01890

Adenosine

• Szinonimák: 9-β-D-Ribofuranosyladenine, Adenine riboside, Adenine-9-β-D-ribofuranoside
• Tapasztalati képlet (Hill-képlet): C₁₀H₁₃N₅O₄
• CAS-szám: 58-61-7
• Molekulatömeg: 267.24
• Beilstein: 93029
• EC-szám: 200-389-9
• MDL-szám: MFCD00005752
• UNSPSC kód: 12352200
• eCl@ss: 32160413
• PubChem Substance ID: 329747369
• NACRES: NA.77

Tulajdonságok

• form: powder
• Minőségi szint: 200
• optikai aktivitás: [α]20/D −70±3°, c = 2% in 5% NaOH
• izzítási maradék: ≤0.1% (as SO₄)
• mp: 234-236 °C (lit.)
• kation nyomok: 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
• tárolási hőmérséklet: 2-8°C
• SMILES string: 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
• Nemzetközi kémiai azonosító kulcs: OIRDTQYFTABQOQ-KQYNXXCUSA-N
• Géninformáció: human ... ADORA1(134) , ADORA2A(135) , ADORA2B(136) , ADORA3(140)

Leírás

Általános leírás

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.

Alkalmazás

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

Biokémiai/fiziológiai hatások

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).

Egyéb megjegyzések

Substrate for the assay of adenosine deaminase

Biztonsági adatok

• Tárolási osztály kódja: 11 - Combustible Solids
• WGK: WGK 2
• Lobbanási pont (F): Not applicable
• Lobbanási pont (C): Not applicable
• Egyéni védőeszköz: Eyeshields, Gloves, type N95 (US)