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T0642

Sigma-Aldrich

Tubercidin

from Streptomyces tubercidicus, ~95%

Synonyme(s) :

7-Deazaadenosine

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About This Item

Formule empirique (notation de Hill):
C11H14N4O4
Numéro CAS:
69-33-0
Poids moléculaire :
266.25
Numéro Beilstein :
38498
Numéro CE :
200-703-4
Numéro MDL:
MFCD00056012
Code UNSPSC :
51102829
ID de substance PubChem :
24899902
Nomenclature NACRES :
NA.85

Source biologique

Streptomyces tubercidicus

Niveau de qualité

200

Pureté

~95%

Forme

powder

Couleur

off-white

Spectre d'activité de l'antibiotique

fungi
parasites
viruses

Mode d’action

DNA synthesis | interferes

Chaîne SMILES 

O[C@H]1[C@@H](O)[C@H](N2C=CC3=C2N=CN=C3N)O[C@@H]1CO

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

Clé InChI

HDZZVAMISRMYHH-KCGFPETGSA-N

Informations sur le gène

rat ... Adora1(29290)

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Catégories apparentées

Description générale

Chemical structure: nucleoside

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.

Actions biochimiques/physiologiques

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.
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.

Autres remarques

Keep container tightly closed in a dry and well-ventilated place.

Pictogrammes

Skull and crossbones
GHS06

Mention d'avertissement

Danger

Mentions de danger

H300

Conseils de prudence

P264 - P301 + P310

Classification des risques

Acute Tox. 2 Oral

Code de la classe de stockage

6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Équipement de protection individuelle

Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges

Certificats d'analyse (COA)

Recherchez un Certificats d'analyse (COA) en saisissant le numéro de lot du produit. Les numéros de lot figurent sur l'étiquette du produit après les mots "Lot" ou "Batch".

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