T0642
Tubercidin
from Streptomyces tubercidicus, ~95%
Sinónimos:
7-Deazaadenosine
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Fórmula empírica (notación de Hill):
C11H14N4O4
Número CAS:
Peso molecular:
266.25
UNSPSC Code:
51102829
NACRES:
NA.85
PubChem Substance ID:
EC Number:
200-703-4
Beilstein/REAXYS Number:
38498
MDL number:
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Permítanos ayudarleNombre del producto
Tubercidin, from Streptomyces tubercidicus, ~95%
InChI key
HDZZVAMISRMYHH-KCGFPETGSA-N
InChI
1S/C11H14N4O4/c12-9-5-1-2-15(10(5)14-4-13-9)11-8(18)7(17)6(3-16)19-11/h1-2,4,6-8,11,16-18H,3H2,(H2,12,13,14)/t6-,7-,8-,11-/m1/s1
SMILES string
O[C@H]1[C@@H](O)[C@H](N2C=CC3=C2N=CN=C3N)O[C@@H]1CO
biological source
Streptomyces tubercidicus
assay
~95%
form
powder
color
off-white
antibiotic activity spectrum
fungi
parasites
viruses
mode of action
DNA synthesis | interferes
Quality Level
Gene Information
rat ... Adora1(29290)
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Categorías relacionadas
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.
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.
signalword
Danger
hcodes
pcodes
Hazard Classifications
Acute Tox. 2 Oral
Clase de almacenamiento
6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges
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Journal of the American Chemical Society, 132(24), 8372-8377 (2010-05-21)
Photochromic nucleosides were designed that combine the structural features and molecular recognition properties of nucleic acids with the light-sensitivity of diarylethenes. Target compounds 1a-c consist of a 7-deazaadenosine unit that is linked to a thiophene as the second aryl functionality
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