Cas no 81012-86-4 (Adenosine-2'-monophosphate)

Adenosine-2'-monophosphate (2'-AMP) is a nucleotide monophosphate derivative of adenosine, distinguished by its phosphate group at the 2' position of the ribose sugar. This structural feature confers unique biochemical properties, making it valuable in enzymatic studies, nucleic acid research, and metabolic pathway investigations. 2'-AMP serves as a substrate or intermediate in various biochemical reactions, particularly those involving RNA metabolism and phosphorylation processes. Its high purity and stability ensure reliable performance in experimental applications. Researchers utilize 2'-AMP to explore nucleotide-specific interactions, enzyme kinetics, and regulatory mechanisms in cellular systems. The compound is typically supplied as a lyophilized powder, ensuring consistent solubility and handling for laboratory use.
Adenosine-2'-monophosphate structure
Adenosine-2'-monophosphate structure
Product Name:Adenosine-2'-monophosphate
CAS No:81012-86-4
MF:C10H14N5O7P
MW:347.221222400665
CID:707952
PubChem ID:256106
Update Time:2025-05-20

Adenosine-2'-monophosphate Chemical and Physical Properties

Names and Identifiers

    • 2'-Adenylic acid,hydrate (2:1) (9CI)
    • ADENOSINE-2'-PHOSPHATE H2O
    • AKOS024275778
    • 2-(6-aminopurin-9-yl)-4-hydroxy-5-(hydroxymethyl)oxolan-3-yl dihydrogen phosph ate
    • [2-(6-aminopurin-9-yl)-4-hydroxy-5-(hydroxymethyl)oxolan-3-yl] dihydrogen phosphate
    • DTXSID10292419
    • FT-0621903
    • NS00041379
    • 81012-86-4
    • Adenosine-2'-monophosphate
    • Inchi: 1S/C10H14N5O7P/c11-8-5-9(13-2-12-8)15(3-14-5)10-7(22-23(18,19)20)6(17)4(1-16)21-10/h2-4,6-7,10,16-17H,1H2,(H2,11,12,13)(H2,18,19,20)
    • InChI Key: QDFHPFSBQFLLSW-UHFFFAOYSA-N
    • SMILES: P(=O)(O)(O)OC1C(N2C=NC3C(N)=NC=NC2=3)OC(CO)C1O

Computed Properties

  • Exact Mass: 347.06308480g/mol
  • Monoisotopic Mass: 347.06308480g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 5
  • Hydrogen Bond Acceptor Count: 11
  • Heavy Atom Count: 23
  • Rotatable Bond Count: 4
  • Complexity: 481
  • 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
  • XLogP3: -2.1
  • Topological Polar Surface Area: 186?2

Experimental Properties

  • Color/Form: White crystals or powders.
  • PSA: 195.88000
  • LogP: -1.28180
  • Solubility: Soluble in alkali solution, insoluble in water, insoluble in organic solvents

Adenosine-2'-monophosphate Security Information

  • Storage Condition:Store at 0 ° C

Adenosine-2'-monophosphate Pricemore >>

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Adenosine-2'-monophosphate Suppliers

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(CAS:81012-86-4)Adenosine-2'-monophosphate
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Quantity:10g
Purity:97%
Pricing Information Last Updated:Friday, 18 July 2025 16:02
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Additional information on Adenosine-2'-monophosphate

Adenosine-2'-monophosphate (AMP) - CAS No. 81012-86-4

Adenosine-2'-monophosphate (AMP), with the CAS number 81012-86-4, is a nucleotide that plays a crucial role in various biological processes. It is a fundamental building block of RNA and serves as an essential component in energy metabolism and signaling pathways. AMP is derived from adenosine by the addition of a phosphate group, making it a key intermediate in the synthesis of adenosine triphosphate (ATP), the primary energy currency of cells.

Chemical Structure and Properties

The chemical structure of Adenosine-2'-monophosphate (AMP) consists of an adenine base, a ribose sugar, and a single phosphate group attached to the 5' hydroxyl group of the ribose. The molecular formula of AMP is C10H14N5O7P, and its molecular weight is 347.2 g/mol. The compound exists as white crystalline powder and is soluble in water but sparingly soluble in organic solvents.

Biological Functions

Adenosine-2'-monophosphate (AMP) is involved in several critical biological functions:

  • Energy Metabolism: AMP is a precursor to ATP, which is essential for cellular energy transfer. It participates in the adenine salvage pathway, where it is recycled to form ATP, reducing the need for de novo synthesis.
  • Signal Transduction: AMP acts as a signaling molecule in various pathways, including those involved in stress responses and cellular adaptation. It regulates key enzymes such as AMP-activated protein kinase (AMPK), which plays a role in maintaining cellular energy homeostasis.
  • Nucleic Acid Synthesis: As a component of RNA, AMP contributes to genetic information transfer and protein synthesis.

Recent Research Advances

Recent studies have highlighted the role of Adenosine-2'-monophosphate (AMP) in metabolic regulation and disease states:

  • Metabolic Disorders: Research has shown that AMPK activation by AMP is a potential therapeutic target for treating metabolic disorders such as obesity, type 2 diabetes, and fatty liver disease. Studies have demonstrated that increasing intracellular AMP levels can enhance energy expenditure and improve insulin sensitivity.
  • Cancer Biology: Emerging evidence suggests that AMP metabolism plays a role in cancer progression. Elevated AMP levels have been associated with tumor growth and metastasis, making it a potential biomarker for cancer diagnosis and treatment.
  • Aging and Longevity: AMP signaling has been implicated in aging-related processes. Activation of AMPK by AMP has been shown to extend lifespan in model organisms by promoting stress resistance and maintaining cellular homeostasis.

Applications

Adenosine-2'-monophosphate (AMP) finds applications in various fields:

  • Biotechnology: AMP is used as a component in nucleic acid amplification techniques such as PCR (polymerase chain reaction) and next-generation sequencing.
  • Molecular Biology: It serves as a substrate for enzymatic reactions involving RNA polymerases and kinases.
  • Medicine: AMP is being explored for its potential therapeutic applications in treating metabolic disorders, cancer, and age-related diseases.
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NewCan Biotech Limited
(CAS:81012-86-4)Adenosine-2'-monophosphate
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Purity:97%
Quantity:10g
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