Thymidine,5'-amino-5'-deoxy-

Thymidine,5'-amino-5'-deoxy- Structure
Thymidine,5'-amino-5'-deoxy- structure
Common Name Thymidine,5'-amino-5'-deoxy-
CAS Number 25152-20-9 Molecular Weight 241.24
Density 1.394 g/cm3 Boiling Point N/A
Molecular Formula C10H15N3O4 Melting Point N/A
MSDS USA Flash Point N/A

Measurement of carbamoylating activity of nitrosoureas and isocyanates by a novel high-pressure liquid chromatography assay.

Biochem. Pharmacol. 35(14) , 2359-65, (1986)

A new assay for carbamoylating activity using reversed phase liquid chromatography (HPLC) is described which offers several advantages over existing assays. A comparison was made of the extent of carbamoylation of the amino group of 5'-amino-5'-deoxythymidine...

Novel acyclic amide-conjugated nucleosides and their analogues.

Nucleosides Nucleotides Nucleic Acids 28 , 103-117, (2009)

An effective one-step synthesis of new amide-conjugated nucleosides and their analogues, in the presence of 4-(4,6-dimethoxy-1,3,5-triazin-2-yl)-4-methylmorpholinium chloride (DMT-MM) as the condensing agent, is presented. Substrate subunits carrying carboxyl...

Carbamoylation reactions of N-methyl-N'-aryl-N-nitrosoureas and corresponding phenyl isocyanates to 5'-amino-5'-deoxythymidine: importance of carbamoylation in mouse skin carcinogenic processes.

Carcinogenesis 13(4) , 699-702, (1992)

Carbamoylation reactions of N-methyl-N'-aryl-N-nitrosoureas (I-X: X = -OCH3, -CH3, -H, -Cl, and -COCH3) and of their corresponding phenyl isocyanates (II-X: X = -OCH3, -CH3, -H, -Cl and -COCH3) to the amino group of 5'-amino-5'-deoxythymidine have been kineti...

Template-directed addition of nucleosides to DNA by the BfiI restriction enzyme.

Nucleic Acids Res. 36 , 3969-3977, (2008)

Restriction endonucleases catalyse DNA cleavage at specific sites. The BfiI endonuclease cuts DNA to give staggered ends with 1-nt 3'-extensions. We show here that BfiI can also fill in the staggered ends: while cleaving DNA, it can add a 2'-deoxynucleoside t...

Modulation of the metabolism and cytotoxicity of iododeoxyuridine by 5'-amino-5'-deoxythymidine.

Mol. Pharmacol. 23(3) , 709-16, (1983)

In HeLa and Vero cells the antiproliferative effects of iododeoxyuridine (IdUrd) were modulated in a biphasic manner by 5'-amino-5'-deoxythymidine (5'-AdThd). Low concentrations of 5'-AdThd increased the cytotoxicity of IdUrd whereas high concentrations of 5'...

Effects of nucleoside analogues on the expression of herpes simplex type 1-induced proteins.

Antiviral Res. 2(5) , 267-81, (1982)

Exposure of herpes simplex virus type 1 (HSV-1)-infected Vero cells to the nucleoside analogues 5-iodo-5'-amino-2',5'-dideoxyuridine (AIdUrd), 5-iodo-2'-deoxyuridine (IdUrd) or 5'-amino-2',5'-dideoxythymidine (5'-AdThd) resulted in altered expression of HSV-1...

Synthesis and in vitro antiviral activity of 3'-O-acyl derivatives of 5'-amino-5'-deoxythymidine: potential prodrugs for topical application.

J. Pharm. Sci. 73(11) , 1568-71, (1984)

A series of 3'-O-acyl derivatives of 5'-amino-5'-deoxythymidine (5'-NH2-TdR) (IIIa-j) was synthesized by acylation of 5'-azido-5'-deoxythymidine (I). The resulting acetoxy azides were reduced by catalytic hydrogenation to give the corresponding amines. The an...

Preferential inhibition of 5-trifluoromethyl-2'-deoxyuridine phosphorylation by 5'-amino-5'-deoxythymidine in uninfected versus herpes simplex virus-infected cells.

Mol. Pharmacol. 24(1) , 90-6, (1983)

The cytotoxic effects of 5-trifluoromethyl-2'-deoxyuridine (CF3dUrd) were effectively antagonized by 5'-amino-5'-deoxythymidine (5'-AdThd). The antiproliferative actions of CF3dUrd were reduced in a dose-dependent manner by 5'-AdThd in both HeLa and Vero cell...

Enzyme regulatory site-directed drugs: study of the interactions of 5'-amino-2', 5'-dideoxythymidine (5'-AdThd) and thymidine triphosphate with thymidine kinase and the relationship to the stimulation of thymidine uptake by 5'-AdThd in 647V cells.

Mol. Pharmacol. 35(1) , 98-104, (1989)

5'-Amino-2',5'-dideoxythymidine (5'-AdThd) is a nontoxic thymidine (dThd) analogue capable of antagonizing the feedback inhibition exerted by thymidine triphosphate (dTTP) on thymidine kinase (EC 2.7.1.21). In intact cells, this results in stimulation of thym...

In vivo modulation of iododeoxyuridine metabolism and incorporation into cellular DNA by 5'-amino-5'-deoxythymidine in normal mouse tissues and two human colon cancer xenografts.

Clin. Cancer Res. 2(6) , 981-9, (1996)

This in vivo study examines the ability of 5'-amino-5'-deoxythymidine (5'-AdThd) to modulate 5-iododeoxyuridine (IdUrd) cellular metabolism in two human colon cancer xenografts (HT 29 and HCT-116), two actively proliferating normal mouse tissues (bone marrow ...