01890
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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关于此项目
经验公式（希尔记法）:
C10H13N5O4
化学文摘社编号:
分子量:
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
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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相关类别
Application
腺苷已被用作测定小鼠全心（whole heart）样品中腺苷含量的标准品。
Biochem/physiol Actions
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。
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。
General description
腺苷是一种嘌呤核苷碱（purine nucleoside base）。它是由通过糖苷键连接核糖的腺嘌呤组成。腺苷存在于活细胞中和细胞外。它可用作前体，并是腺嘌呤核甙酸的代谢物。在所有生物体中，腺苷可作为三磷酸腺苷（ATP）、二磷酸腺苷（ADP）和环单磷酸腺苷（cAMP）的基本结构因子，从而在能量转化中起着重要的作用。腺苷在中枢神经系统、内分泌系统、炎症和免疫反应以及心血管系统中发挥着至关重要的作用。它通过激活腺苷受体，对肾脏功能、肺功能、疼痛和睡眠等发挥着重要的内源性调节作用。
Other Notes
用于测定腺苷脱氨酶的底物
存储类别
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
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)
P. Nygaard
Methods in Enzymology, 508-508 null
R W Jansen et al.
Hepatology (Baltimore, Md.), 18(1), 146-152 (1993-07-01)
We covalently coupled 9-beta-D-arabinofuranosyladenine 5'-monophosphate (ara-AMP) to the carrier molecule lactosaminated human serum albumin using a water-soluble carbodiimide with a two-step conjugation method (pH 4.5 and pH 7.5) instead of the commonly used single-step conjugation at pH 7.5. This resulted
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