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. 2008 Dec;72(4):590–641. doi: 10.1128/MMBR.00016-08

TABLE 16.

Properties of purine nucleotides and nucleotide analogs

Name or abbreviation Molecular formula Source Other names
Excess free ATP C10H16N5O13P3 Natural Adenosine triphosphate; adenosine 5′-triphosphate
ADP C10H15N5O10P2 Natural Adenosine diphosphate; adenosine 5′-diphosphate
GTP C10H16N5O14P3 Natural Guanosine triphosphate; guanosine 5′-triphosphate
FTP C10H16N5O13P3 Synthetic Formycin triphosphate; formycin 5′-triphosphate; formycin A 5′-triphosphate
TNP-ATP C16H17N8O19P3 Synthetic; fluorescent 2′,3′-O-(2,4,6-Trinitrophenyl) adenosine 5′-triphosphate
TNP-ADP C16H15N8O16P2 Synthetic; fluorescent 2′,3′-O-(2,4,6-Trinitrophenyl) adenosine 5′-triphosphate
TNP-Ado C16H13N8O10 Synthetic; fluorescent (2′,3′)-O-(2,4,6-Trinitrocyclohexadienylidine)adenosine
Lin-benzo-ADP C14H17N5O10P2 Synthetic; fluorescent Linear-benzoadenosine diphosphate
AP4A C20H28N10O19P4 Natural extracellular mediator Diadenosine tetraphosphate; 5′,5′′′-diadenosine tetraphosphate
AP5A C20H14N10O22P5 Natural extracellular mediator Diadenosine pentaphosphate
AP6A C20H30N10O25P6 Natural extracellular mediator Diadenosine hexaphosphate; diadenosine 5′,5′′′′-P1,P6-hexaphosphate
AMP-PNP C10H17N6O12P3 Synthetic Adenylyl imidodiphosphate; p[NH]ppA; γ-imino-ATP
GMP-PNP C10H17N6O13P3 Synthetic 5′-Guanylyl imidodiphosphate; p[NH]ppG
IMP-PNP C10H16N5O13P3 Synthetic Inosine-5′-[(β,γ)-imido]triphosphate
AMP(CH2)P C11H17N5O9P2 Synthetic Adenosine 5′-methylenediphosphate; adenosine-5′-(α,β-methylene)-diphosphate; α,β-methylene ADP
RhATP C10H23N5O16P3Rh (tridentate RhATP) Synthetic Bidentate RhATP, bidentate tetraaquarhodium-adenosine 5′-triphosphate [Rh(H2O)4ATP]; tridentate RhATP, tridentate triaquarhodium-adenosine 5′-triphosphate [Rh(H2O)3ATP]
CrATP or Cr(NH3)4ATP C10H26CrN5O17P3 (bidentate CrATP) Synthetic Monodentate CrATP, monodentate pentaaquachromium-adenosine 5′-triphosphate [Cr(H2O)5ATP]; monodentate Cr(NH3)4ATP, Monodentate tetraaminemonoaquachromium-adenosine 5′-triphosphate [Cr(NH3)4(H2O)ATP]; bidentate CrATP, bidentate tetraaquachromium-adenosine 5′-triphosphate [Cr(H2O)4ATP]; bidentate Cr(NH3)4ATP, bidentate tetraaminechromium-adenosine 5′-triphosphate; bidentate Cr(NH3)2ATP, bidentate biaminebiaquachromium-adenosine 5′-triphosphate [Cr(NH3)2(H2O)2ATP]
Co(NH3)4ATP C10H34CoN9O13P3 Synthetic Bidentate tetraaminecobalt-adenosine 5′-triphosphate; bidentate cobalt(III)tetraamine-adenosine 5′-triphosphate
3′-O-Acetyl-ATP C16H17N8O19P3 Synthetic Acetyl adenosine triphosphate
3′-O-Acetyl-ADP C16H16N8O16P2 Synthetic Acetyl adenosine diphosphate
3′-O-Caproyl-ADP C16H25N5O11P2 Synthetic Caproyl adenosine diphosphate
3′-O-Enanthyl-ADP C17H27N5O11P2 Synthetic Enanthyl adenosine diphosphate
3′-O-Caprylyl-ADP C18H29N5O11P2 Synthetic Caprylyl adenosine diphosphate
F-ADP/DMAN-ADP C23H23N6O11P2 Synthetic; fluorescent 3′-O-[1-(5-Dimethylamino)-naphthoyl]adenosine diphosphate; 3′-O-(5-dimethylaminonaphthoyl-1)-adenosine diphosphate
F-ATP C23H25N6O14P3 Synthetic; fluorescent 3′-O-[1-(5-Dimethylamino)-naphthoyl]adenosine triphosphate; 3′-O-(5-dimethylaminonaphthoyl-1)-adenosine triphosphate
3′-O-(1-Naphthoyl)-ADP/N-ADP C21H21N5O11P2 Synthetic; fluorescent 3′-O-(Naphthoyl-1)adenosine diphosphate; 3-NP-ADP
3′-O-(1-Naphthoyl)-ATP C21H22N5O14P3 Synthetic; fluorescent 3′-O-(Naphthoyl-1)adenosine triphosphate
3′-O-(2-Naphthoyl)-ADP C21H22N5O14P3 Synthetic 3′-O-(2-Naphthoyl)-adenosine 5′-diphosphate
BzATP C24H24N5O15P3 Synthetic; photoreactive 3′-O-(4-Benzoyl) benzoyl ATP; 3′-O-(4-benzoyl)benzoyladenosine 5′-triphosphate
BzADP C24H23N5O12P2 Synthetic; photoreactive 3′-O-(4-Benzoyl) benzoyl ADP; 3′-O-(4-benzoyl)benzoyladenosine 5′-diphosphate
t-Butylacetyl-ADP C16H25N5O11P2 Synthetic tert-Butylacetyl-adenosine 5′-diphosphate
3′-O-Phenylacetyl-ADP C18H21N5O11P2 Synthetic 3′-O-Phenylacetyl-adenosine 5′-diphosphate
3′-O-Phenylbutyryl-ADP C20H25N5O11P2 Synthetic 3′-O-Phenylbutyryl-adenosine 5′-diphosphate
3′-O-Benzoyl-ADP C17H19N5O11P2 Synthetic 3′-O-Benzoyl-ADP
3′-O-[N-(2-Nitrophenyl)-γ-aminobutyryl]-ADP C20H25N7O13P2 Synthetic 3′-O-[N-2-Nitrophenyl-γ-aminobutyryl]-adenosine 5′-diphosphate
3′-O-[N-(4-Nitrophenyl)-γ−aminobutyryl]-ADP C20H25N7O13P2 Synthetic 3′-O-[N-(4-Nitrophenyl)-γ-aminobutyryl]-adenosine 5′-diphosphate
3′-O-(1-Naphthylacetyl)-ADP C22H23N5O11P2 Synthetic 3′-O-(1-Naphthylacetyl)-adenosine 5′-diphosphate
3′-O-(2-Naphthyl acetyl)-ADP C22H23N5O11P2 Synthetic 3′-O-(2-Naphthylacetyl)-adenosine 5′-diphosphate
3′-O-(1-Anthranoyl)-ADP C25H23N5O11P2 Synthetic 3′-O-(1-Anthranoyl)-adenosine 5′-diphosphate
3′-O-(9-Anthranoyl)-ADP C25H23N5O11P2 Synthetic 3′-O-(9-Anthranoyl)-adenosine 5′-diphosphate
FSBI C17H15FN4O8S Synthetic 5′-p-Fluorosulfonylbenzoylinosine; 5′-4-Fsbi
FSBA C17H16FN5O7S Synthetic 5′-p-Fluorosulfonylbenzoyladenosine; 5′-(4-(fluorosulfonyl)benzoyl)adenosine; 5-Fsba
FSBɛA C19H16FN5O7S Synthetic 5′-p-Fluorosulfonylbenzoylethenoadenosine; 5′-(4-fluorosulfonylbenzoyl)-1,N(6)-ethenoadenosine; FSB epsilon A; Fsbn-ethenoadenosine
AP2-PL C18H22N6O12P2 Synthetic Adenosine diphosphopyridoxal; PLP-AMP; ADP-pyridoxal; pyridoxal 5′-diphospho-5′-adenosine; 5′-adenosine-5′-diphosphopyridoxal
AP3-PL C18H23N6O15P3 Synthetic Adenosine triphosphopyridoxal; adenosine 5′-(tetrahydrogen triphosphate), mono((4-formyl-5-hydroxy-6-methyl-3-pyridinyl)methyl) ester
AP4-PL C18H24N6O18P4 Synthetic Adenosine tetraphosphopyridoxal; adenosine tetraphosphate pyridoxal
oATP C10H14N5O13P3 Synthetic 2′,3′-Dialdehyde of ATP; dial-ATP
oADP C10H13N5O10P2 Synthetic 2′,3′-Dialdehyde of ADP
oAMP C10H12N5O7P Synthetic 2′,3′-Dialdehyde of AMP
Cibacron blue C29H17N7O11S3Cl Synthetic; protein synthesis inhibitor
BzAF C34H21NO7 Synthetic; photoreactive 4-Benzoyl(benzoyl)-1-amidofluorescein