5'-O-TBDMS-dU

For research use only. Not for therapeutic Use.

  • CAT Number: I044607
  • CAS Number: 76223-04-6
  • Molecular Formula: C15H26N2O5Si
  • Molecular Weight: 342.46
  • Purity: ≥95%
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5′-O-TBDMS-dU(Cat No.:I044607)is a deoxyribonucleoside phosphoramidite based on deoxyuridine (dU), featuring a 5′-O-tert-butyldimethylsilyl (TBDMS) group that protects the 5′-hydroxyl during oligonucleotide synthesis. The TBDMS group offers strong resistance to both acidic and basic conditions, enabling selective deprotection with fluoride-based reagents. This protection strategy is ideal for complex or orthogonal synthetic protocols. 5′-O-TBDMS-dU is particularly useful in the design of modified DNA constructs for research into epigenetics, gene regulation, and nucleic acid interactions, as well as for preparing probes, aptamers, and therapeutic oligonucleotides requiring enhanced chemical control.

CAS Number 76223-04-6
Synonyms

1-[(2R,4S,5R)-5-[[tert-butyl(dimethyl)silyl]oxymethyl]-4-hydroxyoxolan-2-yl]pyrimidine-2,4-dione

Molecular Formula C15H26N2O5Si
Purity ≥95%
IUPAC Name 1-[(2R,4S,5R)-5-[[tert-butyl(dimethyl)silyl]oxymethyl]-4-hydroxyoxolan-2-yl]pyrimidine-2,4-dione
InChI InChI=1S/C15H26N2O5Si/c1-15(2,3)23(4,5)21-9-11-10(18)8-13(22-11)17-7-6-12(19)16-14(17)20/h6-7,10-11,13,18H,8-9H2,1-5H3,(H,16,19,20)/t10-,11+,13+/m0/s1
InChIKey HCSHWGNMXQKRCF-DMDPSCGWSA-N
SMILES CC(C)(C)[Si](C)(C)OC[C@@H]1[C@H](C[C@@H](O1)N2C=CC(=O)NC2=O)O
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