Cas no 4546-54-7 (2-aminopurine riboside)

2-Aminopurine riboside is a modified nucleoside analog featuring an amino group substitution at the 2-position of the purine ring. This structural modification imparts unique fluorescent properties, making it a valuable tool for studying nucleic acid dynamics and protein-nucleic acid interactions. Its ability to base-pair with both thymine and cytosine enhances its utility in probing DNA and RNA structures. The riboside form improves solubility and cellular uptake, facilitating in vivo applications. Commonly employed as a fluorescent probe, 2-aminopurine riboside is particularly useful in FRET studies, polymerase mechanisms, and conformational analysis of nucleic acids due to its sensitivity to environmental changes.
2-aminopurine riboside structure
2-aminopurine riboside structure
Product Name:2-aminopurine riboside
CAS No:4546-54-7
MF:C10H13N5O4
MW:267.241321325302
MDL:MFCD00037992
CID:45154
PubChem ID:11065406
Update Time:2025-11-02

2-aminopurine riboside Chemical and Physical Properties

Names and Identifiers

    • 2-aminopurine riboside
    • 2-(2-aminopurin-9-yl)-5-(hydroxymethyl)oxolane-3,4-diol
    • 2-Amino-9-beta-D-ribofuranosyl-9H-purine
    • BDBM50335312
    • 2-Amino purine riboside; 2-amino-9-(beta-D-ribo-furanosyl)-9H-purine
    • AKOS027327924
    • 4546-54-7
    • OJI
    • CHEMBL1651367
    • 2-amino-9-beta-d-ribofuranosylpurine
    • 2-NH2-Riboside
    • (2R,3R,4S,5R)-2-(2-azanylpurin-9-yl)-5-(hydroxymethyl)oxolane-3,4-diol
    • SCHEMBL1494485
    • 2-Amino-9-(b-D-ribofuranosyl)purine
    • AS-47253
    • (2R,3R,4S,5R)-2-(2-amino-9H-purin-9-yl)-5-(hydroxymethyl)oxolane-3,4-diol
    • (2R,3R,4S,5R)-2-(2-amino-9H-purin-9-yl)-5-(hydroxymethyl)tetrahydrofuran-3,4-diol
    • F12889
    • 2-Amino Riboside
    • MFCD00037992
    • (2R,3R,4S,5R)-2-(2-AMINOPURIN-9-YL)-5-(HYDROXYMETHYL)OXOLANE-3,4-DIOL
    • MDL: MFCD00037992
    • Inchi: 1S/C10H13N5O4/c11-10-12-1-4-8(14-10)15(3-13-4)9-7(18)6(17)5(2-16)19-9/h1,3,5-7,9,16-18H,2H2,(H2,11,12,14)/t5-,6-,7-,9-/m1/s1
    • InChI Key: JVOJULURLCZUDE-JXOAFFINSA-N
    • SMILES: O1[C@H](CO)[C@H]([C@H]([C@@H]1N1C=NC2C=NC(N)=NC1=2)O)O

Computed Properties

  • Exact Mass: 267.09700
  • Monoisotopic Mass: 267.096754
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 4
  • Hydrogen Bond Acceptor Count: 8
  • Heavy Atom Count: 19
  • Rotatable Bond Count: 2
  • Complexity: 335
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 4
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • Surface Charge: 0
  • Tautomer Count: 3
  • XLogP3: nothing
  • Topological Polar Surface Area: 140

Experimental Properties

  • Color/Form: Gray white crystalline solid
  • Density: 2.08
  • Melting Point: 105-115°C
  • Boiling Point: 711.8 °C at 760 mmHg
  • Flash Point: 384.3 °C
  • Refractive Index: 1.907
  • PSA: 139.54000
  • LogP: -1.39880
  • Vapor Pressure: 0.0±2.4 mmHg at 25°C

2-aminopurine riboside Security Information

2-aminopurine riboside Customs Data

  • HS CODE:2933599090
  • Customs Data:

    China Customs Code:

    2933599090

    Overview:

    2933599090. Other compounds with pyrimidine ring in structure(Including other compounds with piperazine ring on the structure. VAT:17.0%. Tax refund rate:13.0%. Regulatory conditions:nothing. MFN tariff:6.5%. general tariff:20.0%

    Declaration elements:

    Product Name, component content, use to, Please indicate the appearance of Urotropine, 6- caprolactam please indicate the appearance, Signing date

    Summary:

    2933599090. other compounds containing a pyrimidine ring (whether or not hydrogenated) or piperazine ring in the structure. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

2-aminopurine riboside Pricemore >>

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2-aminopurine riboside Suppliers

Amadis Chemical Company Limited
Gold Member
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(CAS:4546-54-7)2-aminopurine riboside
Order Number:A826807
Stock Status:in Stock
Quantity:50mg
Purity:99%
Pricing Information Last Updated:Monday, 2 September 2024 16:11
Price ($):155.0
NewCan Biotech Limited
Gold Member
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(CAS:4546-54-7)2-Aminopurine riboside
Order Number:NC12714
Stock Status:
Quantity:10g
Purity:97%
Pricing Information Last Updated:Friday, 18 July 2025 16:05
Price ($):Price inquiry

2-aminopurine riboside Related Literature

Additional information on 2-aminopurine riboside

2-Aminopurine Riboside: A Versatile Nucleoside Analog with Broad Applications

2-Aminopurine riboside (CAS No. 4546-54-7), also known as 2-AP riboside, is a modified nucleoside that has garnered significant attention in biochemical and pharmaceutical research. This compound, a derivative of the natural nucleoside adenosine, features an amino group at the 2-position of the purine ring, which imparts unique properties and functionalities. Researchers and industry professionals are increasingly interested in 2-aminopurine riboside due to its potential applications in molecular biology, drug development, and diagnostic assays.

The chemical structure of 2-aminopurine riboside consists of a purine base linked to a ribose sugar via a β-glycosidic bond. This structural modification enhances its fluorescence properties, making it a valuable tool for studying nucleic acid dynamics and protein-nucleic acid interactions. The CAS No. 4546-54-7 is a critical identifier for researchers sourcing this compound, ensuring accuracy and reproducibility in experiments. Recent advancements in nucleoside chemistry have further highlighted the importance of 2-AP riboside in developing novel therapeutic agents.

One of the most prominent applications of 2-aminopurine riboside is its use as a fluorescent probe in biophysical studies. Its ability to mimic natural nucleosides while providing detectable signals allows scientists to monitor real-time changes in DNA and RNA structures. This feature is particularly relevant in the context of gene editing technologies, such as CRISPR-Cas9, where understanding nucleic acid interactions is paramount. Additionally, 2-AP riboside has shown promise in the development of antiviral drugs, as it can interfere with viral replication mechanisms.

The market for modified nucleosides like 2-aminopurine riboside is expanding rapidly, driven by the growing demand for precision medicine and personalized therapeutics. Pharmaceutical companies are investing heavily in research to explore the potential of 2-AP riboside in treating diseases such as cancer and viral infections. Furthermore, the compound's role in epigenetic research has opened new avenues for understanding gene regulation and cellular processes. As a result, CAS No. 4546-54-7 has become a key reference for scientists and suppliers alike.

In the field of diagnostics, 2-aminopurine riboside is utilized in the development of sensitive and specific assays for detecting nucleic acid mutations. Its fluorescence properties enable high-throughput screening methods, which are essential for early disease detection and biomarker discovery. The compound's compatibility with various detection platforms, including qPCR and next-generation sequencing, makes it a versatile choice for researchers. With the rise of point-of-care testing, the demand for reliable nucleoside analogs like 2-AP riboside is expected to surge.

From a synthetic perspective, 2-aminopurine riboside can be produced through enzymatic or chemical methods, with each approach offering distinct advantages. Enzymatic synthesis is often preferred for its high specificity and mild reaction conditions, while chemical synthesis allows for greater scalability. Innovations in green chemistry have further optimized the production process, reducing environmental impact and improving yield. These advancements ensure a steady supply of CAS No. 4546-54-7 to meet the needs of the scientific community.

Looking ahead, the potential of 2-aminopurine riboside in nanotechnology and bioengineering is an exciting area of exploration. Its ability to integrate into nucleic acid nanostructures could pave the way for novel drug delivery systems and biosensors. As interdisciplinary research continues to evolve, 2-AP riboside is poised to play a pivotal role in bridging gaps between chemistry, biology, and engineering. The compound's versatility and adaptability make it a cornerstone of modern scientific inquiry.

In conclusion, 2-aminopurine riboside (CAS No. 4546-54-7) stands as a testament to the ingenuity of nucleoside chemistry. Its diverse applications, from fluorescent labeling to therapeutic development, underscore its value in both academic and industrial settings. As research progresses, the compound's impact on biomedical innovation and scientific discovery will undoubtedly grow, solidifying its place as a vital tool in the life sciences.

Recommended suppliers
Amadis Chemical Company Limited
(CAS:4546-54-7)2-aminopurine riboside
A826807
Purity:99%
Quantity:50mg
Price ($):155.0
Email
NewCan Biotech Limited
(CAS:4546-54-7)2-Aminopurine riboside
NC12714
Purity:97%
Quantity:10g
Price ($):Inquiry
Email