CAS 122965-43-9 Methylene Blue hydrate - Analytical Products / Alfa Chemistry

CAT	AP122965439
CAS	122965-43-9
Structure
MDL Number	MFCD00150006
Molecular Weight	319.85 (anhydrous basis)
EC Number	200-515-2
InChI Key	WQVSELLRAGBDLX-UHFFFAOYSA-M
REAXYS Number	3599847

Description	meets analytical specification of BP 73
Size	100G

Direct Assembly of Mesoporous Silica Functionalized With Polypeptides for Efficient Dye Adsorption

Yi-Syuan Lu, Bishnu Prasad Bastakoti, Malay Pramanik, Victor Malgras, Yusuke Yamauchi, Shiao-Wei Kuo

Chemistry. 2016 Jan 18;22(3):1159-64.

PMID: 26626026

Fast Decolorization of Cationic Dyes by Nano-Scale Zero Valent Iron Immobilized in Sycamore Tree Seed Pod Fibers: Kinetics and Modelling Study

Şerife Parlayıcı, Erol Pehlivan

Int J Phytoremediation. 2019;21(11):1130-1144.

PMID: 31056930

Glucose-sensitive Capsules Based on Hydrogen-Bonded (Polyvinylpyrrolidone / Phenylboronic -Modified Alginate) System

Sabrina Belbekhouche, Saddam Charaabi, Benjamin Carbonnier

Colloids Surf B Biointerfaces. 2019 May 1;177:416-424.

PMID: 30798062

Nitric Oxide Scavengers Differentially Inhibit Ammonia Oxidation in Ammonia-Oxidizing Archaea and Bacteria

Laura A Sauder, Ashley A Ross, Josh D Neufeld

FEMS Microbiol Lett. 2016 Apr;363(7):fnw052.

PMID: 26946536

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Case Study

Methylene Blue Used for the Surface Doping of Activated Carbon to Enhance Supercapacitor Electrodes

Anusonthiwong, Thannithi, et al. RSC Sustainability (2025).

Methylene blue (MB), a well-known heterocyclic dye, has been effectively employed as a nitrogen and sulfur source for the surface modification of activated carbon (GAC) derived from glutinous rice husk, significantly improving its electrochemical performance in supercapacitor applications. In this study, the GAC was synthesized via KOH activation followed by carbonization at 800 °C under N₂, yielding a porous structure ideal for adsorption and electrochemical reactions.
To introduce N/S heteroatoms, GAC was doped with methylene blue in aqueous solution. A simple adsorption process (stirring at 25 °C for 9 h) resulted in modest surface functionalization (GAC-Stir). To enhance the doping efficiency, hydrothermal post-treatment was performed at 180 °C for 12 h (GAC-Hdt), facilitating deeper integration of methylene blue-derived species into the carbon matrix.
This doping strategy led to significant pseudocapacitive behavior, attributed to the redox-active functional groups introduced by methylene blue. The hydrothermally treated GAC-Hdt exhibited superior surface chemistry and enhanced conductivity, making it a promising electrode material for next-generation supercapacitors.
This case demonstrates that methylene blue is a valuable reagent for heteroatom doping of carbonaceous materials, offering a green and cost-effective route to tailor surface functionalities for energy storage applications.

Methylene Blue Used for the Preparation of a NIR Fluorescent Probe for Esterase Detection

Mei, Yu, et al. Dyes and Pigments 220 (2023): 111733.

In this study, methylene blue served as the starting material for synthesizing MB-Ace, a near-infrared (NIR) fluorescent probe targeting esterase activity. The synthesis began with dissolving methylene blue (1000 mg, 3.13 mmol) in dichloromethane (20 mL) at room temperature. Aqueous sodium bicarbonate (524 mg, 6.25 mmol) and sodium disulfite (1097 mg, 6.3 mmol) solutions were added, causing the solution to gradually turn yellow, indicating reduction and intermediate formation.
Subsequently, triethylamine (0.52 mL, 3.8 mmol) was introduced at 0 °C, followed by the slow addition of triphosgene (240.4 mg, 0.81 mmol) dissolved in dichloromethane (2 mL). The reaction mixture was stirred for 4 hours at room temperature to form the intermediate compound MB-Cl.
After reaction completion, the mixture was quenched by pouring into ice water (30 mL), then extracted with dichloromethane three times. The combined organic layers were washed with brine, dried over anhydrous sodium sulfate, and concentrated under reduced pressure. The crude product was purified by silica gel chromatography (methanol:dichloromethane = 1:100 v/v), yielding MB-Cl with 48.72% efficiency.
This intermediate was then further functionalized to afford MB-Ace, the final esterase-responsive probe. The detailed procedure ensured high purity and retention of methylene blue's NIR fluorescence properties, enabling sensitive esterase detection in biological systems.

Methylene Blue Used for Studying Sequence-Selective Binding to Double-Stranded RNA

Paul, Puja, Soumya Sundar Mati, and Gopinatha Suresh Kumar. Journal of Photochemistry and Photobiology B: Biology 204 (2020): 111804.

Methylene blue (MB), a classic phenothiazinium dye, plays a pivotal role in elucidating the sequence-dependent binding behaviors of small molecules with structured RNA targets. In this study, MB and its derivative, new methylene blue (NMB), were investigated for their interaction with three synthetic double-stranded RNA polynucleotides: poly(A)·poly(U), poly(C)·poly(G), and poly(I)·poly(C), using a combination of spectroscopic and molecular modeling techniques.
Binding affinities, analyzed via Scatchard and Benesi-Hildebrand plots, revealed that MB exhibits the strongest interaction with poly(A)·poly(U), and the weakest with poly(I)·poly(C). Fluorescence quenching and viscometric assays indicated that MB intercalates deeply within AU-rich duplexes, while exhibiting weaker or groove-binding modes with CG and IC sequences. Circular dichroism (CD) spectroscopy demonstrated induced optical activity and RNA structural distortion upon dye binding. Atomic force microscopy (AFM) provided compelling morphological evidence of RNA compaction from linear strands to condensed, bead-like structures. Molecular docking further corroborated intercalative binding in AU duplexes, partial intercalation in CG, and groove binding in IC.
Importantly, the steric hindrance from NMB's bulkier substituent reduced its binding affinity compared to MB. These results suggest methylene blue's high potential as a selective probe for RNA structural studies and as a lead compound for designing RNA-targeted therapeutics, particularly in diseases involving aberrant RNA conformations.
This study underscores methylene blue's utility in RNA recognition and manipulation via structure-specific binding.