Tubercidin

Tubercidin (CAS 69-33-0)

Tubercidin | CAS 69-33-0 is rated 5.0 out of 5 by 1.
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Synonym: 7-Deazaadenosine; 4-amino-7β-D-ribofuranosyl-7H-pyrrolo[2, 3-d]pyrimidine
Application: An inhibitor of multiple metabolic processes such as RNA processing, nucleic acid synthesis, & protein synthesis
CAS Number: 69-33-0
Purity: ≥95%
Molecular Weight: 266.25
Molecular Formula: C11H14N4O4
Supplemental Information: This is classified as a Dangerous Good for transport and may be subject to additional shipping charges.
* Refer to Certificate of Analysis for lot specific data (including water content).
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Tubercidin is a toxic adenosine analog with antiviral, antitrypanosomal, and antifungal functions. Inhibits multiple metabolic processes which includes: RNA processing, nucleic acid synthesis, protein synthesis, and methylation of tRNA through intracellular incorporation into nucleic acids. Acts as a plant antifungal, inhibits mammalian SAHH (SAH hydrolase), and blocks purine biosynthesis in Candida famata.


References

1. Acs, G., et al. 1964. Proc. Natl. Acad. Sci. U.S.A. 52: 493-501. PMID: 14206615
2. el Kouni, M.H., et al. 1983. Proc. Natl. Acad. Sci. U.S.A. 80: 6667-6670. PMID: 6579551
3. Fabianowska-Majewska, K., et al. 1994. Biochem. Pharmacol. 48: 897-903. PMID: 8093102
4. Stahmann, K.P., et al. 2000. Appl. Microbiol. Biotechnol. 53: 509-516. PMID: 10855708

Appearance :
Crystalline
Physical State :
Solid
Derived From :
Streptomyces tubercidicus
Solubility :
Soluble in water (3 mg/ml), methanol, and dichloromethane.
Storage :
Store at 4° C
Melting Point :
208.47° C (Predicted)
Boiling Point :
~648.8° C at 760 mmHg (Predicted)
Density :
~1.9 g/cm3 (Predicted)
Refractive Index :
n20D 1.83 (Predicted)
IC50 :
HEp-2: IC50 = 2 nM (human); Poliovirus: IC50 = 30 nM (human enterovirus C); L1210: IC50 = 40 nM (mouse); growth of H.Ep.2 cells: IC50 = 60 nM (human); ADMET: IC50 = 300 nM
pK Values :
pKa: 12.44 (Predicted), pKb: 5.51 (Predicted)
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
WGK Germany :
3
RTECS :
UY8870000
Transport :
UN 3462, Class 6.1, Packing group II
PubChem CID :
6245
Merck Index :
14: 9804
MDL Number :
MFCD00056012
EC Number :
200-703-4
Beilstein Registry :
38498
SMILES :
C1=CN(C2=C1C(=NC=N2)N)[C@H]3[C@@H]([C@@H]([C@H](O3)CO)O)O

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Certificate of Analysis

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Rated 5 out of 5 by from Thomes PG; et al Thomes PG; et al. (PubMed ID: 25931143) utilized Tubercidin as an a-pan methylation reaction inhibitor in Caco-2 cells. -SCBT Publication Review
Date published: 2015-02-08
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