01890

Adenosine

• 동의어(들): 9-β-D-Ribofuranosyladenine, Adenine riboside, Adenine-9-β-D-ribofuranoside
• 실험식(Hill 표기법): C₁₀H₁₃N₅O₄
• CAS Number: 58-61-7
• Molecular Weight: 267.24
• Beilstein: 93029
• EC Number: 200-389-9
• MDL number: MFCD00005752
• UNSPSC 코드: 12352200
• eCl@ss: 32160413
• PubChem Substance ID: 329747369
• NACRES: NA.77

속성

• 형태: powder
• Quality Level: 200
• 광학 활성: [α]20/D −70±3°, c = 2% in 5% NaOH
• 무기 잔류물: ≤0.1% (as SO₄)
• mp: 234-236 °C (lit.)
• 양이온 미량물: 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
• 저장 온도: 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
• InChI key: OIRDTQYFTABQOQ-KQYNXXCUSA-N
• 유전자 정보: human ... ADORA1(134) , ADORA2A(135) , ADORA2B(136) , ADORA3(140)

설명

일반 설명

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.

애플리케이션

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

생화학적/생리학적 작용

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).

기타 정보

Substrate for the assay of adenosine deaminase

안전성 정보

• Storage Class Code: 11 - Combustible Solids
• WGK: WGK 2
• Flash Point (°F): Not applicable
• Flash Point (°C): Not applicable
• 개인 보호 장비: Eyeshields, Gloves, type N95 (US)