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Pyrimidines
Pyrimidines - N get the lowest number; count clockwise; 1’ usually = bottom and 4’ = top
Cytosine - 2’ C=O, 4’ NH2
Thymine - 2’ and 4’ C=O, 5’ CH3 branching off
Uracil = just like thymine without methyl
SMALLEST NUMBER CONNECTS TO RIBOSE (1)

Purines
Purines - bicyclic; N get lowest number; start left most N and count counter clockwise
Adenine = 6’ NH2
Guanine = 2’ NH2, 6’ C=O
BIGGEST NUMBER CONNECTS TO RIBOSE (9)

nucleoside vs nucleotide; what does cAMP look like
nucleoside = base + sugar; connected via beta-N-glycosidic linkage
nucleotide = nucleoside + phosphate; phosphate on 3’ or 5’ end
Recognize cAMP = 3’-5’ cyclic adenosine monophosphate; 2nd messenger for signaling cascades

nucleoside analogs in medicine
Zidovudine - nucleoside analog reverse transcriptase inhibitor for HIV (NRTI)
Emtricitabine - treat HIV infection
Xanthines; why is DNA more stable than RNA
hypoxanthine, inosine (hypoxanthine + ribose), xanthine
RNA = susceptible to base catalyzed hydrolysis (DNA = not)
Watson and Crick; central dogma of biology
solved secondary structure of DNA; used Franklins data and Chargaff rules to solve
replication based on COMPLEMENTARITY
DNA →(transcription) RNA → (translation) protein
B DNA (most common)
Double helix structure = phosphates on outside and bases on inside; antiparallel chains
Riboses must be on same side
B DNA structure - 10 bases per 34 A so 3.4 A rise per base pair
MAJOR GROOVE = WIDE/DEEP
MINOR GROOVE = NARROW/DEEP
Telomeres vs RNA
Telomere - g rich; quadruplex; non watson crick base pairing
RNA = A type helix; clover secondary structure (wobble); banana secondary structure
Topoisomerase
Topoisomerase = relax super coil by breaking strand(s)
type 1 = break one strand 9ssDNA)
type 2 = break both strands (dsDNA)
Ex. drug = cipro → inhibit topisomerase → inhibit replication → cell death
DNA packaging (eukaryotes); How is DNA damaged
Nucleosome = DNA is coiled around histone octamer (2x histones H2A, H2B, H3, & H4)
“beads on a string” 11 nm
UV radiation → thymine dimer → DNA damage
Alkylation/HNO2 (processed meat)→ DNA mismatch → cancer