Adenosine

SIGMA/A9251 - ≥99%

Synonym: 9-β-D-Ribofuranosyladenine; Adenine riboside; Adenine-9-β-D-ribofuranoside

CAS Number: 58-61-7
Empirical Formula (Hill Notation): C₁₀H₁₃N₅O₄
Molecular Weight: 267.24
EC Number: 200-389-9
MDL Number: MFCD00005752
Linear Formula: C₁₀H₁₃N₅O₄
Product Type: Chemical

Catalog Number	PKG Qty.	Price


45-A9251-1G	1 g	$24.50 1/EA	Add To Favorites
45-A9251-5G	5 g	$45.00 1/EA	Add To Favorites
45-A9251-25G	25 g	$125.00 1/EA	Add To Favorites
45-A9251-100G	100 g	$324.00 1/EA	Add To Favorites

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Properties
Descriptions
Safety Info.
Basic Data

assay	≥99%
form	powder
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
mp	234-236 °C (lit.)
Quality Level	200
SMILES string	Nc1ncnc2n(cnc12)[C@@H]3O[C@H](CO)[C@@H](O)[C@H]3O
storage temp.	2-8°C

Application:	Adenosine has been used: • as a supplement in embryonic type culture medium for in vitro osteogenic differentiation • for evaluation of its effect on cell survival by 3-(4,5-dimethylthiazol-2-yl)-2,5-diphenyl tetrazolium bromide (MTT assay) and cell proliferation by ³H-thymidine incorporation assay in multi drug resistant glioblastoma stem-like cells (GSCs), and as a standard in high performance liquid chromatography (HPLC). • as a constituent in collagenase solution for the collagenase digestion of mice fat tissue.
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).
Biochem/physiol Actions:	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).
Features and Benefits:	This compound is a featured product for Cyclic Nucleotide research. Click here to discover more featured Cyclic Nucleotide products. Learn more about bioactive small molecules for other areas of research at sigma.com/discover-bsm .
Features and Benefits:	This compound is featured on the Adenylyl cyclases and Phosphoinositide Kinases pages of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here .
General description:	In the extracellular space, ecto-5′-nucleotidase (CD73) dephosphorylates adenosine triphosphate (ATP) to produce adenosine. Adenosine has four receptors namely A1R, A2AR A2BR and A3R. Adenosine plays a key role in the osteogenic differentiation. A1R induces osteoclast differentiation and A2AR induces osteoblast differentiation.
Packaging:	1, 5, 25, 100 g in poly bottle

RIDADR	NONH for all modes of transport
WGK Germany	WGK 2
Flash Point(F)	Not applicable
Flash Point(C)	Not applicable

Purity	≥99%
mp	234-236 °C (lit.)
Storage Temp.	2-8°C
UNSPSC	12352200

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