01890

Adenosine

• Sinonimo/i: 9-β-D-Ribofuranosyladenine, Adenine riboside, Adenine-9-β-D-ribofuranoside
• Formula empirica (notazione di Hill): C₁₀H₁₃N₅O₄
• Numero CAS: 58-61-7
• Peso molecolare: 267.24
• Beilstein: 93029
• Numero CE: 200-389-9
• Numero MDL: MFCD00005752
• Codice UNSPSC: 12352200
• eCl@ss: 32160413
• ID PubChem: 329747369
• NACRES: NA.77

Proprietà

• Forma fisica: powder
• Livello qualitativo: 200
• Attività ottica: [α]20/D −70±3°, c = 2% in 5% NaOH
• Residuo alla calcinazione: ≤0.1% (as SO₄)
• Punto di fusione: 234-236 °C (lit.)
• Cationi in tracce: Ca: ≤10 mg/kg; Cd: ≤5 mg/kg; Co: ≤5 mg/kg; Cr: ≤5 mg/kg; Cu: ≤5 mg/kg; Fe: ≤5 mg/kg; Mg: ≤20 mg/kg; Mn: ≤5 mg/kg; Ni: ≤5 mg/kg; Pb: ≤5 mg/kg; Zn: ≤5 mg/kg
• Temperatura di conservazione: 2-8°C
• Stringa SMILE: Nc1ncnc2n(cnc12)[C@@H]3O[C@H](CO)[C@@H](O)[C@H]3O
• InChI: 1S/C10H13N5O4/c11-8-5-9(13-2-12-8)15(3-14-5)10-7(18)6(17)4(1-16)19-10/h2-4,6-7,10,16-18H,1H2,(H2,11,12,13)/t4-,6-,7-,10-/m1/s1; OIRDTQYFTABQOQ-KQYNXXCUSA-N
• Informazioni sul gene: human ... ADORA1(134) , ADORA2A(135) , ADORA2B(136) , ADORA3(140)

Descrizione

Descrizione generale

Adenosine is a purine nucleoside base. It consists of adenine bound to a ribose sugar molecule via a glycosidic bond. Adenosine is found intracellularly and extracellularly in living cells. It acts as a precursor and as a metabolite of adenine nucleotides. In all living organisms, adenosine acts as an essential structural factor for adenosinetriphosphate (ATP), adenosine diphosphate (ADP), and cyclic adenosine monophosphate (cAMP), thereby playing an important role in energy transfer. Adenosine plays a crucial role in the central nervous system, endocrine system, inflammatory and immune response, and cardiovascular system. It is an important endogenous modulator of kidney function, lung function, pain, and sleep via the activation of adenosine receptors.

Applicazioni

Adenosine has been used as a standard to determine the adenosine content in whole heart samples from mice.

Azioni biochim/fisiol

Endogenous neurotransmitter at adenosine receptors. Cardioprotective effects may relate to activation of A₁ adenosine receptors. The antiplatelet and anti−inflammatory actions of adenosine appear to be mediated via the A₂ adenosine receptor. In contrast, adenosine appears to be a pro-inflammatory mediator in asthma and chronic obstructive pulmonary disease (COPD).

Altre note

Substrate for the assay of adenosine deaminase

Informazioni sulla sicurezza

• Codice della classe di stoccaggio: 11 - Combustible Solids
• Classe di pericolosità dell'acqua (WGK): WGK 2
• Punto d’infiammabilità (°F): Not applicable
• Punto d’infiammabilità (°C): Not applicable
• Dispositivi di protezione individuale: Eyeshields, Gloves, type N95 (US)