A4036

Adenosine

Name: Adenosine
Brand: SIGMA

BioReagent, suitable for cell culture

Sinónimos:

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

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About This Item

Fórmula empírica (notación de Hill):

C₁₀H₁₃N₅O₄

Número CAS:

58-61-7

Peso molecular:

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

Nombre del producto

Adenosine, BioReagent, suitable for cell culture

Quality Level

300

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

biological source

synthetic (organic)

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

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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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.

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.

Clase de almacenamiento

11 - Combustible Solids

wgk

WGK 2

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Certificados de análisis (COA)

Lot/Batch Number

0000492712

0000491057

0000491074

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Visite la Librería de documentos

Mosby's Dictionary of Medicine, Nursing & Health Professions, 41-41 (2013)

Adenosine and kidney function

Vallon V, et al.

Physiological Reviews, 86(3), 901-940 (2006)

Chimeric analysis with newly established EGFP/DsRed2-tagged ES cells identify HYDIN as essential for spermiogenesis in mice

Oura S, et al.

Experimental Animals, 18-0071 (2018)

Generation and characterization of cardiomyocytes under serum-free conditions

Embryonic Stem Cell Protocols, 191-219 (2006)

Mast cell-mediated stimulation of angiogenesis: cooperative interaction between A2B and A3 adenosine receptors

Feoktistov I, et al.

Circulation Research, 92(5), 485-492 (2003)

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Product Information Sheet - A4036

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