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4'-Thioadenosine, also known as 4'-thio-adenosine or TSA, is a sulfur-containing analog of adenosine, a nucleoside that plays a crucial role in cellular metabolism and energy transfer. It is characterized by the presence of a sulfur atom at the 4' position of the ribose sugar moiety, replacing the oxygen atom found in the parent compound. TSA has been studied for its potential therapeutic applications, particularly in the context of cancer treatment, as it can modulate the activity of certain enzymes and affect cellular processes such as apoptosis and gene expression. Additionally, it has been used as a tool in biochemical research to investigate the mechanisms of action of various enzymes and to study the effects of sulfur substitution on molecular interactions.

2500-80-3

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2500-80-3 Usage

Check Digit Verification of cas no

The CAS Registry Mumber 2500-80-3 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 2,5,0 and 0 respectively; the second part has 2 digits, 8 and 0 respectively.
Calculate Digit Verification of CAS Registry Number 2500-80:
(6*2)+(5*5)+(4*0)+(3*0)+(2*8)+(1*0)=53
53 % 10 = 3
So 2500-80-3 is a valid CAS Registry Number.
InChI:InChI=1/C10H13N5O3S/c11-8-5-9(13-2-12-8)15(3-14-5)10-7(18)6(17)4(1-16)19-10/h2-4,6-7,10,16-18H,1H2,(H2,11,12,13)

2500-80-3SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 12, 2017

Revision Date: Aug 12, 2017

1.Identification

1.1 GHS Product identifier

Product name Adenosine, 4'-thio-

1.2 Other means of identification

Product number -
Other names 4'-thio-adenosine

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:2500-80-3 SDS

2500-80-3Downstream Products

2500-80-3Relevant academic research and scientific papers

Design, synthesis, and biological activity of N6-substituted-4′-thioadenosines at the human A3 adenosine receptor

Jeong, Lak Shin,Lee, Hyuk Woo,Kim, Hea Ok,Jung, Ji Young,Gao, Zhan-Guo,Duong, Heng T.,Rao, Srikar,Jacobson, Kenneth A.,Shin, Dae Hong,Lee, Jeong A,Gunaga, Prashantha,Lee, Sang Kook,Jin, Dong Zhe,Chun, Moon Woo,Moon, Hyung Ryong

, p. 4718 - 4730 (2006)

A large series of N6-substituted-4′-thioadenosines were synthesized starting from d-gulonic-γ-lactone, and structure-activity relationships were studied at the human A3 and other subtypes of adenosine receptors (ARs). 2-Chloro-substi

Synthesis of 4'-thiopurine nucleosides using hypervalent iodine compounds

Nishizono, Naozumi,Soma, Kayo,Baba, Ryosuke,Machida, Minoru,Oda, Kazuaki

, p. 619 - 634 (2008/09/20)

The reaction of a silylated purine base with thiofuranoid using phenyl iodosyl bis(trifluoroacetate) gave 4'-thio purine nucleosides.

4’-THIONUCLEOSIDES AND OLIGOMERIC COMPOUNDS

-

Page/Page column 79, (2008/06/13)

The present invention provides modified oligomeric compounds and compositions of oligomeric compounds for use in the RNA interference pathway of gene modulation. The modified oligomeric compounds include siRNA and asRNA having at least one affinity modification.

The stereoselective synthesis of 4'-β-thioribonucleosides via the pummerer reaction

Naka, Takashi,Minakawa, Noriaki,Abe, Hiroshi,Kaga, Daisuke,Matsuda, Akira

, p. 7233 - 7243 (2007/10/03)

An efficient stereoselective synthesis of 4'-β-thioribonucleosides 14, 15, 27, and 30 using the Pummerer reaction as the key step is described. The Pummerer reaction of 1,4-anhydro-2-O-(2,4-dimethoxybenzoyl)-3,5-O-(1,1,3,3-tetraisopro pyldisiloxane-1,3-di

Synthesis and biological activities of 2'-modified 4'-thionucleosides

Yoshimura, Yuichi,Kitano, Kenji,Watanabe, Mikari,Satoh, Hiroshi,Sakata, Shinji,Miura, Shinji,Ashida, Noriyuki,Machida, Haruhiko,Matsuda, Akira

, p. 1103 - 1106 (2007/10/03)

We have synthesized 4'-thioDMDC, 4'-thiogemcitabine, and 4'- thioarabinonucleosides, as potential antitumor and antiviral agents, originated from D-glucose. Biological activities of these compounds are also described.

A new synthesis of some 4'-thio-D-ribonucleosides and preliminary enzymatic evaluation

Leydier,Bellon,Barascut,Deydier,Maury,Pelicano,Abdelaziz El Alaoui,Imbach

, p. 2035 - 2050 (2007/10/02)

A new synthesis of 4'-thioribonucleosides is presented together with the enzymatic evaluation of the adenosine analogues with respect to adenosine kinase. The 4-thio-D-ribofuranosyl carbohydrate precursor 7 was obtained in good yield from D-ribose and fur

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