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A4036

Adenosine

Name: Adenosine
Brand: SIGMA

BioReagent, suitable for cell culture

Synonyme(s) :

9-β-D-Ribofuranosyladenine, Adenine riboside, Adenine-9-β-D-ribofuranoside

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A propos de cet article

Formule empirique (notation de Hill) :

C₁₀H₁₃N₅O₄

Numéro CAS:

58-61-7

Poids moléculaire :

267.24

NACRES:

NA.75

PubChem Substance ID:

24890739

eCl@ss:

32160413

UNSPSC Code:

12352207

EC Number:

200-389-9

MDL number:

MFCD00005752

Beilstein/REAXYS Number:

93029

Assay:

≥99% (HPLC)

Form:

powder

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Propriétés

biological source

synthetic (organic)

Quality Segment

300

product line

BioReagent

assay

≥99% (HPLC)

form

powder

technique(s)

cell culture | mammalian: suitable

mp

234-236 °C (lit.)

solubility

1 M NH4OH: 50 mg/mL, clear, colorless

storage temp.

2-8°C

SMILES string

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 key

OIRDTQYFTABQOQ-KQYNXXCUSA-N

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)

Description

General description

The nucleoside adenosine consists of the purine adenine and the sugar ribose. Thus, it is also referred as adenine-D-ribose. Adenosine is an important molecule that forms nucleotides, which is a part of nucleic acids forming the DNA and RNA. The nucleotides include: adenosine monophosphate, adenosine diphosphate and adenosine triphosphate.

Application

Adenosine has been used as a supplement in DMEM (Dulbecco′s modified Eagle medium):

to evaluate the outgrowth of the interspecies somatic cell nucleus transfer (iSCNT)-derived blastocysts
to maintain the CGR8 ES (germ-line competent cell line) cells
for plasmid transfection and cloning of embryonic stem cells

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).

Tissue injury, ischemia and abnormal cell proliferation stimulate the release of adenosine. Adenosine helps in countering the effects of reduced oxygen and energy in organs such as heart, brain and skeletal muscles mediating vasodialation. It delivers its action through G protein-coupled receptors. Adenosine also reduces the release of neurotransmitters and cellular metabolism.

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Classe de stockage

11 - Combustible Solids

flash_point_f

Not applicable

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