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Merck

01890

Sigma-Aldrich

腺苷

别名:

9-β-D-呋喃核糖基腺嘌呤, 腺嘌呤-9-β-D-呋喃核糖苷, 腺嘌呤核苷

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About This Item

经验公式(希尔记法):
C10H13N5O4
CAS号:
分子量:
267.24
Beilstein:
93029
EC號碼:
MDL號碼:
分類程式碼代碼:
12352200
eCl@ss:
32160413
PubChem物質ID:
NACRES:
NA.77

形狀

powder

光學活性

[α]20/D −70±3°, c = 2% in 5% NaOH

燃燒殘留物

≤0.1% (as SO4)

mp

234-236 °C (lit.)

正離子痕跡

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

儲存溫度

2-8°C

SMILES 字串

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 密鑰

OIRDTQYFTABQOQ-KQYNXXCUSA-N

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一般說明

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.

應用

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

生化/生理作用

腺苷受体处的内源性神经递质。心肌保护作用可能与 A1 腺苷受体的激活有关。通过 A2 腺苷受体可介导腺苷的抗血小板和抗炎作用。相比之下,腺苷在哮喘和慢性阻塞性肺部疾病 (COPD) 中起促炎介质作用。

其他說明

用于测定腺苷脱氨酶的底物

儲存類別代碼

11 - Combustible Solids

水污染物質分類(WGK)

WGK 2

閃點(°F)

Not applicable

閃點(°C)

Not applicable

個人防護裝備

Eyeshields, Gloves, type N95 (US)


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P. Nygaard
Methods in Enzymology, 508-508 null
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
Adenosine deaminase from human erythrocytes.
R P Agarwal et al.
Methods in enzymology, 51, 502-507 (1978-01-01)
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
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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