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ChemicalBook >> CAS DataBase List >>Adenosine 5'-monophosphate

Adenosine 5'-monophosphate

CAS No.
61-19-8
Chemical Name:
Adenosine 5'-monophosphate
Synonyms
AMP;VITAMIN B8;ADENOSINE PHOSPHATE;AMP.H2;adenylate;5'-ADENYLIC ACID;Adenosine Monophosphate (Amp);)-monophosphate disodium salt (mixed isomers);((2R,3S,4R,5R)-5-(6-aMino-9H-purin-9-yl)-3,4-dihydroxytetrahydrofuran-2-yl)Methyl dihydrogen phosphate;a5mp
CBNumber:
CB9206528
Molecular Formula:
C10H14N5O7P
Molecular Weight:
347.22
MDL Number:
MFCD00005750
MOL File:
61-19-8.mol
MSDS File:
SDS
Last updated:2024-12-18 14:15:32

Adenosine 5'-monophosphate Properties

Melting point 178-185 °C
Boiling point 798.5±70.0 °C(Predicted)
Density 2.32±0.1 g/cm3(Predicted)
FEMA 4224 | ADENOSINE MONOPHOSPHATE; MONOSODIUM, OR DISODIUM ADENYLATE
storage temp. Keep in dark place,Inert atmosphere,Room temperature
solubility H2O: with addition of mild alkalisoluble
form Crystalline Powder
pka 3.8, 6.2(at 25℃)
color Colorless to white
PH 3.84
Water Solubility Soluble in water.
λmax 257 (pH 1)；259 (pH 7)
Merck 14,158
Stability Hygroscopic
InChI InChI=1S/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
InChIKey UDMBCSSLTHHNCD-KQYNXXCUSA-N
SMILES P(OC[C@H]1O[C@@H](N2C3C(=C(N=CN=3)N)N=C2)[C@H](O)[C@@H]1O)(O)(O)=O
CAS DataBase Reference 61-19-8(CAS DataBase Reference)
EWG's Food Scores 1
FDA UNII 415SHH325A
EPA Substance Registry System

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS07
Signal word  Warning
Hazard statements  H319-H335-H315
Precautionary statements  P264-P280-P302+P352-P321-P332+P313-P362-P264-P280-P305+P351+P338-P337+P313P
Safety Statements  24/25
WGK Germany  3
RTECS  AU7480500
TSCA  Yes
HS Code  29389090
Hazardous Substances Data 61-19-8(Hazardous Substances Data)
Toxicity LD50 intraperitoneal in mouse: 4gm/kg
NFPA 704
0
1 0

Adenosine 5'-monophosphate price More Price(31)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich PHR2340 5′-Adenylic Acid Pharmaceutical Secondary Standard; Certified Reference Material 61-19-8 1G $200 2024-03-01 Buy
Sigma-Aldrich 1012178 5′-Adenylic acid 61-19-8 500mg $441 2024-03-01 Buy
TCI Chemical A0158 5'-Adenylic Acid >98.0%(HPLC)(T) 61-19-8 1g $19 2024-03-01 Buy
TCI Chemical A0158 5'-Adenylic Acid >98.0%(HPLC)(T) 61-19-8 5g $48 2024-03-01 Buy
Alfa Aesar L14051 Adenosine-5'-monophosphoric acid, 99% (dry wt.), water <6% 61-19-8 1g $22.65 2024-03-01 Buy
Product number Packaging Price Buy
PHR2340 1G $200 Buy
1012178 500mg $441 Buy
A0158 1g $19 Buy
A0158 5g $48 Buy
L14051 1g $22.65 Buy

Adenosine 5'-monophosphate Chemical Properties,Uses,Production

Chemical Properties

White crystalline powder. Melting point: 196-200°C (decomposition). Specific optical rotation:-47.5° (20°C, 2% in sodium hydroxide (2%)). Soluble in water, slightly soluble in alcohol, insoluble in ether.

Applications

Clinically it is used to treat disseminated sclerosis, porphyria, itching, liver disease, varicose ulcer complication. Eye drops with denosine monophosphate as the main component can be used to treat eye fatigue, central amphiblestitis, ocular pannus,  herpes and other corneal surface diseases. Intramuscular injection shows local erythema, generalized essential telangiectasia, red face, dizziness, breathing difficulty and palpitation.
As nutrition enhancer; as intermediate to produce nucleotide drugs; as food additive; as biological products; as dietary supplement and biochemical reagent. It is used to produce adenosine triphosphate (ATP), cyclic adenylate (cAMP) and other biochemical drugs. It is a type of nucleotide products and to produce antiviral drugs, synthetic energy drugs and cardiovascular and cerebrovascular drugs, such as adenosine, ATP, 3 '-5'-cyclic adenosine monophosphate.

Preparation

Candida utilis fungi is treated with hot water to obtain nucleic acids, which is hydrolyzed by enzymes and separated to obtain the final product.
Take mycelia as the raw material:
Subtraction and sedimentation of mycelia are carried out with 3 times amount of water. Industry base is added to reach a base concentration of 0.25% (g/100mL). After stirring for 1 hours, 20% sulfuric acid is added until the PH value is 7. The solution is filtrated and the pH value of filtrate is adjusted with 20% sulfuric acid to 2.5. Centrifugation is then applied to obtain nucleic acid mud.
mycelia [sodium hydroxide]→[1h] extract solution [20% sulfuric acid] → [pH=7, filtration] filtrate [20% sulfuric acid] →[pH=2.5, centrifugation] nucleic acid mud
1% nucleic acid solution is made by subsequent dissolution, enzymolysis, absorption and elution. 10% ammonia water is then used to adjust the pH value to 6-6.2. Then the mixture is heated at 90°C for 20 min and cooled. After centrifugation, the supernatant is heated up to 65-70°C and added with 1/3 phosphodiesterase solution. After 2 hours, the temperature is raised to 90°C.  10min later, it is cooled to room temperature. 20% sulfuric acid is added to adjust the pH value to 2.5-3. After filtration, the filtrate is adjusted with ammonia solution until the pH=7.2-7.5. 0.3% (3 g/L) diatomite is then added to assist the filtration. The corresponding supernatant is filtered with an anion exchange resin column (717-type) and eluted with 0.05 mol/L sulfuric acid. Afterwards, absorption, elution and crystallization are carried out. The detailed procedures of these three steps are:
The eluate is first absorbed with a cation exchange column (732-type) and eluted with distilled water (pH=1.5). The collection of eluate starts when the eluate turned red with bromine water. The eluate is then concentrated to 80-90 mg/mL under reduced pressure, added with diatomite and stirred for 30 min before filtration. The filtrate is adjusted with 6 mol/L hydrochloric acid till pH=2.5. To realize full crystallization, the filtrate is cooled during stirring. After followed filtration, it is washed with dry ethanol for 3 times. Vacuum drying at 60°C is applied to obtain the final AMP products.
Nucleic acid mud [ammonia gas] →[pH=6-6.2, 90°C, 20min] supernatant [phosphodiesterase] →[65-70°C,2h,] hydrolysis solution [717 resin] →absorbent [sulfuric acid] →elution solution [732 resin] →AMP, CMP, GMP absorbent mixtures.

Usage restriction

GB 2760-2001：infant formula milk powder 0.2~0.58 g/kg (based on the total amount of nucleotide)

Category

Toxic substance

Toxicity Grading

Middle toxicity

Acute Toxicity

Peritoneal-mouse LD50: 4000 mg/kg

Flammability Hazardous Characteristics

Flammable; generation of toxic nitrogen oxides and phosphorous oxide smoke when heated.

Storage and Transport

Stored in well ventilated area, low temperature, and dry.

Extinguishing Agent

Dry powder, foam, sand, carbon dioxide.

Description

Adenosine-5'-monophosphoric acid is a nucleotide that is synthesized from adenosine triphosphate and inosine monophosphate. Adenosine-5'-monophosphoric acid is an important molecule in the body because it is a substrate for cyclic AMP, which regulates many cellular processes. Adenosine-5'-monophosphoric acid also has biochemical properties that are similar to those of the neurotransmitter serotonin and it can activate the 5-HT2 receptors.

Chemical Properties

colorless to white crystalline powder

Uses

Adenosine 5'-Monophosphate is a natural occurring nucleotide and a useful ligand determinant that facilitate the binding of APS reductase inhibitors and activates adenosine receptor agonists.

Uses

A useful ligand determinant that facilitates the binding of APS reductase inhibitors.

Uses

vasodilator, neuromodulator

Uses

Adenosine 5'-monophosphate is a nucleotide (building blocks of nucleic acid) added to skin care products to bind water and moisture.

Uses

antiasthmatic

Definition

ChEBI: A purine ribonucleoside 5'-monophosphate having adenine as the nucleobase.

brand name

Adenyl (Wyeth-Ayerst); My-BDen (Bayer.

Biological Activity

adenosine 5'-monophosphate is an ester of phosphoric acid with the nucleoside adenosine.

Safety Profile

Slightly toxic by intraperitoneal route. Experimental reproductive effects. Human mutation data reported. When heated to decomposition it emits toxic fumes of PO, and NOx.

58-61-7
61-19-8
Synthesis of Adenosine 5'-monophosphate from Adenosine
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View Lastest Price from Adenosine 5'-monophosphate manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Adenosine 5'-monophosphate pictures 2024-12-20 Adenosine 5'-monophosphate
61-19-8
 US $0.00-0.00 / Kg 1Kg 98% 20Ton Xinxiang Aurora Biotechnology Co.,Ltd.
Adenosine 5'-monophosphate pictures 2024-12-20 Adenosine 5'-monophosphate
61-19-8
 US $45.00 / kg 1kg 99% 5000kg/Week Hebei Zhuanglai Chemical Trading Co.,Ltd
Adenosine 5'-monophosphate pictures 2024-12-13 Adenosine 5'-monophosphate
61-19-8
 US $0.00-0.00 / Kg/Drum 1KG 98%min HPLC 1000 KGS WUHAN FORTUNA CHEMICAL CO., LTD
a5mp adenosine,mono(dihydrogenphosphate)(ester) adenosine5’-phosphate adenovite adenyl amp(nucleotide) amp[nucleotide] cardiomone lycedan muscleadenylicacid my-b-den myoston nsc-20264 phosaden phosphaden phosphentaside t-adenylic tert-adenylicacid [5-(6-AMINOPURIN-9-YL)-3,4-DIHYDROXY-OXOLAN-2-YL]METHOXYPHOSPHONIC ACID 5'-ADENOSINE MONOPHOSPHATE ADENYLIC ACID, MUSCLE ADENOSINE 5'-MONOPHOSPHATE ADENOSINE-5'-MONOPHOSPHORIC ACID ADENOSINE 5'-PHOSPHORIC ACID ERGADENYLIC ACID Adenylic acid~5-AMP t-Adenylic acid Adenosine 5'-monophosphate,free acid Adenosin-5'-Monophosphate ADENOSINE PHOSPHATE(VITAMIN B8) AMP ,free acid 5'-AMP=5'-Adenylicacid 5'-ADENOSINE MONOPHOSPHORIC ACID ADENOSINE MONOPHOPHATE, CYCLIC ADENOSINE 5'-MONOPHOSPHATE, FREE ACID (5'-AMP) 5'-Adenosine [(2R,3R,4R,5R)-5-(6-aminopurin-9-yl)-3,4-dihydroxy-oxolan-2-yl]methoxyphosphonic acid 5''-ADENYLIC ACID: ADENOSINE-5''-MONOPHOSPHORIC ACID : AMP Adenosine-5-Monophosphate(AMP) Ado-5'-P 1-(3H-Imidazo[2,1-i]purine-3-yl)-1-deoxy-β-D-ribofuranose 5-phosphoric acid 1,N6-Etheno-AMP 1-Deoxy-1-(3H-imidazo[2,1-i]purin-3-yl)-β-D-ribofuranose 5-phosphoric acid 3-(5-O-Phosphono-β-D-ribofuranosyl)-3H-imidazo[2,1-i]purine Adenosine 5'-monophosphate,99% Adenosine-5'-monophosphoric acid, 99% (dry wt.), water <6% Adenosine 5'-(dihydrogen phosphate) Adenosine 5'-monopho 5'-AMP Adenosine 5'-monophosphate, free acid 5'-Adenylic Acid (500 mg) Adenosine -5'- Monophosphate（AMP-H） 4-PREGNEN-18-OL, 3, 20-DIONE (20&alpha OLS) 18, 20-HEMIKETAL 3-Hydroxy Tibolone-d5 |(mixture of 3&alpha Adenosine-5'-monophosphate, Free acid, food grade Adenosine-5′-Monpohosphate 5'-Adenylic Acid > Adenosine 5'-monophosphate Solution in Acetonitrile/Water, 100μg/mL