomyces tubercidicus |
| color | off-white |
| form | powder |
| InChI | 1S/C11H14N4O4/c12-9-5-1-2 |
| InChI key | HDZZVAMISRMYHH-KCGFPETGSA |
| mode of action | DNA synthesis | interferes |
| Quality Level | 200  |
| SMILES string | O[C@H]1[C@@H](O)[C@H](N2C |
| Application: | It is used to study tubercidin’s mechanism of toxicity, tubercidin resistance and is used as a selection agent. Tubercidin is used to study RNAi silencing. It is used to study the role of transmethylation in chemotaxis of eukaryotic cells. |
| Biochem/physiol Actions: | Toxic adenosine analog with antiviral, antitrypanosomal, and antifungal functions. Mode of action: Inhibits multiple metabolic processes, including RNA processing, nucleic acid synthesis, protein synthesis, and methylation of tRNA through intracellular incorporation into nucleic acids. Tubercidin acts as a plant antifungal, inhibits mammalian SAH hydrolase (SAHH), and blocks purine biosynthesis in Candida famata. |
| Biochem/physiol Actions: | Tubercidin is a toxic adenosine analog with antiviral, antitrypanosomal, and antifungal functions. It inhibits multiple metabolic processes, including RNA processing, nucleic acid synthesis, protein synthesis, and methylation of tRNA through intracellular incorporation into nucleic acids. Tubercidin acts as a plant antifungal, inhibits mammalian SAH hydrolase (SAHH), and blocks purine biosynthesis in Candida famata. Tubercidin inhibits glycolysis in Trypanosoma brucei. Tubercidin inhibits both chemotaxis and chemotaxis-dependent cell streaming of Dictyostelium, and chemotaxis of neutrophils at concentrations that have little effect on cell viability. |
| General description: | Chemical structure: nucleoside |
| Other Notes: | Keep container tightly closed in a dry and well-ventilated place. |
| Packaging: | 10 mg in poly bottle |
| Packaging: | 50, 250 mg in glass bottle |
| Symbol |  GHS06 |
| Signal word | Danger |
| Hazard statements | H300 |
| Precautionary statements | P264 - P301 + P310 |
| Hazard Codes | T+ |
| Risk Statements | 28 |
| Safety Statements | 36/37/39-45 |
| RIDADR | UN 3462 6.1 / PGII |
| WGK Germany | WGK 3 |
| Flash Point(F) | Not applicable |
| Flash Point(C) | Not applicable |
| Purity | ~95% |
| UNSPSC | 51101500 |