5'-O-(4,4'-Dimethoxytrityl)-2'-deoxyuridine

Modify Date: 2024-01-02 14:12:35

5'-O-(4,4'-Dimethoxytrityl)-2'-deoxyuridine Structure
5'-O-(4,4'-Dimethoxytrityl)-2'-deoxyuridine structure
Common Name 5'-O-(4,4'-Dimethoxytrityl)-2'-deoxyuridine
CAS Number 23669-79-6 Molecular Weight 530.56800
Density 1.294 g/cm3 Boiling Point N/A
Molecular Formula C30H30N2O7 Melting Point N/A
MSDS Chinese USA Flash Point N/A
Symbol GHS07
GHS07
Signal Word Warning

 Use of 5'-O-(4,4'-Dimethoxytrityl)-2'-deoxyuridine


5'-O-(4,4'-Dimethoxytrityl)-2'-deoxyuridine (5'-O-DMT-dU) is a competitive inhibitor of E. coli dUTP nucleotidohydrolase (dUTPase), with the Ki higher than 1000 μM. 5'-O-(4,4'-Dimethoxytrityl)-2'-deoxyuridine can be used in machine-assisted DNA synthesis by synthesizing nucleosidic phosphoramidite blocks[1][2].

 Names

Name 5'-O-(4,4'-Dimethoxytrityl)-2'-deoxyuridine
Synonym More Synonyms

  Biological Activity

Description 5'-O-(4,4'-Dimethoxytrityl)-2'-deoxyuridine (5'-O-DMT-dU) is a competitive inhibitor of E. coli dUTP nucleotidohydrolase (dUTPase), with the Ki higher than 1000 μM. 5'-O-(4,4'-Dimethoxytrityl)-2'-deoxyuridine can be used in machine-assisted DNA synthesis by synthesizing nucleosidic phosphoramidite blocks[1][2].
Related Catalog
Target

Ki: >1000 μM (E. coli dUTPase)[1]

References

[1]. Hidalgo-Zarco F, et, al. Kinetic properties and inhibition of the dimeric dUTPase-dUDPase from Leishmania major. Protein Sci. 2001 Jul;10(7):1426-33.

[2]. Hovinen J, et, al. Versatile strategy for oligonucleotide derivatization. Introduction of lanthanide(III) chelates to oligonucleotides. Org Lett. 2001 Aug 9;3(16):2473-6.

 Chemical & Physical Properties

Density 1.294 g/cm3
Molecular Formula C30H30N2O7
Molecular Weight 530.56800
Exact Mass 530.20500
PSA 112.01000
LogP 3.21090
Appearance of Characters Powder | White to Off-white
Index of Refraction 1.61
Storage condition −20°C
Water Solubility Soluble in acetonitrile at 20mg/ml

 Safety Information

Symbol GHS07
GHS07
Signal Word Warning
Hazard Statements H302-H315-H319-H332-H335
Precautionary Statements P261-P305 + P351 + P338
Personal Protective Equipment dust mask type N95 (US);Eyeshields;Gloves
Hazard Codes Xn: Harmful;
Risk Phrases R20/22;R36/37/38
Safety Phrases S22-S26-S36
RIDADR NONH for all modes of transport
WGK Germany 3

 Synthetic Route

~10%

5'-O-(4,4'-Dimethoxytrityl)-2'-deoxyuridine Structure

5'-O-(4,4'-Dime...

CAS#:23669-79-6

Literature: Avino, Anna; Garcia, Ramon Gueimil; Albericio, Fernando; Mann, Matthias; Wilm, Matthias; Neubauer, Gitte; Eritja, Ramon Bioorganic and Medicinal Chemistry, 1996 , vol. 4, # 10 p. 1649 - 1658

~%

5'-O-(4,4'-Dimethoxytrityl)-2'-deoxyuridine Structure

5'-O-(4,4'-Dime...

CAS#:23669-79-6

Literature: Bioorganic and Medicinal Chemistry Letters, , vol. 21, # 4 p. 1181 - 1184

~%

5'-O-(4,4'-Dimethoxytrityl)-2'-deoxyuridine Structure

5'-O-(4,4'-Dime...

CAS#:23669-79-6

Literature: Bioorganic and Medicinal Chemistry Letters, , vol. 21, # 4 p. 1181 - 1184

~%

5'-O-(4,4'-Dimethoxytrityl)-2'-deoxyuridine Structure

5'-O-(4,4'-Dime...

CAS#:23669-79-6

Literature: Bioorganic and Medicinal Chemistry Letters, , vol. 21, # 4 p. 1181 - 1184

 Synonyms

5'-O-[Bis(4-methoxyphenyl)benzyl]-2'-deoxyuridine
5'-O-Dimethylterephthale-2'-deoxyuridine
5'-(4,4'-dimethoxytrityl)-2'-deoxyuridine
5'-O-DMT-2'-DEOXYURIDINE
2'-deoxy-5'-O-dimethoxytrityluridine
DMT-DEOXYURIDINE
2'-deoxy-5'-(4,4'-dimethoxytrityl)uridine
5'-O-[Bis(4-methoxyphenyl)phenylmethyl]-2'-deoxyuridine
dmt-du
2'-deoxy-5'-O-(4,4'-dimethoxytrityl)-uridine
5'-O-(4,4'-dimetoxytrityl)-2'-deoxyuridine
2'-Deoxy-5'-O-DMT-uridine