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ADENOSINE 3',5'-CYCLIC MONOPHOSPHOROTHIOATE, RP-ISOMER, TRIETHYLAMMONIUM SALT is a non-hydrolyzable phosphorothioate analog of cAMP, which is a cyclic nucleotide involved in various cellular processes. ADENOSINE 3',5'-CYCLIC MONOPHOSPHOROTHIOATE, RP-ISOMER, TRIETHYLAMMONIUM SALT serves as a competitive inhibitor of cAMP-dependent protein kinases, playing a crucial role in the study and understanding of cellular signaling pathways.

151837-09-1

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  • RP-ADENOSINE 3,5-CYCLIC MONOPHOSPHOROTHIOATE TRIETHYLAMMONIUM SALT HYDRATE

    Cas No: 151837-09-1

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151837-09-1 Usage

Uses

Used in Research Applications:
ADENOSINE 3',5'-CYCLIC MONOPHOSPHOROTHIOATE, RP-ISOMER, TRIETHYLAMMONIUM SALT is used as a research tool for investigating the role of cAMP in cellular processes. It helps researchers distinguish between cyclic AMP-dependent and cyclic AMP-independent contractile coupling mechanisms, providing valuable insights into the regulation of cellular functions.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, ADENOSINE 3',5'-CYCLIC MONOPHOSPHOROTHIOATE, RP-ISOMER, TRIETHYLAMMONIUM SALT is used as a potential therapeutic agent for the development of drugs targeting cAMP-dependent protein kinases. By inhibiting these kinases, the compound may contribute to the treatment of various diseases and conditions related to the dysregulation of cellular signaling pathways.
Used in Drug Delivery Systems:
Similar to gallotannin, ADENOSINE 3',5'-CYCLIC MONOPHOSPHOROTHIOATE, RP-ISOMER, TRIETHYLAMMONIUM SALT can also be incorporated into drug delivery systems to enhance its bioavailability and therapeutic outcomes. These systems may include organic and metallic nanoparticles as carriers, aiming to improve the compound's delivery and efficacy in targeting specific cellular processes.

Biochem/physiol Actions

Rp-Adenosine 3′,5′-cyclic monophosphorothioate triethylammonium salt is capable of inhibiting protein kinase A (PKA).

Check Digit Verification of cas no

The CAS Registry Mumber 151837-09-1 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 1,5,1,8,3 and 7 respectively; the second part has 2 digits, 0 and 9 respectively.
Calculate Digit Verification of CAS Registry Number 151837-09:
(8*1)+(7*5)+(6*1)+(5*8)+(4*3)+(3*7)+(2*0)+(1*9)=131
131 % 10 = 1
So 151837-09-1 is a valid CAS Registry Number.

151837-09-1 Well-known Company Product Price

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  • Sigma

  • (A165)  Rp-Adenosine 3′,5′-cyclic monophosphorothioate triethylammonium salt  powder, ≥98% (HPLC)

  • 151837-09-1

  • A165-1MG

  • 1,537.38CNY

  • Detail
  • Sigma

  • (A165)  Rp-Adenosine 3′,5′-cyclic monophosphorothioate triethylammonium salt  powder, ≥98% (HPLC)

  • 151837-09-1

  • A165-5MG

  • 6,511.05CNY

  • Detail
  • Sigma

  • (A165)  Rp-Adenosine 3′,5′-cyclic monophosphorothioate triethylammonium salt  powder, ≥98% (HPLC)

  • 151837-09-1

  • A165-10MG

  • 12,062.70CNY

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151837-09-1SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 19, 2017

Revision Date: Aug 19, 2017

1.Identification

1.1 GHS Product identifier

Product name Rp-Adenosine 3′,5′-cyclic monophosphorothioate triethylammonium salt hydrate

1.2 Other means of identification

Product number -
Other names cAMPS-Rp,triethylammonium salt

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:151837-09-1 SDS

151837-09-1Downstream Products

151837-09-1Relevant articles and documents

Aminolysis and alkaline hydrolysis of protected 1-hydroxybenzotriazol-1-yl esters of adenosine 5'-phosphorothioate and -phosphorodithioate

Reese, Colin B.,Shek, Louise H. K.,Zhao, Zhengyun

, p. 3077 - 3084 (2007/10/03)

When 2',3'-bis-O-(methoxyacetyl)-6-N-(9-phenylxanthen-9-yl)adenosine 9, which was prepared from adenosine in six steps and in ca. 70percent overall yield, was treated with putative tri(benzotriazol-1-yl) phosphorothioate 11 and the products then worked up with aq. triethylamine, the triethylammonium salt of the protected benzotriazol-1-yl ester 6a of adenosine 5'-phosphorothioate was obtained in high yield.The corresponding adenosine 5'-phosphorodithioate derivative 6b was prepared, also in high yield, by a modification of the latter procedure involving work-up with hydrogen sulfide and triethylamine.Reaction between the phosphorothioate derivative 6a and methylamine or morpholine gave the phosphorothioamidates 12a and 13a, respectively, in high yields; in the same way, the phosphorodithioate derivative 6b was converted into the phosphorodithioamidates 12b and 13b.Treatment of the phosphorothioate derivative 6a first with aq. alkali and then with aq. acid gave a mixture of adenosine 5'-phosphorothioate 15a and adenosine 3',5'-cyclic phosphorothioate 17a.When the phosphorodithioate derivative 6b was treated in the same way, adenosine 3',5'-cyclic phosphorodithioate 17b was obtained in good yield.

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