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39 Cards in this Set
- Front
- Back
Purines?
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adenine
guanine hypoxanthine xanthine |
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Pyrimidines?
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cytosine
uracil thymine orotic acid |
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What is hypoxanthine's nucleoside?
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inosine
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Functions of nucleotides?
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DNA and RNA polymer precursors
structural moieties of coenzymes energy metabolism ingredients of active metabolic precursors physiological mediators allosteric effectors of many metabolic enzymes |
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Four coenzymes that use a nucleotide as a structural moiety?
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NADH
FAD CoA tetrahydrobiopterin |
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How are dietary nucleotides converted to nucleosides?
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alkaline phosphatase
|
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How many ATPs are used in the synthesis of purine and pyrimidine?
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each use 6 ATP but purine does it in 11 steps while pyrimidine gets it done in 9
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What is defective in gout?
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de novo purine synthesis (g like guanine is a purine)
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What is defective in Lesch-Nyhan syndrome?
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purine salvage
|
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Defect in orotic aciduria?
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de novo pyrimidine synthesis
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Where does ribose 5-phosphate come from?
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glucose 6-phosphate via pentose phosphate pathway
or ribose 1-phosphate by nucleoside phosphorolysis |
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How is PRPP synthesized?
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ribose 5-phosphate + ATP with PRPP synthetase
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Which reactions and pathways require PRPP?
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de novo synthesis and salvage purine AND pyrimidine pathways
NAD synthesis |
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What is the first committed step in purine synthesis?
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Glutamine phosphoribosyl amidotransferase catalyzed conversion of PRPP + glutamine ->phosphoribosylamine
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Which enzyme is defective in Lesch-Nyhan?
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HGPRTase
|
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What does allopurinol inhibit?
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xanthine oxidase conversion of hypoxanthine to xanthine and xanthine to uric acid
|
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Where are all the enzymes for purine de novo synthesis found within the cell?
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cytosol
|
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How are deoxyribonucleotides formed?
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reduction of ribonucleoside 5'-diphosphates by ribonucleotide reductase
|
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What acts as a cofactor in the synthesis of deoxyribonucleotides?
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thioredoxin or glutaredoxin cofactors that help reduce ribose to deoxyribose
|
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What role does NADPH play in deoxyribonucleotide synthesis?
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reduces ribonucleotide reductase back to active form since it is oxidized in synthesis reaction
|
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What are the different classes of chemotherapeutic agents?
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antimetabolites
antifolates glutamine antagonists other compounds antiviral agents |
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How do antimetabolites act?
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structural analogs of bases or nucleosides so they interfere with specific sites of metabolism
|
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What are three antimetabolites?
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6-mercaptopurine
5-fluorouracil cytosine arabinoside (araC) |
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6-mercaptopurine?
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leukemia antitumor drug
purine analog that negatively effects PRPP amidotransferase of purine synthesis and neg effect on enzymes that make AMP and GMP from IMP |
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5-fluorouracil?
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antitumor drug - pyrimidine analog
FUTP incorporates into RNA and stops maturation of 28S and 18S rRNA; and stops splicing of pre-mRNA FdUMP inhibits thymidylate synthase |
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cytosine arabinose?
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anti-leukemia cytidine analog
araCTP competes with dCTP in DNA polymerase reaction and when placed in DNA inhibits growth of strand |
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What are antifolates?
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methotrexate (mtx)
inhibit formation of tetrahydrofolate by inhibiting dihydrofolate reductase |
|
Methotrexate?
|
antitumor leukemia treatment; folate analog
inhibits dihydrofolate reductase thus depleting thymidine and purine nucleotides |
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Which reactions do glutamine antagonists effect?
|
amidation reactions using glutamine:
-de novo purine synthesis (N3 & N9) -GMP synthesis from IMP -cytosolic carbamoyl phosphate formation for pyrimidine synthesis -CTP syntheis from UTP -NAD synthesis |
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Azaserine and 6-diazo-5-oxo-norleucine (DON)?
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antitumor glutamine analogs
inhibit enzymes that use glutamine as substrate too toxic for clinical use |
|
cytosine arabinose?
|
anti-leukemia cytidine analog
araCTP competes with dCTP in DNA polymerase reaction and when placed in DNA inhibits growth of strand |
|
What are antifolates?
|
methotrexate (mtx)
inhibit formation of tetrahydrofolate by inhibiting dihydrofolate reductase |
|
Methotrexate?
|
antitumor leukemia treatment; folate analog
inhibits dihydrofolate reductase thus depleting thymidine and purine nucleotides |
|
Which reactions do glutamine antagonists effect?
|
amidation reactions using glutamine:
-de novo purine synthesis (N3 & N9) -GMP synthesis from IMP -cytosolic carbamoyl phosphate formation for pyrimidine synthesis -CTP syntheis from UTP -NAD synthesis |
|
Azaserine and 6-diazo-5-oxo-norleucine (DON)?
|
antitumor glutamine analogs
inhibit enzymes that use glutamine as substrate too toxic for clinical use |
|
Hydroxyurea?
|
not an analog but inhibits ribonucleotide reductase to inhibit DNA synthesis but not RNA
|
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Tiazofurin?
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not an analog, has a ribose unit
inhibits IMP dehydrogenase, the limiting step in GTP synthesis |
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Acyclovir (acycloguanosine)?
|
antiviral against Herpes HSV
a purine base coupled with sugar analog its triphosphate form is substrate for HSV-specific DNA polymerase so it stops DNA chain growth |
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3'-azido-2'-deoxythymidine (AZT)?
|
thymidine analog used against HIV
inhibits HIV-DNA polymerase which is RNA dependent the host DNA polymerase is DNA dependent so much less sensitive |