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A4036

Sigma-Aldrich

Adenosine

suitable for cell culture, BioReagent

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Synonym(s):
9-β-D-Ribofuranosyladenine, Adenine riboside, Adenine-9-β-D-ribofuranoside
Empirical Formula (Hill Notation):
C10H13N5O4
CAS Number:
Molecular Weight:
267.24
Beilstein/REAXYS Number:
93029
EC Number:
MDL number:
eCl@ss:
32160413
PubChem Substance ID:

biological source

synthetic (organic)

Quality Level

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

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This Item
PHR1138A9251PHL80977
Adenosine suitable for cell culture, BioReagent

A4036

Adenosine

Adenosine Pharmaceutical Secondary Standard; Certified Reference Material

PHR1138

Adenosine

Adenosine ≥99%

A9251

Adenosine

Adenosine phyproof® Reference Substance

PHL80977

Adenosine

form

powder

form

-

form

powder

form

solid

technique(s)

cell culture | mammalian: suitable

technique(s)

HPLC: suitable, gas chromatography (GC): suitable

technique(s)

-

technique(s)

-

Quality Level

200

Quality Level

300

Quality Level

200

Quality Level

-

storage temp.

2-8°C

storage temp.

2-8°C

storage temp.

2-8°C

storage temp.

2-8°C

solubility

1 M NH4OH: 50 mg/mL, clear, colorless

solubility

-

solubility

-

solubility

-

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).
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.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 2

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)


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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)
Mosby's Dictionary of Medicine, Nursing & Health Professions, 33-33 (2009)
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)
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)

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