A4036

Adenosin

BioReagent, suitable for cell culture

• Synonym(e): 9-β-D-Ribofuranosyladenin, Adenin-9-β-D-ribofuranosid, Adeninribosid
• Empirische Formel (Hill-System): C₁₀H₁₃N₅O₄
• CAS-Nummer: 58-61-7
• Molekulargewicht: 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

Eigenschaften

• 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)

Beschreibung

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

Endogener Neurotransmitter an Adenosin-Rezeptoren. Der cardioprotective Effekt könnte auf der Aktivierung des A₁-Adenosin-Rezeptors beruhen. Die gerinnungshemmende und entzündungshemmende Wirkung von Adenosin scheint über den A₂-Adenosin-Rezeptor vermittelt zu werden. Im Gegensatz dazu scheint Adenosin ein proinflammatorischer Mediator bei Asthma und chronisch obstruktiver Lungenerkrankung (COPD) zu sein.

Endogener Neurotransmitter. Der cardioprotective Effekt könnte auf der Aktivierung des A₁-Adenosin-Rezeptors beruhen. Die gerinnungshemmende und entzündungshemmende Wirkung von Adenosin scheint über den A₂-Adenosin-Rezeptor vermittelt zu werden. Im Gegensatz dazu scheint Adenosin ein proinflammatorischer Mediator bei Asthma und chronisch obstruktiver Lungenerkrankung (COPD) zu sein.

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.

Sicherheitshinweise

• Lagerklasse: 11 - Combustible Solids
• flash_point_f: Not applicable
• flash_point_c: Not applicable
• ppe: Eyeshields, Gloves, type N95 (US)