Adenosine monophosphate
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Adenosine monophosphate
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CAS No:
61-19-8
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Formula:
C10H14N5O7P
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Chemical Name:
Adenosine monophosphate
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Synonyms:
5′-Adenylic acid;5′-AMP;Adenosine 5′-monophosphate;Adenosine-5-monophosphoric acid;Adenosine phosphate;Adenosine 5′-phosphate;Adenosine 5′-phosphoric acid;Lycedan;My-B-Den;Phosaden;Phosphentaside;AMP;Adenosine-5′-monophosphoric acid;Adenylic acid;AMP (nucleotide);Adenovite;Cardiomone;Phosphaden;Adenosine 5′-(dihydrogen phosphate);Adenosine monophosphate;NSC 20264;β-D-Adenosine 5′-phosphate;47286-65-7;47287-97-8;53624-78-5;67583-85-1;697214-87-2;162756-82-3
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CAS No:
Description
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. colorless to white crystalline powder
Solid
Adenosine 5'-monophosphate is a purine ribonucleoside 5'-monophosphate having adenine as the nucleobase. It has a role as an EC 3.1.3.11 (fructose-bisphosphatase) inhibitor, an EC 3.1.3.1 (alkaline phosphatase) inhibitor, an adenosine A1 receptor agonist, a nutraceutical, a micronutrient, a fundamental metabolite and a cofactor. It is an adenosine 5'-phosphate and a purine ribonucleoside 5'-monophosphate. It is a conjugate base of an adenosine 5'-monophosphate(1+). It is a conjugate acid of an adenosine 5'-monophosphate(2-).|Adenylic acid. Adenine nucleotide containing one phosphate group esterified to the sugar moiety in the 2'-, 3'-, or 5'-position.|Adenine nucleotide containing one phosphate group esterified to the sugar moiety in the 2'-, 3'-, or 5'-position.
Adenosine monophosphate Basic Attributes
347.22
347.22
200-500-0
415SHH325A
DTXSID5022560
CRYSTALS FROM WATER + ACETONE|POWDER, NEEDLES FROM WATER & DIL ALC
29389090
Characteristics
186
-3.1
Colorless to white Crystalline Powder
2.32±0.1 g/cm3(Predicted)
196-200 °C
798.5°C at 760 mmHg
soluble in water.H2O: with addition of mild alkalisoluble
−20°C
Peritoneal-mouse LD50: 4000 mg/kg
Flammable; heat produces toxic nitrogen oxides and phosphorus oxide fumes
SPECIFIC OPTICAL ROTATION: -26 DEG @ 20 °C/D (C= 2, 10% HCL); & -47.5 DEG @ 20 °C/D (C= 2, 2% NAOH)
PK1= 3.8; PK2= 6.2
171.4 Ų [M+H]+ [CCS Type: DT, Method: single field calibrated with Agilent tune mix (Agilent)]|173.33 Ų [M+H]+ [CCS Type: DT, Method: stepped-field]|180.73 Ų [M+Na]+ [CCS Type: DT, Method: stepped-field]|175.33 Ų [M-H]- [CCS Type: DT, Method: stepped-field]|167 Ų [M+H]+ [CCS Type: TW, Method: calibrated with polyalanine]|171.4 Ų [M+H]+ [CCS Type: DT, Method: single field calibrated with ESI Low Concentration Tuning Mix (Agilent)]|177 Ų [M+Na]+ [CCS Type: DT, Method: single field calibrated with ESI Low Concentration Tuning Mix (Agilent)]|173.1 Ų [M-H]- [CCS Type: DT, Method: single field calibrated with ESI Low Concentration Tuning Mix (Agilent)]|179.5 Ų [M+Na-2H]- [CCS Type: DT, Method: single field calibrated with ESI Low Concentration Tuning Mix (Agilent)]|167.6 Ų [M+H]+ [CCS Type: TW, Method: calibrated with polyalanine and drug standards]
MOLAR ABSORBANCY= 15400 @ 259 NM (PH 7.0); READILY DEAMINATED BY NITROUS ACID TO FORM INOSINIC ACID; LESS RAPIDLY HYDROLYZED THAN 3'-ADENYLIC ACID BY SULFURIC ACID|LONG CRYSTALLINE RODS; DECOMP AT 195 °C /YEAST ADENYLIC MONOHYDRATE/|DECOMP AT 208 °C /YEAST ADENYLIC ANHYDRATE/|GIVES ONLY TRACES OF FURFURAL WHEN BOILED WITH 20% HYDROCHLORIC ACID
Safety Information
3
24/25
AU7480500
Warehouse ventilated, low temperature and dry
FREE ACID & ITS SALTS ARE STABLE FOR LONG PERIODS IN DRY STATE; NEUTRAL SOLN ARE ALSO STABLE
P261, P264, P271, P280, P302+P352, P304+P340, P305+P351+P338, P312, P321, P332+P313, P337+P313, P362, P403+P233, P405, P501
H315
Not Classified| |Warning|H317 (100%): May cause an allergic skin reaction [Warning Sensitization, Skin]|P261, P272, P280, P302+P352, P321, P333+P313, P363, and P501|Aggregated GHS information provided by 94 companies from 2 notifications to the ECHA C&L Inventory.
Drug Information
For nutritional supplementation, also for treating dietary shortage or imbalance
ENERGY-RICH PHOSPHATES REPRESENT "ENERGY POOL" FROM WHICH CELLS OBTAIN THEIR ENERGY REQUIREMENTS. IN PATHOLOGICAL SITUATIONS, WHERE METABOLISM IS ALTERED, SPECIFIC DETERMINATION OF NUCLEOTIDES IS OF DIAGNOSTIC VALUE & IS INCREASINGLY USED IN HEART, LIVER & KIDNEY DISEASES.
Adenosine monophosphate, also known as 5'-adenylic acid and abbreviated AMP, is a nucleotide that is found in RNA. It is an ester of phosphoric acid with the nucleoside adenosine. AMP consists of the phosphate group, the pentose sugar ribose, and the nucleobase adenine. AMP is used as a dietary supplement to boost immune activity, and is also used as a substitute sweetener to aid in the maintenance of a low-calorie diet.
AMP ADMIN TO RATS ORALLY WAS RECOVERED INTACT IN BLOOD. IT APPEARED RAPIDLY IN BLOOD (IN 15-30 MIN) & WAS ALSO RAPIDLY DISTRIBUTED, SINCE PLASMA CONCN WAS DECR BY FACTOR OF 5 IN 2 HR.
Nucleotides such as Adenosine-5'-Monophosphate affect a number of immune functions, including the reversal of malnutrition and starvation-induced immunosuppression, the enhancement of T-cell maturation and function, the enhancement of natural killer cell activity, the improvement of delayed cutaneous hypersensitivity, helping resistance to such infectious agents as Staphylococcus aureus and Candida albicans, and finally the modulation of T-cell responses toward type 1 CD4 helper lymphocytes or Th1 cells. Studies have shown that mice fed a nucleotide-free diet have both impaired humoral and cellular immune responses. The addition of dietary nucleotides normalizes both types of responses. RNA, a delivery form of nucleotides, and ribonucleotides were used in these studies. The mechanism of the immune-enhancing activity of nucleic acids/nucleotides is not clear.
LOCAL ERYTHEMIA, SLIGHT FLUSHING, DIZZINESS, DIURESIS, & PALPITATION... ESPECIALLY WITH LARGE DOSES OF AQ SOLN. IN TREATMENT OF BURSITIS OR CHRONIC CALCIFIC TENDINITIS /DRUG OFTEN PRODUCES/ EXACERBATION OF SYMPTOMS AFTER 5TH TO 10TH DAY /ADVERSE EFFECT, IM (AS SODIUM SALT)/|DIARRHEA, DIZZINESS, & HEADACHE /SUBLINGUAL ADMIN/. ANAPHYLACTIC SHOCK... FOLLOWING USE OF GELATIN SOLN /IM ADMIN AS SODIUM SALT/. DYSPNEA & TIGHTNESS OF CHEST /ADVERSE EFFECT/
2' Adenosine Monophosphate
Adenosine monophosphate Use and Manufacturing
Extract and precipitate mycelium with mycelium as raw material, add 3 times the amount of water, add industrial alkali to make the concentration 0.25% (g/100 ml), after stirring for 1h, add 20% sulfuric acid to adjust pH=7, filter The filtrate was adjusted to pH=2.5 with 20% sulfuric acid and centrifuged to obtain nucleic acid mud. Mycelium [sodium hydroxide] → [1h] extract [20% sulfuric acid] → [pH7, filtration] filtrate [20% sulfuric acid] → [pH2.5, centrifugation] nucleic acid mud dissolution, enzymolysis, adsorption, elution Mix the nucleic acid mud into a 1% solution, adjust the pH to 6-6.2 with 10% ammonia water, heat at 90°C for 20 min, cool, centrifuge, warm the supernatant to 65-70°C and add one-third of diphosphate Esterase solution, warm up to 90℃ after 2h, cool to room temperature after 10min, add 20% sulfuric acid solution to adjust pH=2.5-3, filter, and adjust the filtrate to pH=7.2-7.5 with 10% ammonia water, and add 0.3%( 3g/L) Diatomaceous earth filter aid, the filtrate was loaded on a 717 anion exchange resin column, eluted with 0.05mol/L sulfuric acid. Nucleic acid mud [ammonia]→[pH6-6.2, 90℃, 20min] clear solution [phosphodiesterase]→[65-70℃, 2h] hydrolysate [717 resin]→adsorbent [sulfuric acid]→eluent [732 Resin]→AMP, CMP, GMP mixed adsorbent adsorption, elution, crystallization eluent is adsorbed by 732 type cation exchange number lipid column, eluted with pH 1.5 distilled water, the bromine water to be added to the eluent has red color At that time, the collection started, the eluent was concentrated under reduced pressure to 80-90mg/ml, diatomaceous earth was added, stirred for 30min, filtered, the filtrate was adjusted to pH=2.5 with 6mol/L hydrochloric acid, stirred and cooled to fully crystallize, filtered, without Wash with water and ethanol 3 times, vacuum dry at 60℃ to get AMP finished product
A useful ligand determinant that facilitates the binding of APS reductase inhibitors.
5'-Adenylic acid: ACTIVE|MONOPHOSPHORIC ESTER OF ADENOSINE, IE, NUCLEOTIDE CONTAINING ADENINE, D-RIBOSE & PHOSPHORIC ACID. ADENYLIC ACID IS CONSTITUENT OF MANY IMPORTANT COENZYMES.
ENZYMATIC DETERMINATION WITH MYOKINASE, MK...ESTIMATES ADP & AMP IN SINGLE ASSAY SYSTEM. THIS METHOD IS PREFERABLE TO EXISTING CHROMATOGRAPHIC METHODS, ESP WITH SERIAL MEASUREMENTS, BECAUSE OF ITS SIMPLICITY & SPEED. BLOOD & TISSUE, ENZYMATIC DETERMINATION BY SPECTROPHOTOMETRY.
Cosmetics -> Skin conditioning
Computed Properties
Molecular Weight:347.22
XLogP3:-3.5
Hydrogen Bond Donor Count:5
Hydrogen Bond Acceptor Count:11
Rotatable Bond Count:4
Exact Mass:347.06308480
Monoisotopic Mass:347.06308480
Topological Polar Surface Area:186
Heavy Atom Count:23
Complexity:481
Defined Atom Stereocenter Count:4
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes
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