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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
NACRES:
NA.77
PubChem Substance ID:
eCl@ss:
32160413
UNSPSC Code:
12352200
EC Number:
200-389-9
MDL number:
Beilstein/REAXYS Number:
93029
产品名称
腺苷, ≥99%
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
SMILES string
Nc1ncnc2n(cnc12)[C@@H]3O[C@H](CO)[C@@H](O)[C@H]3O
assay
≥99%
form
powder
mp
234-236 °C (lit.)
storage temp.
2-8°C
Quality Level
Gene Information
human ... ADA(100), ADORA1(134), ADORA2A(135), ADORA2B(136), ADORA3(140), ERBB2(2064), ERBB4(2066)
rat ... Adcy2(81636), Adora1(29290), Adora2a(25369), Adora3(25370)
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相关类别
Application
腺苷已可用于:
- 作为胚胎型培养基 体外 成骨分化的补充物
- 以3-(4,5-二甲基噻唑-2-酰基)-2,5-二苯基四唑溴化铵(MTT法)和 3H-胸苷掺入法检测其对多药耐药胶质母细胞瘤干细胞(GSCs)的细胞增殖的影响,并作为高效液相色谱(HPLC)的标准品。
- 作为胶原酶溶液中的一种成分,用于胶原酶消化小鼠脂肪组织。
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。
Features and Benefits
该化合物是环核苷酸研究的推荐产品。点击此处查看更多特色环核苷酸产品。在sigma.com/discover-bsm 上了解有关生物活性小分子在其他研究领域的更多信息。
General description
在细胞外空间,ecto-5′-核苷酸酶(CD73)脱磷酸化三磷酸腺苷(ATP)而产生腺苷。腺苷有四个受体,分别是A1R、A2AR、A2BR和A3R。腺苷在成骨分化中起着关键作用。A1R诱导破骨细胞分化,A2AR诱导成骨细胞分化。
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)
Feeder-dependent and feeder-independent iPS cell derivation from human and mouse adipose stem cells
Sugii S, et al.
Nature Protocols, 6(3), 346-346 (2011)
TGF beta-induced osteogenic potential of human amniotic fluid stem cells via CD73-generated adenosine production
Hau KL, et al.
Scientific Reports, 7(1), 6601-6601 (2017)
Adenosine A3 receptor elicits chemoresistance mediated by multiple resistance-associated protein-1 in human glioblastoma stem-like cells
Torres A, et al.
Oncotarget, 7(41), 67373-67373 (2016)
Jeffrey Buter et al.
Nature chemical biology, 15(9), 889-899 (2019-08-21)
Mycobacterium tuberculosis (Mtb) is the world's most deadly pathogen. Unlike less virulent mycobacteria, Mtb produces 1-tuberculosinyladenosine (1-TbAd), an unusual terpene nucleoside of unknown function. In the present study 1-TbAd has been shown to be a naturally evolved phagolysosome disruptor. 1-TbAd
Dominik Eichin et al.
PloS one, 10(8), e0134721-e0134721 (2015-08-11)
The ectoenzyme CD73 catalyzes the hydrolysis of AMP, and is one of the most important producers of extracellular adenosine. On regulatory T cells, CD73 is necessary for immunosuppressive functions, and on Th17 cells CD73-generated adenosine exerts anti-inflammatory effects. However, the
商品
Cyclic nucleotides like cAMP modulate cell function via PKA activation and ion channels.
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