01890
Adenosine
동의어(들):
9-β-D-Ribofuranosyladenine, Adenine riboside, Adenine-9-β-D-ribofuranoside
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크기 선택
제품정보 (DICE 배송 시 비용 별도)
실험식(Hill 표기법):
C10H13N5O4
CAS 번호:
Molecular Weight:
267.24
PubChem Substance ID:
eCl@ss:
32160413
UNSPSC Code:
12352200
NACRES:
NA.77
EC Number:
200-389-9
MDL number:
Beilstein/REAXYS Number:
93029
Form:
powder
SMILES string
Nc1ncnc2n(cnc12)[C@@H]3O[C@H](CO)[C@@H](O)[C@H]3O, Nc1ncnc2n(cnc12)[C@@H]3O[C@H](CO)[C@@H](O)[C@H]3O
InChI key
OIRDTQYFTABQOQ-KQYNXXCUSA-N
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
form
powder
optical activity
[α]20/D −70±3°, c = 2% in 5% NaOH
ign. residue
≤0.1% (as SO4)
mp
234-236 °C (lit.)
cation traces
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
storage temp.
2-8°C
Quality Level
Gene Information
human ... ADORA1(134), ADORA2A(135), ADORA2B(136), ADORA3(140)
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관련 카테고리
General description
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.
Application
Adenosine has been used as a standard to determine the adenosine content in whole heart samples from mice.
Biochem/physiol Actions
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).
Endogenous neurotransmitter. 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).
Other Notes
Substrate for the assay of adenosine deaminase
저장 등급
11 - Combustible Solids
wgk
WGK 2
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type N95 (US)
Elizabeth A Vecchio et al.
Pharmacology & therapeutics, 198, 20-33 (2019-01-25)
The adenosine A2B receptor (A2BAR) is one of four adenosine receptor subtypes belonging to the Class A family of G protein-coupled receptors (GPCRs). Until recently, the A2BAR remained poorly characterised, in part due to its relatively low affinity for the
P. Nygaard
Methods in Enzymology, 508-508 null
Ming Cai et al.
Journal of molecular and cellular cardiology, 51(6), 927-935 (2011-09-24)
Modulation of purinergic signaling is critical to myocardial homeostasis. Ectonucleoside triphosphate diphosphohydrolase 1 (ENTPD-1; CD39) which converts the proinflammatory molecules ATP or ADP to AMP is a key regulator of purinergic modulation. However, the salutary effects of transgenic over expression
Adenosine deaminase from human erythrocytes.
R P Agarwal et al.
Methods in enzymology, 51, 502-507 (1978-01-01)
Julie R Jin et al.
Frontiers in immunology, 11, 585070-585070 (2020-11-17)
Mast cells are the major effector cells in immunoglobulin E (IgE)-mediated allergy. The high affinity IgE receptor FcεRI, as well as G protein-coupled receptors (GPCRs) on the mast cell surface signals to phosphoinositide 3-kinase γ (PI3Kγ) to initiate degranulation, cytokine
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