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MedKoo Cat#: 562391 | Name: 5'-O-Tritylthymidine

Description:

WARNING: This product is for research use only, not for human or veterinary use.

5'-O-Tritylthymidine is a blocker of the formation of the FAK/Mdm-2 complex. It subsequently activates p53 and caspase-8, leading to increase detachment and apoptosis in breast and colon cancers.

Chemical Structure

5'-O-Tritylthymidine
5'-O-Tritylthymidine
CAS#7791-71-1

Theoretical Analysis

MedKoo Cat#: 562391

Name: 5'-O-Tritylthymidine

CAS#: 7791-71-1

Chemical Formula: C29H28N2O5

Exact Mass: 484.1998

Molecular Weight: 484.55

Elemental Analysis: C, 71.88; H, 5.82; N, 5.78; O, 16.51

Price and Availability

This product is currently not in stock but may be available through custom synthesis. To ensure cost efficiency, the minimum order quantity is 1 gram. The estimated lead time is 2 to 4 months, with pricing dependent on the complexity of the synthesis (typically high for intricate chemistries). Quotes for quantities below 1 gram will not be provided. To request a quote, please click the button below. Note: If this product becomes available in stock in the future, pricing will be listed accordingly.
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Related CAS #
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Synonym
5'-O-Tritylthymidine; M13; Monotritylthymidine; M 13; M-13;
IUPAC/Chemical Name
1-[(2R,4S,5R)-4-Hydroxy-5-(trityloxymethyl)oxolan-2-yl]-5-methylpyrimidine-2,4-dione
InChi Key
FZDHVUVGQXVYOP-JIMJEQGWSA-N
InChi Code
InChI=1S/C29H28N2O5/c1-20-18-31(28(34)30-27(20)33)26-17-24(32)25(36-26)19-35-29(21-11-5-2-6-12-21,22-13-7-3-8-14-22)23-15-9-4-10-16-23/h2-16,18,24-26,32H,17,19H2,1H3,(H,30,33,34)/t24-,25+,26+/m0/s1
SMILES Code
O=C1NC(C(C)=CN1[C@@H]2O[C@H](COC(C3=CC=CC=C3)(C4=CC=CC=C4)C5=CC=CC=C5)[C@@H](O)C2)=O
Appearance
Solid powder
Purity
>98% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility
Soluble in DMSO
Shelf Life
>2 years if stored properly
Drug Formulation
This drug may be formulated in DMSO
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.9001
More Info

Preparing Stock Solutions

The following data is based on the product molecular weight 484.55 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
1: Golubovskaya VM, Palma NL, Zheng M, Ho B, Magis A, Ostrov D, Cance WG. A small-molecule inhibitor, 5'-O-tritylthymidine, targets FAK and Mdm-2 interaction, and blocks breast and colon tumorigenesis in vivo. Anticancer Agents Med Chem. 2013 May;13(4):532-45. PubMed PMID: 22292771; PubMed Central PMCID: PMC3625481. 2: Liekens S, Bronckaers A, Hernández AI, Priego EM, Casanova E, Camarasa MJ, Pérez-Pérez MJ, Balzarini J. 5'-O-tritylated nucleoside derivatives: inhibition of thymidine phosphorylase and angiogenesis. Mol Pharmacol. 2006 Aug;70(2):501-9. Epub 2006 May 4. PubMed PMID: 16675660. 3: Hernández AI, Balzarini J, Karlsson A, Camarasa MJ, Pérez-Pérez MJ. Acyclic nucleoside analogues as novel inhibitors of human mitochondrial thymidine kinase. J Med Chem. 2002 Sep 12;45(19):4254-63. PubMed PMID: 12213066. 4: Capron MA, McEldoon WL, Baenziger NC, Wiemer DF. Structure of a modified nucleoside, 3' alpha-diethylphosphono-3' beta-hydroxy-5'-O-tritylthymidine. Acta Crystallogr C. 1994 Feb 15;50 ( Pt 2):291-4. PubMed PMID: 8148096.