Cas no 7561-54-8 (2-Amino-5’-adenylic acid)
2-Amino-5’-adenylic acid Chemical and Physical Properties
Names and Identifiers
-
- 5'-Adenylic acid, 2-amino-
- [(2R,3S,4R,5R)-5-(2,6-diaminopurin-9-yl)-3,4-dihydroxyoxolan-2-yl]methyl dihydrogen phosphate
- 2-Amino-5'-adenylic acid
- {[(2R,3S,4R,5R)-5-(2,6-diamino-9H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy}phosphonic acid
- ((2R,3S,4R,5S)-5-(2,6-DIAMINO-9H-PURIN-9-YL)-3,4-DIHYDROXY-TETRAHYDROFURAN-2-YL)METHYL DIHYDROGEN PHOSPHATE
- DTXSID50388441
- SCHEMBL1885550
- [(2R,3S,4R,5R)-5-(2,6-diaminopurin-9-yl)-3,4-dihydroxy-tetrahydrofuran-2-yl]methyl dihydrogen phosphate
- ((2R,3S,4R,5R)-5-(2,6-Diamino-9H-purin-9-yl)-3,4-dihydroxytetrahydrofuran-2-yl)methyl dihydrogen phosphate
- 7561-54-8
- 9H-Purine-2,6-diamine, 9-(5-O-phosphono-beta-D-ribofuranosyl)-
- Q27463691
- 2-aminoadenosine 5'-(dihydrogen phosphate)
- CHEMBL1234595
- 2-Amino-5’-adenylic acid
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- Inchi: 1S/C10H15N6O7P/c11-7-4-8(15-10(12)14-7)16(2-13-4)9-6(18)5(17)3(23-9)1-22-24(19,20)21/h2-3,5-6,9,17-18H,1H2,(H2,19,20,21)(H4,11,12,14,15)/t3-,5-,6-,9-/m1/s1
- InChI Key: KQJMOJABMFAPCE-UUOKFMHZSA-N
- SMILES: P(=O)(O)(O)OC[C@@H]1[C@H]([C@H]([C@H](N2C=NC3C(N)=NC(N)=NC2=3)O1)O)O
Computed Properties
- Exact Mass: 362.07415
- Monoisotopic Mass: 362.07398384g/mol
- Isotope Atom Count: 0
- Hydrogen Bond Donor Count: 6
- Hydrogen Bond Acceptor Count: 12
- Heavy Atom Count: 24
- Rotatable Bond Count: 4
- Complexity: 510
- Covalently-Bonded Unit Count: 1
- Defined Atom Stereocenter Count: 4
- Undefined Atom Stereocenter Count : 0
- Defined Bond Stereocenter Count: 0
- Undefined Bond Stereocenter Count: 0
- XLogP3: -3.9
- Topological Polar Surface Area: 212?2
Experimental Properties
- PSA: 212.09
2-Amino-5’-adenylic acid Security Information
- Signal Word:warning
- Hazard Statement: H303May be harmful if swallowed+H313Skin contact may be harmful+H333Inhalation may be harmful to the body
- Warning Statement: P264+P280+P305+P351+P338+P337+P313
- Safety Instruction: H303+H313+H333
- Storage Condition:Store at recommended temperature
2-Amino-5’-adenylic acid Pricemore >>
| Related Categories | No. | Product Name | Cas No. | Purity | Specification | Price | update time | Inquiry |
|---|---|---|---|---|---|---|---|---|
| TRC | A612520-1mg |
2-Amino-5’-adenylic acid |
7561-54-8 | 1mg |
$ 207.00 | 2023-04-19 | ||
| TRC | A612520-10mg |
2-Amino-5’-adenylic acid |
7561-54-8 | 10mg |
$ 1642.00 | 2023-04-19 | ||
| TRC | A612520-5mg |
2-Amino-5’-adenylic acid |
7561-54-8 | 5mg |
$ 800.00 | 2023-09-08 |
2-Amino-5’-adenylic acid Related Literature
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Norihito Fukui,Keisuke Fujimoto,Hideki Yorimitsu,Atsuhiro Osuka Dalton Trans., 2017,46, 13322-13341
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Hongxia Li,Aikifa Raza,Qiaoyu Ge,Jin-You Lu,TieJun Zhang Soft Matter, 2020,16, 6841-6849
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Zhixia Liu,Tingjian Chen,Floyd E. Romesberg Chem. Sci., 2017,8, 8179-8182
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Yukiya Kitayama Polym. Chem., 2014,5, 2784-2792
Related Categories
- Solvents and Organic Chemicals Organic Compounds Nucleosides, nucleotides, and analogues Purine nucleotides Purine ribonucleoside monophosphates
- Solvents and Organic Chemicals Organic Compounds Nucleosides, nucleotides, and analogues Purine nucleotides Purine ribonucleotides Purine ribonucleoside monophosphates
Additional information on 2-Amino-5’-adenylic acid
Introduction to 5'-Adenylic acid, 2-amino- (CAS No. 7561-54-8)
5'-Adenylic acid, 2-amino-, identified by the Chemical Abstracts Service Number (CAS No.) 7561-54-8, is a significant compound in the field of nucleoside chemistry and biochemistry. This nucleotide derivative plays a crucial role in cellular metabolism and has garnered considerable attention due to its potential applications in pharmaceutical research and biotechnology. The compound is structurally derived from adenylic acid, with a key modification at the 2-amino position, which imparts unique biochemical properties and functionalities.
The molecular structure of 5'-Adenylic acid, 2-amino- consists of a ribose sugar moiety linked to an adenine base at the 1' position, with an additional amino group at the 2' position of the ribose ring. This structural feature distinguishes it from other adenylic acid derivatives and contributes to its distinct reactivity and biological activity. The presence of the amino group at the 2' position enhances its solubility in polar solvents and allows for further chemical modifications, making it a versatile intermediate in synthetic chemistry.
Recent advancements in nucleoside chemistry have highlighted the importance of modified nucleotides in drug development. The unique properties of 5'-Adenylic acid, 2-amino- make it a valuable building block for synthesizing novel nucleoside analogs with potential therapeutic applications. These analogs have shown promise in various preclinical studies as inhibitors of viral replication, particularly in the context of RNA viruses such as influenza and hepatitis C.
In particular, researchers have been exploring the use of 5'-Adenylic acid, 2-amino- as a precursor for developing antiviral agents that target RNA-dependent RNA polymerases (RdRp) enzymes. RdRp is a critical enzyme for viral replication, and inhibiting its activity can effectively suppress viral propagation. The modified nucleotide analogs derived from 5'-Adenylic acid, 2-amino- have demonstrated competitive binding to RdRp enzymes, thereby disrupting viral replication cycles.
Moreover, the amino group at the 2' position provides a handle for further functionalization, allowing chemists to introduce additional pharmacophores that enhance drug efficacy and reduce toxicity. This flexibility has led to the development of several lead compounds that are currently undergoing preclinical evaluation for their antiviral properties. The synthesis of these compounds often involves sophisticated organic transformations that leverage the reactivity of the amino group and other functional moieties present in 5'-Adenylic acid, 2-amino-.
The biochemical significance of 5'-Adenylic acid, 2-amino- extends beyond its antiviral applications. It has been implicated in various cellular processes, including signal transduction and energy metabolism. Adenosine triphosphate (ATP), a closely related nucleotide, is central to energy transfer in cells, while adenosine monophosphate (AMP) plays roles in biosynthesis and signaling pathways. The modification at the 2' position in 5'-Adenylic acid, 2-amino- does not disrupt these fundamental functions but rather adds novel capabilities that can be exploited for therapeutic purposes.
Recent studies have also explored the potential of 5'-Adenylic acid, 2-amino- in modulating immune responses. Nucleoside analogs have been shown to influence immune cell function by interacting with purinergic receptors that are expressed on immune cells. These interactions can lead to enhanced immune surveillance or suppression of inflammatory responses, depending on the specific context. The ability to fine-tune these effects by modifying the nucleotide structure makes compounds like 5'-Adenylic acid, 2-amino- valuable tools in immunomodulatory research.
The synthetic pathways for producing 5'-Adenylic acid, 2-amino- have been refined over time to achieve high yields and purity levels suitable for pharmaceutical applications. Key synthetic steps often involve protecting group strategies to prevent unwanted side reactions during multi-step syntheses. Additionally, catalytic methods have been employed to enhance reaction efficiency and selectivity. These advancements have made it possible to produce sufficient quantities of 5'-Adenylic acid, 2-amino- for both research purposes and potential clinical trials.
In conclusion, 5'-Adenylic acid, 2-amino- (CAS No. 7561-54-8) is a versatile nucleotide derivative with significant implications in pharmaceutical research and biotechnology. Its unique structural features enable its use as a building block for developing antiviral agents and immunomodulatory compounds. Ongoing research continues to uncover new applications for this compound, underscoring its importance in modern medicinal chemistry.
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