Dideoxyadenosine [dideoxyadenosin]

topical
2
Terms

2',3'-dideoxyadenosin

 

2',3'-Dideoxyadenosine
ddA (Antiviral)

Persistent link   https://www.medvik.cz/link/D016048
Definition

A dideoxynucleoside compound in which the 3'-hydroxy group on the sugar moiety has been replaced by a hydrogen. This modification prevents the formation of phosphodiester linkages which are needed for the completion of nucleic acid chains. The compound is an inhibitor of HIV replication, acting as a chain-terminator of viral DNA by binding to reverse transcriptase. Its principal side effect is nephrotoxicity. In vivo, dideoxyadenosine is rapidly metabolized to DIDANOSINE (ddI) by enzymatic deamination; ddI is then converted to dideoxyinosine monophosphate and ultimately to dideoxyadenosine triphosphate, the putative active metabolite.

Annotation
an antiviral; inhibits HIV replication
DUI
D016048 MeSH Browser
CUI
M0024534
CAS
Adenosine, 2',3'-dideoxy-
Previous indexing
Dideoxynucleosides (1989); Deoxyadenosine/analogs & derivatives (1975-1989)
History note
90
Public note
90

D Chemicals and Drugs
D03.633.100.759 Purines 501
D03.633.100.759.590 Purine Nucleosides 34
D03.633.100.759.590.138 Adenosine 307
D03.633.100.759.590.138.325 Deoxyadenosines 14
D03.633.100.759.590.138.325.075 Cladribine 129
D03.633.100.759.590.138.325.105 Dideoxyadenosine 2
D03.633.100.759.590.138.325.800 Puromycin Aminonucleoside 1
D13.570 Nucleosides 265
D13.570.230 Deoxyribonucleosides 14
D13.570.230.229 Deoxyadenosines 14
D13.570.230.229.075 Cladribine 129
D13.570.230.229.105 Dideoxyadenosine 2
D13.570.230.229.650 Puromycin Aminonucleoside 1
D13.570.230.500 Dideoxynucleosides 19
D13.570.230.500.090 Didanosine 6
D13.570.230.500.105 Dideoxyadenosine 2
D13.570.230.500.850 Stavudine 3
D13.570.230.500.925 Zalcitabine 8
D13.570.230.500.950 Zidovudine 47
D13.570.583 Purine Nucleosides 34
D13.570.583.138 Adenosine 307
D13.570.583.138.325 Deoxyadenosines 14
D13.570.583.138.325.075 Cladribine 129
D13.570.583.138.325.105 Dideoxyadenosine 2
D13.570.583.138.325.800 Puromycin Aminonucleoside 1