58-61-7
Chemical Structure
Adenosine
Synonym(s): Adenine riboside; D-Adenosine
- CAS. Nr.: 58-61-7
- Formula:C10H13N5O4
- Molecular Weight:267.25
IUPAC Name: (2R,3R,4S,5R)-2-(6-amino-9H-purin-9-yl)-5-(hydroxymethyl)tetrahydrofuran-3,4-diol
InChIKey: OIRDTQYFTABQOQ-KQYNXXCUSA-N
SMILES: NC1=C(N=CN2[C@H]3[C@H](O)[C@H](O)[C@@H](CO)O3)C2=NC=N1
Biological Activity: Adenosine (Adenine riboside), a ubiquitous and BBB-permeable endogenous autacoid, acts through the enrollment of four G protein-coupled receptors: A1, A2A, A2B, and A3. Adenosine affects almost all aspects of cellular physiology, including neuronal activity, vascular function, platelet aggregation, and blood cell regulation[1][2].
| Art. -Nr. | Produktname | Reinheit | Beschreibung | Pricing | |||||||||||||||||||
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Adenosine | 99.96% | Adenosine (Adenine riboside), a ubiquitous and BBB-permeable endogenous autacoid, acts through the enrollment of four G protein-coupled receptors: A1, A2A, A2B, and A3. Adenosine affects almost all aspects of cellular physiology, including neuronal activity, vascular function, platelet aggregation, and blood cell regulation. | ||||||||||||||||||||
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Adenosine (Standard) | 99.39% | Adenosine (Standard) is the analytical standard of Adenosine. This product is intended for research and analytical applications. Adenosine (Adenine riboside), a ubiquitous endogenous autacoid, acts through the enrollment of four G protein-coupled receptors: A1, A2A, A2B, and A3. Adenosine affects almost all aspects of cellular physiology, including neuronal activity, vascular function, platelet aggregation, and blood cell regulation. | ||||||||||||||||||||
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Adenosine-13C10,15N5 | 99.9% | Adenosine-13C10,15N5 is the 13C and 15N labeled Adenosine (HY-B0228). Adenosine (Adenine riboside), a ubiquitous endogenous autacoid, acts through the enrollment of four G protein-coupled receptors: A1, A2A, A2B, and A3. Adenosine affects almost all aspects of cellular physiology, including neuronal activity, vascular function, platelet aggregation, and blood cell regulation. | ||||||||||||||||||||
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Adenosine-d-2 | 99.20% | Adenosine-d-2 is the deuterium labeled Adenosine. Adenosine (Adenine riboside), a ubiquitous endogenous autacoid, acts through the enrollment of four G protein-coupled receptors: A1, A2A, A2B, and A3. Adenosine affects almost all aspects of cellular phys | ||||||||||||||||||||
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Adenosine-d-1 | 99.5% | Adenosine-d-1 is the deuterium labeled Adenosine. Adenosine (Adenine riboside), a ubiquitous endogenous autacoid, acts through the enrollment of four G protein-coupled receptors: A1, A2A, A2B, and A3. Adenosine affects almost all aspects of cellular phys | ||||||||||||||||||||
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Adenosine-d | 99.97% | Adenosine-d is the deuterium labeled Adenosine. Adenosine (Adenine riboside), a ubiquitous endogenous autacoid, acts through the enrollment of four G protein-coupled receptors: A1, A2A, A2B, and A3. Adenosine affects almost all aspects of cellular physiology, including neuronal activity, vascular function, platelet aggregation, and blood cell regulation. | ||||||||||||||||||||
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Adenosine-d9 | Adenosine-d9 is the deuterium labeled Adenosine. Adenosine (Adenine riboside), a ubiquitous endogenous autacoid, acts through the enrollment of four G protein-coupled receptors: A1, A2A, A2B, and A3. Adenosine affects almost all aspects of cellular physio. | |||||||||||||||||||||
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Adenosine-13C10 | 99.63% | Adenosine-13C10 (Adenine riboside-13C10; D-Adenosine-13C10) is 13C-labeled Adenosine (HY-B0228). Adenosine (Adenine riboside), a ubiquitous endogenous autacoid, acts through the enrollment of four G protein-coupled receptors: A1, A2A, A2B, and A3. Adenosine affects almost all aspects of cellular physiology, including neuronal activity, vascular function, platelet aggregation, and blood cell regulation. | ||||||||||||||||||||
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Adenosine-2′-13C | 99.89% | Adenosine-2′-13C is the 13C labeled Adenosine. Adenosine (Adenine riboside), a ubiquitous endogenous autacoid, acts through the enrollment of four G protein-coupled receptors: A1, A2A, A2B, and A3. Adenosine affects almost all aspects of cellular physiolo | ||||||||||||||||||||
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Adenosine-d2 | 99.56% | Adenosine-d2 is the deuterium labeled Adenosine. Adenosine (Adenine riboside), a ubiquitous endogenous autacoid, acts through the enrollment of four G protein-coupled receptors: A1, A2A, A2B, and A3. Adenosine affects almost all aspects of cellular physio | ||||||||||||||||||||
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Adenosine-15N | Adenosine-15N (Adenine riboside-15N) is 15N labeled Adenosine. Adenosine (Adenine riboside), a ubiquitous endogenous autacoid, acts through the enrollment of four G protein-coupled receptors: A1, A2A, A2B, and A3. Adenosine affects almost all aspects of cellular physiology, including neuronal activity, vascular function, platelet aggregation, and blood cell regulation. | |||||||||||||||||||||
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Adenosine-13C5 | 99.9% | Adenosine-13C5 is the 13C labeled Adenosine. Adenosine (Adenine riboside), a ubiquitous endogenous autacoid, acts through the enrollment of four G protein-coupled receptors: A1, A2A, A2B, and A3. Adenosine affects almost all aspects of cellular physiology, including neuronal activity, vascular function, platelet aggregation, and blood cell regulation. | ||||||||||||||||||||
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Adenosine-d13 | 96.6% | Adenosine-d13 (Adenine riboside-d13; D-Adenosine-d13) is deuterium labeled Adenosine (HY-B0228). Adenosine (Adenine riboside), a ubiquitous endogenous autacoid, acts through the enrollment of four G protein-coupled receptors: A1, A2A, A2B, and A3. Adenosine affects almost all aspects of cellular physiology, including neuronal activity, vascular function, platelet aggregation, and blood cell regulation. | ||||||||||||||||||||
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(R)-3-Hydroxybutanoic acid-13C2 sodium | 98.0% | (R)-3-Hydroxybutanoic acid-13C2 sodium is the 13C labeled (R)-3-Hydroxybutanoic acid sodium (HY-W015851). (R)-3-Hydroxybutanoic acid sodium is a metabolite converted from acetoacetic acid catalyzed by 3-hydroxybutyrate dehydrogenase. (R)-3-Hydroxybutanoic acid sodium can function as a nutrition source, and as a precursor for vitamins, antibiotics and pheromones. | ||||||||||||||||||||
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Adenosine-3′-13C | 99.95% | Adenosine-3′-13C is the 13C labeled Adenosine. Adenosine (Adenine riboside), a ubiquitous endogenous autacoid, acts through the enrollment of four G protein-coupled receptors: A1, A2A, A2B, and A3. Adenosine affects almost all aspects of cellular physiolo | ||||||||||||||||||||
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Adenosine-1′-13C | 96.27% | Adenosine-1′-13C is the 13C labeled Adenosine. Adenosine (Adenine riboside), a ubiquitous endogenous autacoid, acts through the enrollment of four G protein-coupled receptors: A1, A2A, A2B, and A3. Adenosine affects almost all aspects of cellular physiolo | ||||||||||||||||||||
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Adenosine-13C | 99.0% | Adenosine-13C is the 13C labeled Adenosine. Adenosine (Adenine riboside), a ubiquitous endogenous autacoid, acts through the enrollment of four G protein-coupled receptors: A1, A2A, A2B, and A3. Adenosine affects almost all aspects of cellular physiology, | ||||||||||||||||||||
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Adenosine-15N5 | 99.9% | Adenosine-15N5 (Adenine riboside-15N5; D-Adenosine-15N5) is the 15N labled Adenosine (HY-B0228). Adenosine (Adenine riboside), a ubiquitous endogenous autacoid, acts through the enrollment of four G protein-coupled receptors: A1, A2A, A2B, and A3. Adenosine affects almost all aspects of cellular physiology, including neuronal activity, vascular function, platelet aggregation, and blood cell regulation. | ||||||||||||||||||||
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L-Adenosine | 99.82% | L-Adenosine is a metabolically stable enantiomeric analog and also is a potential probe. L-Adenosine has weakly inhibitory adenosine deaminase (ADA) activity with an Ki value of 385 μM. L-Adenosine can be used for the research of adenosine uptake and accumulation. | ||||||||||||||||||||
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L-Adenosine (Standard) | ≥98% | L-Adenosine (Standard) is the analytical standard of L-Adenosine (HY-103237). This product is intended for research and analytical applications. L-Adenosine is a metabolically stable enantiomeric analog and also is a potential probe. L-Adenosine has weakly inhibitory adenosine deaminase (ADA) activity with an Ki value of 385 μM. L-Adenosine can be used for the research of adenosine uptake and accumulation. | ||||||||||||||||||||
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2-Bromoadenosine | 2-Bromoadenosine, antimalarial agent is a purine nucleoside analogue. Purine nucleoside analogs have broad antitumor activity targeting indolent lymphoid malignancies. Anticancer mechanisms in this process rely on inhibition of DNA synthesis, induction of apoptosis, etc. | |||||||||||||||||||||
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9-(β-D-Xylofuranosyl)adenine | 99.76% | 9-(β-D-Xylofuranosyl)adenine is an adenosine analogue. 9-(β-D-Xylofuranosyl)adenine shows antitumor and antiviral activity. | ||||||||||||||||||||
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2-Methyladenosine | 98.72% | 2-Methyladenosine is an adenosine analogue. Adenosine analogs mostly act as smooth muscle vasodilators and have also been shown to inhibit cancer progression. The popular products in this series are adenosine phosphate, Acadesine (HY-13417), Clofarabine (HY-A0005), Fludarabine phosphate (HY-B0028) and Vidarabine (HY-B0277). | ||||||||||||||||||||
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Alpha-Adenosine | 99.91% | Alpha-Adenosine is a purine nucleoside analog. Purine nucleoside analogs have broad antitumor activity targeting indolent lymphoid malignancies. Anticancer mechanisms in this process rely on inhibition of DNA synthesis, induction of apoptosis, etc. | ||||||||||||||||||||
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Fludarabine | 99.73% | Fludarabine (NSC 118218) is a DNA synthesis inhibitor and a fluorinated purine analogue with antineoplastic activity in lymphoproliferative malignancies. Fludarabine inhibits the cytokine-induced activation of STAT1 and STAT1-dependent gene transcription in normal resting or activated lymphocytes. | ||||||||||||||||||||
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Vidarabine | 98.85% | Vidarabine (Ara-A) is a Purine nucleoside derivative and Antiviral agent. The triphosphate derivative of Vidarabine competitively inhibits DNA polymerase, incorporates into the terminus of elongating DNA molecules, and interferes with the early steps of viral DNA synthesis. Vidarabine inhibits the replication of herpes simplex virus, varicella-zoster virus, cytomegalovirus, Epstein-Barr virus and vaccinia virus, reduces viral shedding, and accelerates skin healing. Vidarabine is metabolized to arabinosyl hypoxanthine, causes minimal impairment of corneal wound healing in rabbit models, and is associated with recurrence of herpes simplex encephalitis. Vidarabine can be used in the research of herpetic keratoconjunctivitis, herpes simplex encephalitis, herpetic uveitis, and chronic active hepatitis associated with hepatitis B virus. | ||||||||||||||||||||
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Vidarabine (Standard) | ≥98% | Vidarabine (Standard) (Ara-A (Standard)) is the analytical standard of Vidarabine (HY-B0277). This product is intended for research and analytical applications. Vidarabine (Ara-A) is a Purine nucleoside derivative and Antiviral agent. The triphosphate derivative of Vidarabine competitively inhibits DNA polymerase, incorporates into the terminus of elongating DNA molecules, and interferes with the early steps of viral DNA synthesis. Vidarabine inhibits the replication of herpes simplex virus, varicella-zoster virus, cytomegalovirus, Epstein-Barr virus and vaccinia virus, reduces viral shedding, and accelerates skin healing. Vidarabine is metabolized to arabinosyl hypoxanthine, causes minimal impairment of corneal wound healing in rabbit models, and is associated with recurrence of herpes simplex encephalitis. Vidarabine can be used in the research of herpetic keratoconjunctivitis, herpes simplex encephalitis, herpetic uveitis, and chronic active hepatitis associated with hepatitis B virus. | ||||||||||||||||||||
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2-Chloroadenosine | 99.41% | 2-Chloroadenosine is an adenosine analog, a transporter permeabilizer of nucleoside transporters, and a competitive uridine influx inhibitor (apparent Ki=33 μM). 2-Chloroadenosine binds to nitrobenzylthioinosine with high affinity (apparent Ki=0.18 mM). 2-Chloroadenosine promotes Apoptosis and increases cerebral blood flow. 2-Chloroadenosine has anticonvulsant properties. 2-Chloroadenosine is used to study infection, inflammatory diseases, cancer, blood-related diseases, lung injury, epilepsy, and kidney disease. | ||||||||||||||||||||
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2-Iodoadenosine | 99.32% | 2-Iodoadenosine is an activator of the A2A receptor (A2AR), with a human target EC50 of 5.4 µM. 2-Iodoadenosine stimulates cAMP production through adenosine A2A receptors. 2-Iodoadenosine inhibits Forskolin (HY-1537)-stimulated cAMP production through adenosine A3 receptors. 2-Iodoadenosine exhibits competitive inhibition of GI-nucleoside hydrolase relative to guanosine, with a Km/Ki of 61. Research related to central nervous system diseases, cancer, and cardiovascular diseases. | ||||||||||||||||||||
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3-Hydroxybutyric acid sodium (Standard) | 99.74% | 3-Hydroxybutyric acid sodium (β-Hydroxybutyric acid sodium) is a metabolite that is elevated in type I diabetes. 3-Hydroxybutyric acid sodium can modulate the properties of membrane lipids. | ||||||||||||||||||||
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3-Hydroxybutyric acid-13C4 sodium | 98.0% | 3-Hydroxybutyric acid-13C4 sodium is the 13C labeled 3-Hydroxybutyric acid sodium (HY-W010452). 3-Hydroxybutyric acid sodium is a metabolite that is elevated in type I diabetes, and can modulate the properties of membrane lipids. | ||||||||||||||||||||
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3-Hydroxybutyric acid-13C2 sodium | 3-Hydroxybutyric acid-13C2 (sodium) is the 13C labeled 3-Hydroxybutyric acid sodium (HY-W010452). 3-Hydroxybutyric acid sodium is a metabolite that is elevated in type I diabetes, and can modulate the properties of membrane lipids. | |||||||||||||||||||||
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(R)-Methyl 3-hydroxybutanoate | 99.98% | (R)-Methyl 3-hydroxybutanoate, (R)-Methyl 3-hydroxybutanoate is an enantiomer, from the perspective of the methyl (-CH3) group, the hydroxyl (-OH) group on the third carbon atom The group faces to the right, a colorless transparent liquid, soluble in organic solvents such as ethanol and ether, insoluble in water, (R)-Methyl 3-hydroxybutanoate is usually used to synthesize various organic compounds (including drugs, agricultural chemicals and flavoring agents) It can also be used as a chiral auxiliary in asymmetric synthetic reactions involving the formation of chemical bonds in a stereoselective manner. | ||||||||||||||||||||
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2-Fluoroadenosine (Standard) | ≥98% | 2-Fluoroadenosine (2FA) is a nucleoside analogue. 2-Fluoroadenosine has antiparasite activity with EC50 value of 0.842 mM for Cryptosporidium parvum. 2-Fluoroadenosine has a highly specific structural basis for MtADK. 2-Fluoroadenosine is commonly used in the study of parasitic conditions. | ||||||||||||||||||||
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2-Aminoadenosine | 98.0% | 2-Aminoadenosine is a modified adenine base and adenosine analog that stabilizes RNA duplexes and enhances template-directed nucleotide condensation reactions. 2-Aminoadenosine forms three hydrogen bonds with uracil to increase the melting temperature of hybrid strands, thereby stabilizing uracil-containing RNA duplexes. | ||||||||||||||||||||
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(S)-Methyl 3-hydroxybutanoate | 99.79% | (S)-Methyl 3-hydroxybutanoate consists of a chiral center, resulting in two enantiomers, where (S)-Methyl 3-hydroxybutanoate means that the hydroxyl group is located on the third carbon atom of the S-configuration carboxylic acid group stereoisomers. This compound is often used as a building block for the synthesis of various pharmaceuticals and natural products. Due to its fruity taste, it is also used as a flavor and fragrance ingredient. | ||||||||||||||||||||
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(R)-3-Hydroxybutanoic acid sodium (Standard) | 99.85% | (R)-3-Hydroxybutanoic acid (sodium) (Standard) is the analytical standard of (R)-3-Hydroxybutanoic acid (sodium). This product is intended for research and analytical applications. (R)-3-Hydroxybutanoic acid ((R)-3-Hydroxybutyric acid) sodium is a metabolite converted from acetoacetic acid catalyzed by 3-hydroxybutyrate dehydrogenase. (R)-3-Hydroxybutanoic acid sodium can function as a nutrition source, and as a precursor for vitamins, antibiotics and pheromones. | ||||||||||||||||||||
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3-Hydroxybutanoic acid-13C sodium | 3-Hydroxybutanoic acid-13C-13C (sodium) is the 13C labeled 3-Hydroxybutanoic acid sodium (HY-W010452). 3-Hydroxybutyric acid sodium (β-Hydroxybutyric acid sodium) is a metabolite that is elevated in type I diabetes. 3-Hydroxybutyric acid sodium can modulate the properties of membrane lipids. | |||||||||||||||||||||
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(R)-3-Hydroxybutanoic acid-13C4 sodium | 98.0% | (R)-3-Hydroxybutanoic acid-13C4 sodium is a 13C labeled (R)-3-Hydroxybutanoic acid (HY-W051723). (R)-3-Hydroxybutanoic acid is a metabolite converted from acetoacetic acid catalyzed by 3-hydroxybutyrate dehydrogenase. (R)-3-Hydroxybutanoic acid can function as a nutrition source, and as a precursor for vitamins, antibiotics and pheromones. | ||||||||||||||||||||
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4-Hydroxypentanoate sodium | 98.0% | 4-Hydroxypentanoate sodium, a sedative, is an active metabolite of gamma-Valerolactone (HY-W015938). | ||||||||||||||||||||
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L-Lactate-13C sodium (20% in water) | 98.00% | L-Lactate-13C ((S)-2-Hydroxypropanoic acid-13C) sodium is the 13C-labeled L-Lactic acid sodium (HY-W040233). L-lactate Sodium is a buildiing block which can be used as a precursor for the production of the bioplastic polymer poly-lactic acid. L-Lactic acid Sodium has antiproliferative activity. | ||||||||||||||||||||
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References
- [1]. Fredholm BB. Adenosine, an endogenous distress signal, modulates tissue damage and repair. Cell Death Differ. 2007;14(7):1315-1323. [Content Brief]
- [2]. Borea PA, Gessi S, Merighi S, Vincenzi F, Varani K. Pharmacology of Adenosine Receptors: The State of the Art. Physiol Rev. 2018;98(3):1591-1625. [Content Brief]