NorrChemica™
3-Methylthymidine
3-Methylthymidine | CAS 958-74-7 | ≥98%
Pack sizes & prices
| Pack size | Excl. VAT | Incl. VAT | Add to cart |
|---|---|---|---|
| 100 mg−53% | |||
| 250 mg−64% | |||
| 500 mg−63% | |||
| 1.0 g−56% | |||
| 2.5 g−69% | |||
| 5.0 g−68% |
Taxes and fees, e.g. VAT, included in the price. Shipping calculated at checkout.Free shipping on EU, UK and EFTA orders above €250, and above €400 to the rest of the world.
Technical Specifications
| CAS Number | 958-74-7 |
| MDL Number | MFCD00010573 |
| SMILES | CC1=CN(C(=O)N(C1=O)C)[C@H]2C[C@@H]([C@H](O2)CO)O |
| InChI | InChI=1S/C11H16N2O5/c1-6-4-13(11(17)12(2)10(6)16)9-3-7(15)8(5-14)18-9/h4,7-9,14-15H,3,5H2,1-2H3/t7-,8+,9+/m0/s1 |
| InChIKey | JCVDICFLPGDHAT-DJLDLDEBSA-N |
| PubChem CID | 65062 |
| Molecular Formula | C₁₁H₁₆N₂O₅ |
| Molecular Weight | 256.26 g/mol |
| Melting Point | 130-133 °C |
| Solubility | Soluble in water; soluble in DMSO and methanol |
| Log Pow | -1.0 |
| Purity | ≥98% |
| Physical Form | White solid |
| HS Code | 2934.99 |
| Shelf Life | Retest period: 36 months from date of manufacture |
| Storage Conditions | Store at 2-8 °C in a tightly sealed container, protected from light and moisture |
Product Description & Scientific Applications
3-Methylthymidine is 2′-deoxythymidine carrying a methyl group on N3 — the Watson-Crick hydrogen-bond donor that forms the thymine N3–H···N1 contact in A·T pairing. The methyl sits on the base-pairing face, abolishing the donor interaction and making the residue a defined N3-alkylation lesion inside DNA; this is the key distinction from C5- or sugar-modified thymidine analogues. The N3-methyl is reversed by Fe(II)/α-ketoglutarate-dependent dioxygenases of the AlkB family, which hydroxylate the methyl to a hydroxymethyl intermediate that loses formaldehyde, restoring the unmodified thymidine.
AlkB-family demethylase substrate. 3-Methylthymine in DNA is repaired by bacterial AlkB and the human homologues ABH2 and ABH3 — ABH2 biased toward duplex DNA, AlkB and ABH3 active in single- and double-stranded formats. FTO is reported with 3-meT in ssDNA, 3-meU in ssRNA, and a mononucleotide complex, disfavouring duplex, and is treated separately. Use the nucleoside for analytical assignment and substrate preparation, and 3-meT oligonucleotides for kinetic profiling, AlkB/ABH2/ABH3 comparison, and enzyme–substrate structural work.
Defined replication-blocking lesion. Loss of the adenine-pairing donor blocks template reading. Use the nucleoside to place a single 3-methylthymine lesion at a chosen oligonucleotide position — a clean context for polymerase stalling, primer-extension blockage, AlkB-mediated reversal, and the consequences of unrepaired N3-alkylation, without the noise of mixed chemically methylated DNA.
Analytical reference standard. Authentic 3-methylthymidine supports retention-time assignment and mass-spectral confirmation of methylated nucleosides released from digested DNA, where low-abundance peaks cannot be assigned by mass alone; isotope-labelled material enables absolute quantification. For damage-spectrum calibration it distinguishes methylating agents — SN2-like MMS favouring ring-nitrogen methylation (N7-methylguanine, N3-methyladenine), SN1-like MNU raising oxygen adducts (O6-methylguanine, O4-methylthymine) — with 3-methylthymine a minor product tracked against the dominant N7 and N3 lesions.
Shipping Destinations
- EU & UK: Priority delivery, 2–5 business days.
- United States (DDP): 3–7 business days, duties and taxes prepaid.
- EFTA Countries (DDP): 3–7 business days, duties and taxes prepaid.
- Worldwide: 7–14 business days, selected locations.
Safety Information
| Hazard Class | None — not subject to transport regulations |
| Transport Category | Not classified as dangerous goods for transport (ADR/IATA/IMDG) |
Documentation
| Safety Data Sheet | Download PDF |
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