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61-19-8

61-19-8 Structure

61-19-8 Structure
IdentificationMore
[Name]

Adenosine 5'-monophosphate
[CAS]

61-19-8
[Synonyms]

[5-(6-AMINOPURIN-9-YL)-3,4-DIHYDROXY-OXOLAN-2-YL]METHOXYPHOSPHONIC ACID
5'-ADENOSINE MONOPHOSPHATE
5'-ADENYLIC ACID
5'-AMP
ADENOSINE 5'-MONOPHOSPHATE
ADENOSINE-5'-MONOPHOSPHORIC ACID
ADENOSINE 5'-PHOSPHORIC ACID
ADENOSINE PHOSPHATE
ADENYLIC ACID, MUSCLE
AMP
ERGADENYLIC ACID
VITAMIN B8
a5mp
adenosine,mono(dihydrogenphosphate)(ester)
adenosine5’-phosphate
adenovite
adenyl
amp(nucleotide)
amp[nucleotide]
cardiomone
[EINECS(EC#)]

200-500-0
[Molecular Formula]

C10H14N5O7P
[MDL Number]

MFCD00005750
[Molecular Weight]

347.22
[MOL File]

61-19-8.mol
Chemical PropertiesBack Directory
[Appearance]

colorless to white crystalline powder
[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. ]

−20°C
[solubility ]

H2O: with addition of mild alkalisoluble
[form ]

Crystalline Powder
[pka]

3.8, 6.2(at 25℃)
[color ]

Colorless to white
[Water Solubility ]

Soluble in water.
[Merck ]

158
[Uses]

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

61-19-8(CAS DataBase Reference)
[EPA Substance Registry System]

61-19-8(EPA Substance)
Safety DataBack Directory
[Safety Statements ]

S24/25:Avoid contact with skin and eyes .
[WGK Germany ]

3
[RTECS ]

AU7480500
[TSCA ]

Yes
[HS Code ]

29389000
[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.
[Hazardous Substances Data]

61-19-8(Hazardous Substances Data)
[Toxicity]

LD50 intraperitoneal in mouse: 4gm/kg
Raw materials And Preparation ProductsBack Directory
[Raw materials]

Government regulation-->FUMING SULFURIC ACID-->4-Chlorobenzaldehyde-->Celite-->Ribonucleic acid-->Yeast extract-->ANION EXCHANGE RESIN 717-->Sodium selenite-->PHOSPHODIESTERASE I-->6-amino-9-[3-hydroxy-5-[(hydroxy-sulfooxy-phosphoryl)oxymethyl]-4-phosphonooxy-oxolan-2-yl]-purine-->ADP
[Preparation Products]

6-Thioguanine-->Disodium 5'-Inosinate-->Vidarabine-->β-D-Ribofuranose, 5-(dihydrogen phosphate)-->PHOSPHATE STANDARD
Material Safety Data Sheet(MSDS)Back Directory
[msds information]

5'-Adenylic acid(61-19-8).msds
Questions And AnswerBack Directory
[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.
Hazard InformationBack Directory
[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.
[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.
Spectrum DetailBack Directory
[Spectrum Detail]

Adenosine 5'-monophosphate(61-19-8)1HNMR
Adenosine 5'-monophosphate(61-19-8)13CNMR
Adenosine 5'-monophosphate(61-19-8)IR1
Adenosine 5'-monophosphate(61-19-8)IR2
Well-known Reagent Company Product InformationBack Directory
[Acros Organics]

Adenosine 5'-monophosphate, 99%(61-19-8)
[Alfa Aesar]

Adenosine-5'-monophosphoric acid, 99% (dry wt.), water <6%(61-19-8)
[Sigma Aldrich]

61-19-8(sigmaaldrich)
[TCI AMERICA]

5'-Adenylic Acid,>98.0%(T)(61-19-8)
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