Cas no 61363-29-9 (8-(2-Aminoethyl)aminoadenosine 3',5'-cyclic monophosphate)

8-(2-Aminoethyl)aminoadenosine 3',5'-cyclic monophosphate is a modified cyclic AMP (cAMP) derivative designed for enhanced biochemical applications. The incorporation of a 2-aminoethylamino group at the 8-position of adenosine improves its stability and binding affinity, making it particularly useful in studies involving cAMP-dependent signaling pathways. This analog serves as a valuable tool for investigating protein kinase A (PKA) activation and other cAMP-mediated processes due to its resistance to phosphodiesterase degradation. Its structural modification also facilitates conjugation with fluorescent or affinity tags, enabling advanced research in cellular imaging and protein interaction studies. The compound is widely utilized in molecular biology and pharmacology for its precise modulation of cAMP-related mechanisms.
8-(2-Aminoethyl)aminoadenosine 3',5'-cyclic monophosphate structure
61363-29-9 structure
Product Name:8-(2-Aminoethyl)aminoadenosine 3',5'-cyclic monophosphate
CAS No:61363-29-9
MF:C12H18N7O6P
MW:387.288382053375
CID:502884
PubChem ID:15714826
Update Time:2025-06-28

8-(2-Aminoethyl)aminoadenosine 3',5'-cyclic monophosphate Chemical and Physical Properties

Names and Identifiers

    • Adenosine,8-[(2-aminoethyl)amino]-, cyclic 3',5'-(hydrogen phosphate)
    • (4aR,6R,7R,7aS)-6-[6-amino-8-(2-aminoethylamino)purin-9-yl]-2-hydroxy-2-oxo-4a,6,7,7a-tetrahydro-4H-furo[3,2-d][1,3,2]dioxaphosphinin-7-ol
    • 8- (2- AMINOETHYLAMINO)ADENOSINE- 3', 5'- CYCLIC MONOPHOSPHATE ( 8-AEA-CAMP )
    • 4H-Furo[3,2-d]-1,3,2-dioxaphosphorin,adenosine deriv.
    • 8-(2-Aminoethyl)aminoadenosine-3',5'-cyclic monophosphate
    • 8-(2-amino-ethylamino)-O3',O5'-hydroxyphosphoryl-adenosine
    • 8-(b-Aminoethylamino)adenosine 3',5'-cyclic phosphate
    • AG-G-23506
    • CTK8F7344
    • 8-(2-AMINOETHYL)AMINOADENOSINE-3,5-CYCLICMONOPHOSPHATE
    • (4aR,6R,7R,7aS)-6-{6-Amino-8-[(2-aminoethyl)amino]-9H-purin-9-yl}-2,7-dihydroxytetrahydro-2H,4H-2lambda~5~-furo[3,2-d][1,3,2]dioxaphosphinin-2-one
    • Adenosine,8-[(2-aminoethyl)amino]-,cyclic 3',5'-(hydrogen phosphate)
    • DTXSID80577265
    • W-203290
    • 61363-29-9
    • 8-(2-Aminoethyl)aminoadenosine 3',5'-cyclic monophosphate
    • Inchi: 1S/C12H18N7O6P/c13-1-2-15-12-18-6-9(14)16-4-17-10(6)19(12)11-7(20)8-5(24-11)3-23-26(21,22)25-8/h4-5,7-8,11,20H,1-3,13H2,(H,15,18)(H,21,22)(H2,14,16,17)/t5-,7-,8-,11-/m1/s1
    • InChI Key: KENHRXLWWBDXBT-IOSLPCCCSA-N
    • SMILES: P1(=O)(O)OC[C@@H]2[C@H]([C@H]([C@H](N3C4=C(C(N)=NC=N4)N=C3NCCN)O2)O)O1

Computed Properties

  • Exact Mass: 387.10600
  • Monoisotopic Mass: 387.10561832g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 5
  • Hydrogen Bond Acceptor Count: 12
  • Heavy Atom Count: 26
  • Rotatable Bond Count: 4
  • Complexity: 574
  • 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: -5.5
  • Topological Polar Surface Area: 193?2

Experimental Properties

  • PSA: 202.70000
  • LogP: -0.09230

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8-(2-Aminoethyl)aminoadenosine 3',5'-cyclic monophosphate Suppliers

NewCan Biotech Limited
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(CAS:61363-29-9)8-(2-Aminoethyl)aminoadenosine-3',5'-cyclicmonophosphate
Order Number:NC13327
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Quantity:10g
Purity:97%
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Additional information on 8-(2-Aminoethyl)aminoadenosine 3',5'-cyclic monophosphate

Introduction to 8-(2-Aminoethyl)aminoadenosine 3',5'-cyclic monophosphate (CAS No. 61363-29-9)

8-(2-Aminoethyl)aminoadenosine 3',5'-cyclic monophosphate, chemically designated as CAS No. 61363-29-9, is a significant compound in the field of biochemical research and pharmaceutical development. This cyclic nucleotide derivative has garnered considerable attention due to its unique structural properties and potential biological activities. As a modified form of cyclic adenosine monophosphate (cAMP), it exhibits distinct interactions with cellular signaling pathways, making it a valuable tool in studying molecular mechanisms and drug discovery.

The compound belongs to the class of cyclic nucleotides, which are ubiquitous second messengers in cells. Cyclic nucleotides, including cAMP and its derivatives, play pivotal roles in regulating a wide array of physiological processes such as metabolism, muscle contraction, neurotransmission, and gene expression. The introduction of aminoethyl groups into the adenosine backbone in 8-(2-Aminoethyl)aminoadenosine 3',5'-cyclic monophosphate introduces novel functional properties that can influence its binding affinity and stability compared to native cAMP.

Recent advancements in biochemical research have highlighted the importance of cyclic nucleotides in therapeutic applications. 8-(2-Aminoethyl)aminoadenosine 3',5'-cyclic monophosphate has been studied for its potential role in modulating enzyme activity and cellular responses. For instance, its ability to interact with protein kinase A (PKA) and other cAMP-dependent protein kinases has been explored in detail. This interaction is crucial for understanding how cellular processes are regulated in response to external stimuli.

One of the most compelling aspects of 8-(2-Aminoethyl)aminoadenosine 3',5'-cyclic monophosphate is its stability under physiological conditions. Unlike native cAMP, which is rapidly degraded by phosphodiesterases, this derivative exhibits enhanced resistance to enzymatic hydrolysis. This increased stability makes it a more effective tool for studying long-term signaling pathways and developing novel therapeutic strategies.

The synthesis of 8-(2-Aminoethyl)aminoadenosine 3',5'-cyclic monophosphate involves complex chemical methodologies that require precise control over reaction conditions. The introduction of the aminoethyl group at the 8-position of adenosine necessitates careful selection of protecting groups and coupling reagents to ensure high yield and purity. Advances in synthetic chemistry have made it possible to produce this compound on a larger scale, facilitating further research and development.

In the realm of drug discovery, 8-(2-Aminoethyl)aminoadenosine 3',5'-cyclic monophosphate has been investigated as a potential lead compound for treating various diseases. Its unique structural features suggest that it may interact with target proteins differently from native cAMP, offering new opportunities for therapeutic intervention. For example, studies have shown that this compound may have neuroprotective effects by modulating neurotransmitter release and reducing oxidative stress.

The pharmacological properties of 8-(2-Aminoethyl)aminoadenosine 3',5'-cyclic monophosphate have also been explored in preclinical models. Research indicates that it may enhance cognitive function by influencing cholinergic signaling pathways. Additionally, its potential role in regulating inflammation and immune responses has been studied, suggesting applications in treating chronic inflammatory diseases.

From a computational biology perspective, molecular modeling studies have provided insights into the binding interactions of 8-(2-Aminoethyl)aminoadenosine 3',5'-cyclic monophosphate with its target proteins. These studies have helped identify key residues involved in binding and have guided the design of more potent derivatives. The integration of experimental data with computational methods has accelerated the discovery process and improved our understanding of the compound's mechanism of action.

The future prospects for 8-(2-Aminoethyl)aminoadenosine 3',5'-cyclic monophosphate are promising, with ongoing research focusing on optimizing its pharmacokinetic properties and exploring new therapeutic applications. As our understanding of cellular signaling pathways continues to grow, compounds like this will play an increasingly important role in developing targeted therapies for complex diseases.

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NewCan Biotech Limited
(CAS:61363-29-9)8-(2-Aminoethyl)aminoadenosine-3',5'-cyclicmonophosphate
NC13327
Purity:97%
Quantity:10g
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