Conditions | Yield |
---|---|
With dihydroxyacetone phosphate; ethylenediaminetetraacetic acid; DL-dithiothreitol; NAD; trisodium thiophosphate; 2-oxo-propionic acid; magnesium chloride; phosphoglycerate kinase; immobil. triosephosphate isomerase; glyceraldehyde-3-phosphate dehydrogenase; lactate dehydrogenase In water for 72h; Ambient temperature; 1) pH 7.5; | A 80% B n/a C n/a |
Conditions | Yield |
---|---|
With tetrakis(tetra-n-butylammonium) hydrogen triphosphate In acetonitrile for 48h; Ambient temperature; | 72% |
5'-adenosine monophosphate
A
adenosine 5'-diphosphate
B
ATP
C
adenosine 5'-tetraphosphate
Conditions | Yield |
---|---|
With manganese(ll) chloride; tri-1-benzimidazolylphosphine oxide at 50℃; for 72h; N-ethylmorpholine buffer (pH 7.0); | A 65% B 17% C 3% |
With magnesium chloride; tri-1-benzimidazolylphosphine oxide at 50℃; for 72h; N-ethylmorpholine buffer (pH 7.0); | A 26% B 36% C 18% |
adenosine 5'-<α-thio>triphosphate
ATP
Conditions | Yield |
---|---|
With dihydrogen peroxide | 65% |
tetrakis(tetra-n-butylammonium) hydrogen triphosphate
5'-tosyladenosine
ATP
Conditions | Yield |
---|---|
In acetonitrile for 23h; | 55% |
Conditions | Yield |
---|---|
With phosphorotriimidazolide; magnesium chloride at 22℃; for 168h; N-ethylmorpholine buffer (pH 7.0); | A 25% B 43% |
With 2,3,6-trimethyl-beta-cyclodextrin In water at 37℃; Product distribution; equilibrium constant phosphate buffer, pH 7.00; | |
With magnesium; β‐cyclodextrin In water at 37℃; Product distribution; equilibrium constant phosphate buffer, pH 7.00; |
ATP
Conditions | Yield |
---|---|
With bis(tri-n-butylammonium) pyrophosphate In N,N-dimethyl-formamide | 42% |
Conditions | Yield |
---|---|
With yeast-maceration juice |
Conditions | Yield |
---|---|
With creatine-kinase beim Behandeln mit einem Enzym-Praeparat aus Escherichia coli; |
Conditions | Yield |
---|---|
With Tri-n-octylamine; phosphoric acid; cyclopentanone-[O-(4-nitro-benzenesulfonyl)-oxime ]; N,N-dimethyl-formamide | |
With pyridine; phosphoric acid; water; dicyclohexyl-carbodiimide Reagens 4: Tributylamin; | |
With 5-phosphoribosyl 1-pyrophosphate synthetase; 5-phosphoribosyl 1-pyrophosphate Enzyme kinetics; |
Conditions | Yield |
---|---|
With phosphoric acid; brewer's yeast-substance; water | |
With D-glucose; phosphoric acid; brewer's yeast-substance; water | |
With fructose-1,6-bisphosphate; phosphoric acid; brewer's yeast-substance; water |
adenosine 5'-triphosphate γ(1-[2-nitrophenyl]ethyl) ester
A
ortho-nitroso acetophenone
B
ATP
Conditions | Yield |
---|---|
With N-tris(hydroxymethyl)methyl-2-aminoethanesulfonic acid; potassium chloride; magnesium chloride at 21℃; Mechanism; Quantum yield; Rate constant; Irradiation; pH 7.1; | |
With brucine buffer In water at 10℃; Product distribution; Irradiation; other reagent; |
Conditions | Yield |
---|---|
With creatine kinease Rate constant; |
Adenosine 5'<(S)α-thio>triphosphate
ATP
Conditions | Yield |
---|---|
With bromine In water for 0.0666667h; Ambient temperature; |
5'-adenosine monophosphate
A
5'-inosine monophosphate
B
adenosine 5'-diphosphate
C
ATP
Conditions | Yield |
---|---|
With zinc(II) chloride In methanol at 25℃; Product distribution; biosynthesis; various typ-, and conc. of reagent; | |
In methanol at 25℃; biosynthesis by Candida boidnii No. 2201; pH = 6.5; | A 14.8 mmol B 36.8 mmol C 24.0 mmol |
With zinc(II) chloride In methanol at 25℃; biosynthesis by Candida boidnii No. 2201; pH = 6.5; | A 2.0 mmol B n/a C 36.8 mmol |
In methanol at 25℃; biosynthesis by Candida boidnii No. 2201; pH = 6.5; | A 14.8 mmol B 1.1 mmol C 24.0 mmol |
ethyl ester of adenosine 5'-triiphospho-(Pγ-> N)-alanine
A
L-Alanine ethyl ester
B
ATP
Conditions | Yield |
---|---|
With hydrogenchloride at 37℃; for 1h; Product distribution; |
Conditions | Yield |
---|---|
With heptakis(2,6-di-O-methyl)cyclomaltoheptaose; magnesium chloride In water at 37℃; Product distribution; equilibrium constant phosphate buffer, pH 7.00, ATP formation in presence and absence of DM-β-CD; | |
With magnesium; β‐cyclodextrin In water at 37℃; Product distribution; equilibrium constant phosphate buffer, pH 7.00; | |
With 2,3,6-trimethyl-beta-cyclodextrin In water at 37℃; Product distribution; equilibrium constant phosphate buffer, pH 7.00; | |
With adenylate kinase; magnesium sulfate In water at 36.9℃; Rate constant; | |
With tobacco chloroplast adenylate kinase; magnesium sulfate Enzyme kinetics; transphosphorylation; |
Conditions | Yield |
---|---|
With acetylphosphoric acid; magnesium(II); 1,13-Dioxa-4,7,10,16,19,22-hexaazacyclotetracosane In water at 40℃; Product distribution; Mechanism; also in the absence of metal cation; other solvents; | |
With acetic acid phosphoric acid-anhydride; iron(III) sulfate at 30℃; var. metal salts; | |
With aminacrine; phosphoric acid; N-tris(hydroxymethyl) methylglycine; chloroplasts from spinach; potassium chloride; 1,1'-dibenzyl-4,4'-bipyridinium; phenazine methosulfate; magnesium chloride; ascorbic acid at 20℃; for 0.0166667h; Kinetics; Mechanism; Irradiation; var. of H+ conc.; |
C19H19ClN6O10P2
ATP
Conditions | Yield |
---|---|
With phosphoric acid; copper dichloride for 24h; Ambient temperature; Yield given; |
Conditions | Yield |
---|---|
With potassium hydroxide; N-(2-acetamido)-3-iminodiacetic acid at 22℃; Rate constant; Irradiation; |
Conditions | Yield |
---|---|
With human deoxycytidine kinase; ATP; magnesium chloride In water at 37℃; pH=7.5; Enzyme kinetics; phosphorylation; | |
Multistep reaction; |
A
ATP
B
2,5,8,11-tetraaza<12>-<12>(2,9)<1,10>-phenanthrolinophane
Conditions | Yield |
---|---|
With tetramethlyammonium chloride In water at 24.95℃; pH=2.5 - 11; Equilibrium constant; decomplexation; |
A
ATP
B
2,6,10,14-tetraaza[15](2,9)cyclo(1,10)phenanthrolinophane
Conditions | Yield |
---|---|
With tetramethlyammonium chloride In water at 24.95℃; pH=2.5 - 11; Equilibrium constant; decomplexation; |
A
5,11,17,23-tetramethoxy-25,26,27,28-tetrakis(trimethylammoniomethyl)calix<4>arene tetrachloride
B
ATP
Conditions | Yield |
---|---|
In water-d2 at 24.85℃; Equilibrium constant; Thermodynamic data; decomplexation; |
B
ATP
Conditions | Yield |
---|---|
In water-d2 at 24.85℃; Equilibrium constant; Thermodynamic data; decomplexation; |
B
ATP
Conditions | Yield |
---|---|
In water-d2 at 24.85℃; Equilibrium constant; Thermodynamic data; decomplexation; |
A
ATP
Conditions | Yield |
---|---|
In water-d2 at 24.85℃; Equilibrium constant; Thermodynamic data; decomplexation; |
Conditions | Yield |
---|---|
With acetonitrile; phenol beim anschliessenden Hydrieren an Palladium in wss. Dioxan; |
Conditions | Yield |
---|---|
reversible Phosphorylierung; |
Conditions | Yield |
---|---|
With Tris-HCl buffer; ethylenediaminetetraacetic acid; Escherichia coli S-adenosyl-L-methionine synthetase; potassium chloride; 2-hydroxyethanethiol; magnesium chloride In water for 5h; Ambient temperature; | 100% |
Conditions | Yield |
---|---|
With Dehydracetic acid; immobilized Glycerokinase for 2h; Ambient temperature; | 98% |
With hydrogenchloride | |
With manganese(II) sulfate; phosphoric acid |
Conditions | Yield |
---|---|
With LEUCINE In various solvent(s) at 40℃; at pH 7.5; ATP-regenerating system of acetate kinase, adenylate kinase, PPase with acetyl phosphate; | 98% |
With LEUCINE In various solvent(s) at 40℃; Product distribution; effect of different di- and tri-charged cations on Ap4A synthesis; | |
With L-lysine; lysyl tRNA synthetase (LysU); TRIS buffer pH 8; potassium chloride; magnesium chloride; zinc(II) chloride at 37℃; Rate constant; various temp, pH, various metal chloride; | |
Multi-step reaction with 2 steps 1: ZnCl2, MgCl2, KCl, TRIS buffer pH 8 / 2.5 h / 37 °C / lysyl tRNA synthetase (LysU), inorganic pyrophosphatase 2: ZnCl2, MgCl2, KCl, TRIS buffer pH 8, L-lysine / 37 °C / lysyl tRNA synthetase (LisU), inorganic pyrophosphatase View Scheme |
1-(2'-deoxy-2'-fluoro-β-D-arabinofuranosyl)nicotinamide-5'-phosphate
ATP
2'-deoxy-2'-fluoroarabino-NAD+
Conditions | Yield |
---|---|
With pyrophosphatase; magnesium chloride In water at 37℃; for 1h; pH=Ca. 7.4; aq. phosphate buffer; Enzymatic reaction; | 95% |
Conditions | Yield |
---|---|
With rabbit muscle pyruvate kinase; baker's yeast inorganic pyrophosphatase; Corynebacterium ammoniagenes recombinant flavokinase/FAD synthetase In aq. buffer at 37℃; for 12h; pH=8; Enzymatic reaction; | 95% |
β-2'-deoxy-2'-fluororibonicotinamide mononucleotide
ATP
2'-deoxy-2'-fluororibo-NAD+
Conditions | Yield |
---|---|
With pyrophosphatase; magnesium chloride In water at 37℃; for 1h; pH=Ca. 7.4; aq. phosphate buffer; Enzymatic reaction; | 94% |
β-2'-deoxy-2',2'-difluororibonicotinamide mononucleotide
ATP
2'-deoxy-2',2'-difluoro-NAD+
Conditions | Yield |
---|---|
With pyrophosphatase; magnesium chloride In water at 37℃; for 1h; pH=Ca. 7.4; aq. phosphate buffer; Enzymatic reaction; | 90% |
With magnesium chloride; pyrophosphatase; yeast nicotinamide mononucleotide adenylyltransferase 1 at 37℃; for 1h; pH=~ 7.4; Aqueous phosphate buffer; Enzymatic reaction; |
3,4-dihydroxy-2-butanone 4-phosphate
ATP
Conditions | Yield |
---|---|
With rabbit muscle pyruvate kinase; Bacillus subtilis recombinant lumazine synthase; Corynebacterium ammoniagenes recombinant flavokinase/FAD synthetase; Escherichia coli recombinant riboflavin synthase In aq. buffer at 37℃; for 12h; pH=7.6; | 90% |
Conditions | Yield |
---|---|
With DL-dithiothreitol; L. leichmannii ribonucleosidetriphosphate reductase In various solvent(s) at 25℃; for 120h; Reduction; Enzymatic reaction; | 89% |
With ribonucleoside triphosphate reductase; 5'-deoxyadenosylcobalamine; NADPH at 37℃; Kinetics; Reduction; |
Conditions | Yield |
---|---|
With pyrophosphatase; ethylenediaminetetraacetic acid; AdoMet synthetase lysate; tris hydrochloride; 2-hydroxyethanethiol at 25℃; pH=8.0; | 87.9% |
With SAM synthetase overexpressed by E. coli strain DM22-(pK8); magnesium chloride In acetonitrile at 20℃; for 5h; pH=8; Enzymatic reaction; |
Conditions | Yield |
---|---|
Stage #1: C12H17FO8 With sodium methylate In methanol at 20℃; for 2h; Stage #2: ATP With L-fucokinase/GDP-fucose pyrophosphorylase; magnesium chloride; manganese(ll) chloride at 37℃; pH=7.5; Enzymatic reaction; | 87% |
Conditions | Yield |
---|---|
With pyrophosphatase; ethylenediaminetetraacetic acid; AdoMet synthetase lysate; tris hydrochloride; 2-hydroxyethanethiol at 25℃; pH=8.0; | 86% |
With recombinant Methanococcus jannaschii AdoMet synthetase at 24.84℃; for 5h; Enzymatic reaction; | |
With methionine adenosyltransferase from Sulfolobus solfataricus In aq. phosphate buffer at 37℃; for 1h; pH=8; Enzymatic reaction; |
Conditions | Yield |
---|---|
With LEUCINE In various solvent(s) at 40℃; at pH 7.5; ATP-regenerating system of acetate kinase, adenylate kinase, PPase with acetyl phosphate; | 84% |
With pyrophosphatase; L-lysine; tripolyphosphate; potassium chloride; magnesium chloride In water at 37℃; for 2h; pH 8; | 52% |
Multi-step reaction with 2 steps 1: ZnCl2, MgCl2, KCl, TRIS buffer pH 8 / 2.5 h / 37 °C / lysyl tRNA synthetase (LysU), inorganic pyrophosphatase 2: 52 percent / sodium tripolyphosphate, ZnCl2 / 37 °C View Scheme |
Conditions | Yield |
---|---|
With LEUCINE In various solvent(s) at 40℃; at pH 7.5; ATP-regenerating system of acetate kinase, adenylate kinase, PPase with acetyl phosphate; | 80% |
Conditions | Yield |
---|---|
With L-lysine; tris hydrochloride; magnesium chloride; zinc(II) chloride at 37℃; for 0.666667h; pH=8; Enzymatic reaction; | 80% |
Conditions | Yield |
---|---|
With L-lysine; tris hydrochloride; magnesium chloride; zinc(II) chloride at 37℃; for 0.666667h; pH=8; Enzymatic reaction; | 80% |
ATP
(3S,4R,5R,6S)-3-fluoro-6-methyl-tetrahydro-2H-pyran-2,4,5-triyl triacetate
Conditions | Yield |
---|---|
Stage #1: (3S,4R,5R,6S)-3-fluoro-6-methyl-tetrahydro-2H-pyran-2,4,5-triyl triacetate With sodium methylate In methanol at 20℃; for 2h; Stage #2: ATP With L-fucokinase/GDP-fucose pyrophosphorylase; magnesium chloride; manganese(ll) chloride at 37℃; pH=7.5; Enzymatic reaction; | 80% |
ATP
α-D-glucopyranosyl-1-phosphate
adenosine-5'-(α-D-glucopyranosyl)diphosphate
Conditions | Yield |
---|---|
With Glucose-1-phosphate thymidylyltransferase from Streptococcus pneumonia serotype 23F; magnesium chloride at 37℃; for 6h; Enzymatic reaction; | 78% |
With Tris-HCl buffer; A. thermoaerophilus DSM 10155 RmlA3 thymidylyltransferase; magnesium chloride; inorganic pyrophosphatase at 37℃; for 24h; |
Conditions | Yield |
---|---|
With pantothenate kinase; dephosphocoenzyme A kinase; phosphopantetheine adenyltransferase; potassium chloride; magnesium chloride In aq. buffer pH=8; Enzymatic reaction; | 77% |
adenosine 5'-phosphorimidazolide
ATP
Diadenosine tetraphosphate
Conditions | Yield |
---|---|
With H96F-Fhit; magnesium chloride In various solvent(s) at 20℃; for 1h; pH=5.5; | 75% |
23,24-Bisnorchola-1,4-dien-3-one-22-carboxylic acid
ATP
coenzyme A
A
3-oxo-23,24-bisnorchol-4-en-22-oyl-coenzyme A
B
5'-adenosine monophosphate
Conditions | Yield |
---|---|
With recombinant Rhodococcus jostii RHA1 CasI; magnesium chloride In ethanol at 22℃; for 7h; pH=7.5; aq. buffer; Enzymatic reaction; | A 75% B n/a |
Conditions | Yield |
---|---|
Stage #1: C12H15F3O8 With sodium methylate In methanol at 20℃; for 2h; Stage #2: ATP With L-fucokinase/GDP-fucose pyrophosphorylase; magnesium chloride; manganese(ll) chloride at 37℃; pH=7.5; Enzymatic reaction; | 75% |
Conditions | Yield |
---|---|
With pyrophosphatase; L-lysine; potassium chloride; magnesium chloride In water at 37℃; for 2h; pH 8; | 74% |
With L-lysine; TRIS buffer pH 8; potassium chloride; magnesium chloride; zinc(II) chloride at 37℃; for 24h; lysyl tRNA synthetase (LisU), inorganic pyrophosphatase; | 66% |
Conditions | Yield |
---|---|
With phospho(enol)pyruvate; potassium chloride; sodium sulfate; magnesium chloride for 8h; Ambient temperature; tris-HCl buffer pH 8.0, ATP sulfurylase, APS kinase, pyruvate kinase, inorganic pyrophosphatase; | A n/a B 73% |
ATP
Conditions | Yield |
---|---|
With L-lysine; TRIS buffer pH 8; potassium chloride; magnesium chloride; zinc(II) chloride at 37℃; for 24h; lysyl tRNA synthetase (LisU), inorganic pyrophosphatase; | 73% |
Conditions | Yield |
---|---|
With DPCK; PanK; PPAT; potassium chloride; magnesium chloride for 1.5h; pH=9; aq. Tris/HCl; Enzymatic reaction; | 72% |
Conditions | Yield |
---|---|
Stage #1: C12H16F2O8 With sodium methylate In methanol at 20℃; for 2h; Stage #2: ATP With L-fucokinase/GDP-fucose pyrophosphorylase; magnesium chloride; manganese(ll) chloride at 37℃; pH=7.5; Enzymatic reaction; | 72% |
Conditions | Yield |
---|---|
With pyrophosphatase; L-lysine; potassium chloride; magnesium chloride In water at 37℃; for 2h; pH 8; | 70% |
Molecular Formula: C10H16N5O13P3
Molar mass: 507.181 g/mol
EINECS: 200-283-2
Density: 2.63 g/cm3
Flash Point: 529.2 °C
Index of Refraction: 1.904
Boiling Point: 951.4 °C at 760 mmHg
Vapour Pressure: 0 mmHg at 25°C
Storage temp: -20°C
Form: Lyophilized powder
Product categories of Adenosine triphosphate (56-65-5): Pharmaceutical Intermediate;Nucleic acid
Structure of Adenosine triphosphate (56-65-5):
XLogP3-AA: -5.7
H-Bond Donor: 7
H-Bond Acceptor: 17
Systematic Name: [5-(6-Aminopurin-9-yl)-3,4-dihydroxy-tetrahydrofuran-2-yl]methyl (hydroxy-phosphonooxy-phosphoryl) hydrogen phosphate
SMILES: O=P(O)(O)OP(=O)(O)OP(=O)(O)OCC3OC(n2cnc1c(ncnc12)N)C(O)C3O
InChI: InChI=1/C10H16N5O13P3/c11-8-5-9(13-2-12-8)15(3-14-5)10-7(17)6(16)4(26-10)1-25-30(21,22)28-31(23,24)27-29(18,19)20/h2-4,6-7,10,16-17H,1H2,(H,21,22)(H,23,24)(H2,11,12,13)(H2,18,19,20)
InChIKey: ZKHQWZAMYRWXGA-UHFFFAOYAM
Std. InChI: InChI=1S/C10H16N5O13P3/c11-8-5-9(13-2-12-8)15(3-14-5)10-7(17)6(16)4(26-10)1-25-30(21,22)28-31(23,24)27-29(18,19)20/h2-4,6-7,10,16-17H,1H2,(H,21,22)(H,23,24)(H2,11,12,13)(H2,18,19,20)
Std. InChIKey: ZKHQWZAMYRWXGA-UHFFFAOYSA-N
Adenosine triphosphate (56-65-5) can be used for pharmaceutical intermediate.
1. | dni-hmn:lym 10 µmol/L | CNREA8 Cancer Research. 42 (1982),2092. | ||
2. | oms-hmn:oth 10 µmol/L | JIDEAE Journal of Investigative Dermatology. 65 (1975),52. | ||
3. | dni-mus:leu 2 µmol/L | CHTHBK Chemotherapy. 27 (1981),61. | ||
4. | ipr-rat LD50:200 mg/kg | BJANAD British Journal of Anesthesia. 53 (1981),305. | ||
5. | ipr-mus LD50:2780 mg/kg | PCJOAU Pharmaceutical Chemistry Journal (English Translation). Translation of KHFZAN. 20 (1986),160. |
EPA Genetic Toxicology Program. Reported in EPA TSCA Inventory.
Poison by intraperitoneal route. Human mutation data reported. When heated to decomposition it emits toxic fumes of POx and NOx.
Safety Statements:
22: Do not breathe dust
24: Avoid contact with skin
25: Avoid contact with eyes
Adenosine triphosphate (56-65-5) also can be called Atriphos ; Striadyne ; Glucobasin ; Triadenyl ; 9-[5-O-(Hydroxy{[hydroxy(phosphonooxy)phosphoryl]oxy}phosphoryl)pentofuranosyl]-9H-purin-6-amine .
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