110505-76-5

Basic information

• Product Name: meta-TOPOLIN RIBOSIDE(mTR)
• Synonyms: meta-TOPOLIN RIBOSIDE(mTR);N-(3-Hydroxybenzyl)adenosine;N6-(3-Hydroxybenzyl)adenosine;N6-(m-Hydroxybenzyl)adenosine;(2R,3R,4S,5R)-2-(6-((3-Hydroxybenzyl)amino)-9H-purin-9-yl)-5-(hydroxymethyl)tetrahydrofuran-3,4-diol
• CAS NO: 110505-76-5
• Molecular Formula: C17H19N5O5
• Molecular Weight: 373.36326
• Mol File: 110505-76-5.mol
• Article Data: 4

Chemical Properties

• Melting Point: 195.6-196.5℃ (water )
• Appearance: /
• Storage Temp.: 2-8°C
• CAS DataBase Reference: meta-TOPOLIN RIBOSIDE(mTR)(CAS DataBase Reference)
• NIST Chemistry Reference: meta-TOPOLIN RIBOSIDE(mTR)(110505-76-5)
• EPA Substance Registry System: meta-TOPOLIN RIBOSIDE(mTR)(110505-76-5)

Safety Data

• Hazardous Substances Data: 110505-76-5(Hazardous Substances Data)

Usage

Description

meta-Topolin Riboside (mTR) is a naturally occurring compound that plays a significant role in the study of plant growth and development. It is involved in the regulation of auxin-cytokinin interaction and their metabolic products during organogenesis, which is essential for understanding the growth patterns and mechanisms in plants.

Uses

Used in Plant Biology Research:
meta-Topolin Riboside (mTR) is used as a research tool for studying the auxin-cytokinin interaction and variations in their metabolic products during organogenesis. This helps scientists gain insights into the regulation of plant growth and development, particularly in the context of shoot and root growth.
Used in Regulation of E. autumnalis and E. zambesiaca:
meta-Topolin Riboside (mTR) is used as a regulatory compound for controlling the shoot and root growth of E. autumnalis and E. zambesiaca plants. By understanding the role of mTR in these specific plant species, researchers can develop targeted strategies for optimizing growth and improving overall plant health.

Upstream product

• 73604-31-6 3-hydroxybenzylamine 
• 2004-06-0 6-Chloropurine riboside 
• 5071-96-5 3-METHOXYBENZYLAMINE 
• 22164-16-5 7-methylguanosine 
• 7013-16-3 9-(β-D-arabinofuranosyl)-9H-purin-6(1H)-one 

Relevant articles and documents

Synthesis of [15N4] purine labeled cytokinin glycosides derived from zeatins and topolins with 9-β-d, 7-β-d-glucopyranosyl, or 9-β-d-ribofuranosyl group

Synthesis of [15N4] purine labeled cytokinine glycosides derived from zeatins and topolins containing a 9-β-d, 7-β-d-glucopyranosyl, or 9-β-d-ribofuranosyl group is described. These N6-substituted adenine derivatives are i

N6-benzyladenosine derivatives as novel n-donor ligands of platinum(ii) dichlorido complexes

The platinum(II) complexes trans-[PtCl2(Ln)2]·xSolv 1-13 (Solv = H2O or CH3OH), involving N6-benzyladenosine-based N-donor ligands, were synthesized; Ln stands for N6-(2-methoxybenzyl)adenosine (L1, involved in complex 1), N6-(4-methoxybenzyl) adenosine (L2, 2), N6-(2-chlorobenzyl)adenosine (L3, 3), N6-(4-chlorobenzyl)- adenosine (L4, 4), N6-(2-hydroxybenzyl)adenosine (L5, 5), N6-(3-hydroxybenzyl)- adenosine (L6, 6), N6-(2-hydroxy-3-methoxybenzyl) adenosine (L7, 7), N6-(4-fluorobenzyl) adenosine (L8, 8), N6-(4-methylbenzyl) adenosine (L9, 9), 2-chloro-N6-(3-hydroxybenzyl) adenosine (L10, 10), 2-chloro-N6-(4-hydroxybenzyl)adenosine (L11, 11), 2-chloro- N6-(2-hydroxy-3- methoxybenzyl)adenosine (L12, 12) and 2-chloro-N6-(2-hydroxy-5- methylbenzyl)adenosine (L13, 13). The compounds were characterized by elemental analysis, mass spectrometry, IR and multinuclear (1H-, 13C-, 195Pt- and 15N-) and two-dimensional NMR spectroscopy, which proved the N7-coordination mode of the appropriate N6-benzyladenosine derivative and trans-geometry of the title complexes. The complexes 1-13 were found to be non-toxic in vitro against two selected human cancer cell lines (HOS and MCF7; with IC50 > 50.0 μM). However, they were found (by ESI-MS study) to be able to interact with the physiological levels of the sulfur-containing biogenic biomolecule L-methionine by a relatively simple 1:1 exchange mechanism (one Ln molecule was replaced by one L-methionine molecule), thus forming a mixed-nitrogen/sulfur-ligand dichlorido-platinum(II) coordination species.