Skip to Content
Merck
CN

A4036

Adenosine

BioReagent, suitable for cell culture

Synonym(s):

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

Sign In to View Organizational & Contract Pricing.

Select a Size

About This Item

Empirical Formula (Hill Notation):
C10H13N5O4
CAS Number:
58-61-7
Molecular Weight:
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
Quality level:
300

Key Documents

View All Documentation
Technical Service
Need help? Our team of experienced scientists is here for you.
Let Us Assist
Technical Service
Need help? Our team of experienced scientists is here for you.
Let Us Assist

biological source

synthetic (organic)

Quality Level

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)

Looking for similar products? Visit Product Comparison Guide

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

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.
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).

Storage Class

11 - Combustible Solids

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number
0000535705
0000535705
0000492712
0000492712
0000491057

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Search for a COA

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

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)
Adenosine and kidney function
Vallon V, et al.
Physiological Reviews, 86(3), 901-940 (2006)
Mosby's Dictionary of Medicine, Nursing & Health Professions, 41-41 (2013)
View All Related Papers

Related Content

Global Trade Item Number

SKUGTIN
A4036-25G04061833368442
A4036-5G04061833368459

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service