35899-54-8

Basic information

• Product Name: 5'-ISOBUTYLTHIO-5'-DEOXYADENOSINE
• Synonyms: 5'-ISOBUTYLTHIO-5'-DEOXYADENOSINE;5’-deoxy-5’-s-isobutylthioadenosine;5''-Deoxy-5''-S-isobutyladenosine;5μ-Deoxy-5μ-S-isobutylthioadenosine, 5μ-S-(2-Methylpropyl)-5μ-thioadenosine;5'-S-(2-Methylpropyl)-5'-thioadenosine;SIBA;5'-S-Isobutyl-5'-deoxyadenosine;5'-S-Isobutylthioadenosine
• CAS NO: 35899-54-8
• Molecular Formula: C₁₄H₂₁N₅O₃S
• Molecular Weight: 339.418
• Mol File: 35899-54-8.mol
• Article Data: 2

Chemical Properties

• Boiling Point: 631.2 °C at 760 mmHg
• Flash Point: 335.5 °C
• Appearance: /
• Density: 1.63 g/cm³
• Storage Temp.: 2-8°C
• PKA: 13.13±0.70(Predicted)
• CAS DataBase Reference: 5'-ISOBUTYLTHIO-5'-DEOXYADENOSINE(CAS DataBase Reference)
• NIST Chemistry Reference: 5'-ISOBUTYLTHIO-5'-DEOXYADENOSINE(35899-54-8)
• EPA Substance Registry System: 5'-ISOBUTYLTHIO-5'-DEOXYADENOSINE(35899-54-8)

Safety Data

• WGK Germany: 3
• Hazardous Substances Data: 35899-54-8(Hazardous Substances Data)

Usage

General Description

5'-ISOBUTYLTHIO-5'-DEOXYADENOSINE, also known as IBTA, is a modified nucleoside that contains a sulfur atom in place of the oxygen in the sugar ring of deoxyribose. It is derived from adenosine and has an isobutylthio group attached to the 5' carbon of the ribose ring. IBTA has been investigated for its potential therapeutic applications, particularly in the field of anticancer research. It has been shown to exhibit cytotoxic effects against various cancer cell lines, making it a promising candidate for the development of novel anticancer drugs. Additionally, IBTA has also been studied for its potential antiviral and antiparasitic activities. Overall, IBTA is a unique chemical compound with potential therapeutic benefits in the treatment of various diseases.

Upstream product

• 13073-23-9 (2S)-2-amino-4-[(2-methylpropyl)sulfanyl]butanoic acid 
• 56-65-5 ATP 
• 513-44-0 2-methylpropanethiol-1 
• 892-48-8 5'-deoxy-5'-chloroadenosine 

Downstream Products

• 67739-76-8 5-S-isobutyl-5'-thioinosine 

Relevant articles and documents

Facile chemoenzymatic strategies for the synthesis and utilization of S-adenosyl-L-methionine analogues

A chemoenzymatic platform for the synthesis of S-adenosyl-L-methionine (SAM) analogues compatible with downstream SAM-utilizing enzymes is reported. Forty-four non-native S/Se-alkylated Met analogues were synthesized and applied to probing the substrate specificity of five diverse methionine adenosyltransferases (MATs). Human MAT II was among the most permissive of the MATs analyzed and enabled the chemoenzymatic synthesis of 29 non-native SAM analogues. As a proof of concept for the feasibility of natural product alkylrandomization , a small set of differentially-alkylated indolocarbazole analogues was generated by using a coupled hMAT2-RebM system (RebM is the sugar C4′-O-methyltransferase that is involved in rebeccamycin biosynthesis). The ability to couple SAM synthesis and utilization in a single vessel circumvents issues associated with the rapid decomposition of SAM analogues and thereby opens the door for the further interrogation of a wide range of SAM utilizing enzymes. Mix and MATch: Methionine adenosyltransferase (MAT) was used to synthesize S-adenosylmethionine (SAM) analogues in a method directly compatible with downstream SAM-utilizing enzymes. As a proof of concept for the feasibility of natural product alkylrandomization by using this method, a coupled strategy in which MAT was applied in conjunction with the methyltransferase RebM was used to generate a small set of indolocarbazole analogues.