Adenosine 5'-monophosphate supplier

Name
Adenosine 5'-monophosphate
EINECS 200-500-0
CAS No. 61-19-8
Article Data245
CAS DataBase
Density 2.32 g/cm³
Solubility Soluble in water.
Melting Point 178-185 °C
Formula C₁₀H₁₄N₅O₇P
Boiling Point 798.518 °C at 760 mmHg
Molecular Weight 347.224
Flash Point 436.728 °C
Transport Information
Appearance colorless to white crystalline powder
Safety 24/25
Risk Codes
Molecular Structure
Hazard Symbols
Synonyms 5'-AMP;AMP (nucleotide);Adenosine 5'-(dihydrogen phosphate);Adenosine 5'-phosphate;Adenosine 5'-phosphoric acid;Adenosine monophosphate;Adenosine phosphate;Adenosine-5-monophosphoric acid;Adenovite;Adenylic acid;Cardiomone;Lycedan;My-B-Den;NSC 20264;Phosaden;Phosphaden;Phosphentaside;5'-Adenylic acid;
PSA 195.88000
LogP -1.28180

Synthetic route

: 5,6-dimethyl-1H-benzotriazole adenine dinucleotide ammonium salt

A: 123499-60-5
5,6-dimethyl-1H-benzotriazole mononucleotide ammonium salt

B: 61-19-8
5'-adenosine monophosphate

Conditions

Conditions	Yield
With phosphodiesterase; tris hydrochloride; magnesium chloride In water at 37℃; for 5h; pH: 9.0;	A 99% B n/a

: 4578-31-8
adenosine-5'-monophosphate disodium salt

: 61-19-8
5'-adenosine monophosphate

Conditions

Conditions	Yield
With Dowex 50W×8 resin In water at 20℃; for 0.5h;	99%
With Dowex 50WX-8 200 mesh, H+

: 5-methyl-1H-benzotriazole adenine dinucleotide ammonium salt

A: 123499-59-2
5-methyl-1H-benzotriazole mononucleotide ammonium salt

B: 61-19-8
5'-adenosine monophosphate

Conditions

Conditions	Yield
With phosphodiesterase; tris hydrochloride; magnesium chloride In water at 37℃; for 10h; pH: 9.0;	A 98% B n/a

: 5-nitro-1H-benzotriazole adenine dinucleotide ammonium salt

A: 123499-62-7
5-nitro-1H-benzotriazole mononucleotide ammonium salt

B: 61-19-8
5'-adenosine monophosphate

Conditions

Conditions	Yield
With phosphodiesterase; tris hydrochloride; magnesium chloride In water at 37℃; for 10h; pH: 9.0;	A 97% B n/a

: 1H-benzotriazole adenine dinucleotide ammonium salt

A: 123499-58-1
1H-benzotriazole mononucleotide ammonium salt

B: 61-19-8
5'-adenosine monophosphate

Conditions

Conditions	Yield
With phosphodiesterase; tris hydrochloride; magnesium chloride In water at 37℃; for 12h; pH: 9.0;	A 96% B 0.31 g

: 20816-58-4, 116273-87-1
adenosine 5'-phosphorimidazolide

A: 61-19-8
5'-adenosine monophosphate

B: 19375-33-8
adenosine 5'-phosphorofluoride

Conditions

Conditions	Yield
With potassium fluoride; water at 25℃; pH=8.6; Kinetics; Reagent/catalyst; pH-value;	A 6.5% B 93.5%

: 5-chloro-1H-benzotriazole adenine dinucleotide ammonium salt

A: 123499-61-6
5-chloro-1H-benzotriazole mononucleotide ammonium salt

B: 61-19-8
5'-adenosine monophosphate

Conditions

Conditions	Yield
With phosphodiesterase; tris hydrochloride; magnesium chloride In water at 37℃; for 5h; pH: 9.0;	A 93% B n/a

: 8-aza-9H-adenine adenine dinucleotide ammonium salt

A: 123499-63-8
8-azaadenosine monophosphate ammonium salt

B: 61-19-8
5'-adenosine monophosphate

Conditions

Conditions	Yield
With phosphodiesterase; tris hydrochloride; magnesium chloride In water at 37℃; for 6h; pH: 9.0;	A 87% B n/a

: 58-61-7
adenosine

: 61-19-8
5'-adenosine monophosphate

Conditions

Conditions	Yield
Stage #1: adenosine With trichlorophosphate at 20℃; for 0.1h; Flow reactor; Green chemistry; Stage #2: With water at 20℃; Temperature; Flow reactor; Green chemistry; chemoselective reaction;	86%
With tris(p-nitrophenyl)phosphate at 50℃; Erwina herbicola 47/3 cells;	65%
With trichlorophosphate In water for 0.5h; Solvent;	27%

: Morpholin-4-yl-phosphonic acid mono-{(3aR,4R,6R,6aR)-2-methoxy-6-[6-(4-methoxy-phenylamino)-purin-9-yl]-tetrahydro-furo[3,4-d][1,3]dioxol-4-ylmethyl} ester

: 61-19-8
5'-adenosine monophosphate

Conditions

Conditions	Yield
With 1,4-dioxane; ammonium hydroxide at 20℃; for 60h;	85%

: D-luciferyl adenylate

A: 4-hydroxyluciferin

B: 4-hydroxyluciferyl adenylate

C: 61-19-8
5'-adenosine monophosphate

Conditions

Conditions	Yield
With 5'-CTGCGATTTTAAGTGTGGTACCATTCCATTGCGGTTTTGGAATGTTTAC-3'; ATP magnesium salt In aq. phosphate buffer at 22℃; for 0.00833333h; pH=7.8; Reagent/catalyst;	A n/a B 81% C 27%

...Expand

: 78681-86-4
Phosphoric acid (3aR,4R,6R,6aR)-6-(6-amino-purin-9-yl)-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-ylmethyl ester bis-(2,2,2-tribromo-ethyl) ester

: 61-19-8
5'-adenosine monophosphate

Conditions

Conditions	Yield
With Nafion 125; lithium perchlorate In N,N-dimethyl-formamide; acetonitrile electrolysis;	80%

: D-luciferyl adenylate

A: 4-hydroxyluciferin

B: 61-19-8
5'-adenosine monophosphate

Conditions

Conditions	Yield
With pyralis luciferase; ATP magnesium salt In aq. phosphate buffer at 22℃; pH=7.8; Reagent/catalyst;	A 79% B 30%

: 3614-61-7, 5327-60-6, 66512-12-7, 96686-97-4, 14508-05-5
23,24-Bisnorchola-1,4-dien-3-one-22-carboxylic acid

: 56-65-5
ATP

: 85-61-0
coenzyme A

A: 1380518-01-3
3-oxo-23,24-bisnorchol-4-en-22-oyl-coenzyme A

B: 61-19-8
5'-adenosine monophosphate

Conditions

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

...Expand

: 15715-58-9
triethylamine carbonate

: 24558-92-7
N,N'-dicyclohexyl-4-morpholinecarboxamidinium salt of adenosine-5'-phosphoromorpholidate

: 33430-62-5, 61240-13-9, 75652-49-2, 85597-60-0
thymidine 5'-phosphate sodium salt

A: P1-(adenosin-5'-yl)-P2-(thymidin-5'''-yl) bis(triethylammonium) salt

B: P1,P2-di(adenosin-5'-yl)diphosphate bis(triethylammonium) salt

C: 61-19-8
5'-adenosine monophosphate

Conditions

Conditions	Yield
Stage #1: N,N'-dicyclohexyl-4-morpholinecarboxamidinium salt of adenosine-5'-phosphoromorpholidate; thymidine 5'-phosphate sodium salt With 1H-tetrazole; magnesium(II) chloride hexahydrate; water at 20℃; for 1.5h; in ball mill; Stage #2: triethylamine carbonate In water; acetonitrile pH=8.2;	A 71% B n/a C n/a

...Expand

: 606-67-7, 987-65-5, 4691-96-7, 15237-44-2, 20978-32-9, 71997-34-7, 71997-37-0, 71997-53-0, 71997-56-3
disodium adenosine-5' triphosphate

A: 61-19-8
5'-adenosine monophosphate

B: 58-64-0
adenosine 5'-diphosphate

Conditions

Conditions	Yield
hexaazadioxomacrocycle (<24>-N6O2); calcium bromide In water; water-d2 at 70℃; for 0.583333h; Rate constant; Product distribution; pH 7.6; var. MBr2 salts; standing 24 h at rt.;	A 10% B 70%
With water; caesium carbonate In dimethyl sulfoxide at 125℃; for 0.0833333h; Product distribution; Further Variations:; Solvents; Reagents; Temperatures; microwave irradiation;

: 1094-61-7
nicotinamide mononucleotide

: 15715-58-9
triethylamine carbonate

: 24558-92-7
N,N'-dicyclohexyl-4-morpholinecarboxamidinium salt of adenosine-5'-phosphoromorpholidate

A: P1,P2-di(adenosin-5'-yl)diphosphate bis(triethylammonium) salt

B: 0.2CH2O3*1.2C6H15N*C21H27N7O14P2

C: 61-19-8
5'-adenosine monophosphate

Conditions

Conditions	Yield
Stage #1: nicotinamide mononucleotide; N,N'-dicyclohexyl-4-morpholinecarboxamidinium salt of adenosine-5'-phosphoromorpholidate With 1H-tetrazole; magnesium(II) chloride hexahydrate; water at 20℃; for 1.5h; in ball mill; Stage #2: triethylamine carbonate In water; acetonitrile pH=8.2;	A n/a B 58% C n/a

...Expand

: 15715-58-9
triethylamine carbonate

: 24558-92-7
N,N'-dicyclohexyl-4-morpholinecarboxamidinium salt of adenosine-5'-phosphoromorpholidate

: adenosine 5'-triphosphate disodium salt

A: P1,P2-di(adenosin-5'-yl)diphosphate bis(triethylammonium) salt

B: 0.6CH2O3*4.6C6H15N*C20H28N10O19P4

C: 61-19-8
5'-adenosine monophosphate

Conditions

Conditions	Yield
Stage #1: N,N'-dicyclohexyl-4-morpholinecarboxamidinium salt of adenosine-5'-phosphoromorpholidate; adenosine 5'-triphosphate disodium salt With 1H-tetrazole; magnesium(II) chloride hexahydrate; water at 20℃; for 1.5h; in ball mill; Stage #2: triethylamine carbonate In water; acetonitrile pH=8.2;	A n/a B 52% C n/a

...Expand

: 506-68-3
bromocyane

: 59286-20-3
Adenosine 5'<(S)α-thio>diphosphate

A: 61-19-8
5'-adenosine monophosphate

B: 58-64-0
adenosine 5'-diphosphate

Conditions

Conditions	Yield
With potassium hydroxide; rac-cysteine; 18O-labeled water Mechanism; 18O and 17O labeled experiment, also with (SP)-adenosine- 5'-O-(2-thiotriphosphate), other products;	A 50% B 20%

...Expand

: 15715-58-9
triethylamine carbonate

: 24558-92-7
N,N'-dicyclohexyl-4-morpholinecarboxamidinium salt of adenosine-5'-phosphoromorpholidate

ADP*H1.6*Na1.4: ADP*H1.6*Na1.4

A: P1,P2-di(adenosin-5'-yl)diphosphate bis(triethylammonium) salt

B: 1.5CH2O3*4.5C6H15N*C20H27N10O16P3

C: 61-19-8
5'-adenosine monophosphate

Conditions

Conditions	Yield
Stage #1: N,N'-dicyclohexyl-4-morpholinecarboxamidinium salt of adenosine-5'-phosphoromorpholidate; ADPH1.6Na1.4 With 1H-tetrazole; magnesium(II) chloride hexahydrate; water at 20℃; for 1.5h; in ball mill; Stage #2: triethylamine carbonate In water; acetonitrile pH=8.2;	A n/a B 49% C n/a

...Expand

: 15715-58-9
triethylamine carbonate

: 24325-23-3, 108321-98-8
ribose-5-monophosphate barium salt

: 24558-92-7
N,N'-dicyclohexyl-4-morpholinecarboxamidinium salt of adenosine-5'-phosphoromorpholidate

A: P1-(adenosin-5'-yl)-P2-(ribos-5''-yl) bis(triethylammonium) salt

B: P1,P2-di(adenosin-5'-yl)diphosphate bis(triethylammonium) salt

C: 61-19-8
5'-adenosine monophosphate

Conditions

Conditions	Yield
Stage #1: ribose-5-monophosphate barium salt; N,N'-dicyclohexyl-4-morpholinecarboxamidinium salt of adenosine-5'-phosphoromorpholidate With 1H-tetrazole; magnesium(II) chloride hexahydrate; water at 20℃; for 1.5h; in ball mill; Stage #2: triethylamine carbonate In water; acetonitrile pH=8.2;	A 43% B n/a C n/a

...Expand

: 19046-78-7
N-(purine-6-yl)-L-aspartic acid 9-β-D-ribofuranoside-5'-phosphate

A: 75-07-0
acetaldehyde

B: 61-19-8
5'-adenosine monophosphate

Conditions

Conditions	Yield
With copper(I) sulfate; ammonium acetate; oxygen In various solvent(s) at 100℃; for 5h; Product distribution; further reagent, without O2;	A n/a B 25%

: 77079-61-9
C16H17BrN7O7P

A: 77071-04-6
8-(4-bromophenyl)adenine

B: 61-19-8
5'-adenosine monophosphate

Conditions

Conditions	Yield
With sodium hydroxide at 90℃; for 72h; pH 9-10;	A 14% B n/a

: 56-65-5
ATP

A: 61-19-8
5'-adenosine monophosphate

B: 19375-33-8
adenosine 5'-phosphorofluoride

Conditions

Conditions	Yield
With water; sodium fluoride at 25℃; pH=5.5; Kinetics; pH-value;	A 8.6% B 1.8%

: 60-92-4
cAMP

A: 84-21-9
adenosine monophosphate

B: 61-19-8
5'-adenosine monophosphate

Conditions

Conditions	Yield
With cerium(III) chloride; water at 30℃; Rate constant; Mechanism; pH 8.0; velocity const. - var. pH's dependence;
With buffer pH 7; tris(3-aminopropyl)amine cobalt(III) hydroxo aqua at 25℃; relative rates of hydrolysis to the monoesters 3'-AMP and 5'-AMP; var. cobalt(III)-complexes;
With hydrogenchloride at 90.1℃; Rate constant;

: 56-84-8
L-Aspartic acid

: 21214-07-3
[5']inosinic acid

: 61-19-8
5'-adenosine monophosphate

Conditions

Conditions	Yield
Biosynthese;

: 21214-07-3
[5']inosinic acid

: 61-19-8
5'-adenosine monophosphate

Conditions

Conditions	Yield
enzymatische Ueberfuehrung;

: 29886-19-9
2',3'-di-O-acetyladenosine

: 61-19-8
5'-adenosine monophosphate

Conditions

Conditions	Yield
ueber mehrere Stufen;

: 20408-44-0
2',3'-Isopropylidene-5'-AMP

: 61-19-8
5'-adenosine monophosphate

Conditions

Conditions	Yield
With hydrogenchloride at 25℃; for 12h; Yield given;
With formic acid at 25℃; for 18h; Yield given;
With DOWEX(R) 50WX2-200
With sulfuric acid

: 107-20-0
2-chloroethanal

: 61-19-8
5'-adenosine monophosphate

: 37482-16-9
N6-Etheno-AMP

Conditions

Conditions	Yield
With sodium acetate In water at 37℃; for 12h;	99%
In aq. phosphate buffer at 100℃; for 0.25h; Temperature;

: 110-91-8
morpholine

: 61-19-8
5'-adenosine monophosphate

: 95314-00-4
adenosine 5'-phosphoromorpholidate sodium salt

Conditions

Conditions	Yield
With 2,2'-dipyridyldisulphide; triphenylphosphine; sodium iodide In dimethyl sulfoxide for 0.666667h; Ambient temperature;	98%

: 61-19-8
5'-adenosine monophosphate

: 98-59-9
p-toluenesulfonyl chloride

: 28220-12-4
O2'-(toluene-4-sulfonyl)-[5']adenylic acid

Conditions

Conditions	Yield
Stage #1: 5'-adenosine monophosphate With sodium hydroxide In 1,4-dioxane at 5 - 15℃; for 0.5h; Stage #2: p-toluenesulfonyl chloride In 1,4-dioxane at -15 - 5℃; for 18h;	97.6%

: 693-98-1
2-methylimidazole

: 61-19-8
5'-adenosine monophosphate

: adenosine 5'-[sodium (2-methyl-1H-imidazol-1-yl)phosphonate]

Conditions

Conditions	Yield
With 2,2'-dipyridyldisulphide; triethylamine In dimethyl sulfoxide; N,N-dimethyl-formamide at 20℃; for 2h; Condensation;	92%

: 100-52-7
benzaldehyde

: 61-19-8
5'-adenosine monophosphate

: sodium ((3aS,4R,6R,6aS)-6-(6-amino-9H-purin-9-yl)-2-phenyltetrahydrofuro[3,4-d][1,3]dioxol-4-yl)methyldihydrogen phosphate

Conditions

Conditions	Yield
In trifluoroacetic acid at 0 - 5℃; for 7h;	92%

: 2577-48-2
methyl (2S)-pyrrolidine carboxylate

: 61-19-8
5'-adenosine monophosphate

: prolinyladenosine-5'-monophosphate methylester

Conditions

Conditions	Yield
With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In aq. buffer at 25℃; for 8h; pH=6.5;	92%

: 693-98-1
2-methylimidazole

: 61-19-8
5'-adenosine monophosphate

: C14H17N7O6P(1-)

Conditions

Conditions	Yield
With 2,2'-dipyridyldisulphide; triethylamine; triphenylphosphine In N,N-dimethyl-formamide at 25℃; for 4h; Inert atmosphere;	91%
Stage #1: 2-methylimidazole; 5'-adenosine monophosphate With hydrogenchloride; sodium hydroxide In water pH=5.5; Stage #2: With 2,2'-dipyridyldisulphide; triethylamine; triphenylphosphine In dimethyl sulfoxide at 20℃; for 0.5h; Inert atmosphere;

: 110-91-8
morpholine

: 61-19-8
5'-adenosine monophosphate

: 7331-13-7
adenosine 5'-monophosphate morpholidate

Conditions

Conditions	Yield
With dicyclohexyl-carbodiimide In water; tert-butyl alcohol for 3h; Reflux;	90%
With 2,2'-dipyridyldisulphide; triethylamine; triphenylphosphine In dimethyl sulfoxide; N,N-dimethyl-formamide for 2h;

: dibutylphosphinothioyl bromide

: 61-19-8
5'-adenosine monophosphate

: 57816-25-8
adenosine 5'-phosphoric di-n-butylphosphinothioic anhydride

Conditions

Conditions	Yield
	90%

: 41575-66-0
cis-(N,N-dimethyl-ethylenediamine)diaquaplatinum(II)

: 61-19-8
5'-adenosine monophosphate

: 104051-46-9
2H(1+)*Pt((CH3)2NC2H4NH2)((NH2)(C5N4H2)CH(CHOH)2CH(CH2PO4)O)2(2-)=Pt((CH3)2NC2H4NH2)(NH2(C5N4H2)CH(CHOH)2CH(CH2HPO4)O)2

Conditions

Conditions	Yield
In water; water-d2 pH adjustment (4-8.5); addn. of 0.01 M soln. of 5'AMP; monitoring by (1)H-NMR;	90%

: 110-91-8
morpholine

: 61-19-8
5'-adenosine monophosphate

: 538-75-0
dicyclohexyl-carbodiimide

: 24558-92-7
N,N'-dicyclohexyl-4-morpholinecarboxamidinium salt of adenosine-5'-phosphoromorpholidate

Conditions

Conditions	Yield
In ethyl acetate; tert-butyl alcohol Heating;	90%

...Expand

Adenosine 5'-monophosphate Consensus Reports

AMP is reported in EPA TSCA Inventory.

Adenosine 5'-monophosphate Specification

The AMP, with the CAS registry number 61-19-8 and EINECS registry number 200-500-0, is also called [(2R,3S,4R,5R)-5-(6-Amino-9H-purin-9-yl)-3,4-dihydroxytetrahydro-2-furanyl]methyl dihydrogen phosphate. It is a kind of colorless to white crystalline powder, and belongs to the following product categories: Pharmaceutical Intermediates; Organic acids; Heterocyclic Compounds; Biochemistry; Nucleosides, Nucleotides & Related Reagents; Nucleotides and their analogs. And the molecular formula of the chemical is C₁₀H₁₄N₅O₇P.

The AMP is a kind of nucleotide that can be found in RNA. It is an ester of phosphoric acid and the nucleoside adenosine. It is always used in biochemistry, and it is always used as pharmaceutical intermediates. What's more, while dealing with this chemical, you should avoid contacting with skin and eyes. And it should be stored at -20°C.

The physical properties of AMP are as followings: (1)# of Rule of 5 Violations: 2; (2)ACD/BCF (pH 5.5): 1; (3)ACD/BCF (pH 7.4): 1; (4)ACD/KOC (pH 5.5): 1; (5)ACD/KOC (pH 7.4): 1; (6)#H bond acceptors: 12; (7)#H bond donors: 6; (8)#Freely Rotating Bonds: 6; (9)Polar Surface Area: 195.88 ?2; (10)Index of Refraction: 1.905; (11)Molar Refractivity: 69.909 cm3; (12)Molar Volume: 149.642 cm3; (13)Polarizability: 27.714 10-24cm3; (14)Surface Tension: 140.927 dyne/cm; (15)Density: 2.32 g/cm3; (16)Flash Point: 436.728 °C; (17)Enthalpy of Vaporization: 121.77 kJ/mol; (18)Boiling Point: 798.518 °C at 760 mmHg; (19)Vapour Pressure: 0 mmHg at 25°C.

You should be cautious while dealing with this chemical. It is toxic if swallowed. Therefore, you had better take the following instructions: Avoid contact with skin and eyes; In case of accident or if you feel unwell, seek medical advice immediately (show label where possible); Do not breathe gas/fumes/vapor/spray (appropriate wording to be specified by the manufacturer).

You can still convert the following datas into molecular structure:
(1)SMILES: c1nc(c2c(n1)n(cn2)[C@H]3[C@@H]([C@@H]([C@H](O3)COP(=O)(O)O)O)O)N
(2)InChI: InChI=1/C10H14N5O7P/c11-8-5-9(13-2-12-8)15(3-14-5)10-7(17)6(16)4(22-10)1-21-23(18,19)20/h2-4,6-7,10,16-17H,1H2,(H2,11,12,13)(H2,18,19,20)/t4-,6-,7-,10-/m1/s1
(3)InChIKey: UDMBCSSLTHHNCD-KQYNXXCUBP

The toxicity data is as follows:

Organism	Test Type	Route	Reported Dose (Normalized Dose)	Effect	Source
mouse	LD50	intraperitoneal	4gm/kg (4000mg/kg)		Pharmaceutical Chemistry Journal Vol. 20, Pg. 160, 1986.

Product Name

Adenosine 5'-monophosphate

Synthetic route

Adenosine 5'-monophosphate Consensus Reports

Adenosine 5'-monophosphate Specification

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