873849-86-6

Basic information

• Product Name: bisMPA dendron
• Synonyms: Polyester bis-MPA dendron, 2 hydroxyl, 1 azide
• CAS NO: 873849-86-6
• Molecular Formula: C11H21N3O4
• Molecular Weight: 259.31
• Mol File: 873849-86-6.mol

Chemical Properties

• Flash Point: >110℃
• Appearance: /
• Density: 1.120 g/mL at 25 °C
• Refractive Index: n20/D1.478
• Storage Temp.: ?20°C
• CAS DataBase Reference: bisMPA dendron(CAS DataBase Reference)
• NIST Chemistry Reference: bisMPA dendron(873849-86-6)
• EPA Substance Registry System: bisMPA dendron(873849-86-6)

Safety Data

• WGK Germany: 3
• Hazardous Substances Data: 873849-86-6(Hazardous Substances Data)

Usage

Uses

Used in Organic Synthesis:
BisMPA dendron is used as a building block in organic synthesis for the creation of complex organic materials. Its branched structure and functional groups enable the attachment of various molecules, allowing for the development of new compounds with unique properties and applications.
Used in Materials Science:
In the field of materials science, bisMPA dendron is used as a component in the synthesis of advanced materials with specific properties. Its ability to form asymmetric dendrimers with acetylene functionalized molecules allows for the creation of materials with tailored characteristics, such as improved solubility, stability, or conductivity.
Used in Drug Delivery Systems:
BisMPA dendron can be utilized in drug delivery systems as a carrier for therapeutic agents. Its branched structure and functional groups can be modified to enhance the delivery, bioavailability, and therapeutic outcomes of drugs, potentially improving the efficacy and safety of treatments.
Used in Chemical Sensors:
Due to its unique structure and functional groups, bisMPA dendron can be employed in the development of chemical sensors. Its ability to interact with various molecules can be exploited to create sensors with high sensitivity and selectivity, enabling the detection of specific analytes in complex environments.
Used in Supramolecular Chemistry:
In supramolecular chemistry, bisMPA dendron can be used to construct supramolecular assemblies through non-covalent interactions. Its branched structure and functional groups can be utilized to form host-guest complexes, self-assembled structures, or other supramolecular systems with potential applications in various fields, such as catalysis, sensing, or drug delivery.

Upstream product

• 4767-03-7 2,2-bis(hydroxymethyl)propionic acid 
• 16837-14-2 2,2,5-trimethyl-1,3-dioxane-5-carboxylic acid 
• 2009-83-8 6-chloro-1-hexanol 
• 408322-03-2 2,2,5-trimethyl-1,3-dioxane-5-carboxylic anhydride 
• 146292-90-2 6-azidohexan-1-ol 

Downstream Products

• 873849-89-9 C₄₁H₆₉N₃O₂₂ 
• 919988-18-4 (HO)4-[G₂]-N₃ 

Relevant articles and documents

Cationic poly(ester amide) dendrimers: Alluring materials for biomedical applications

Novel cationic poly(ester amide) dendrimers have been synthesized by copper(i) azide-alkyne cycloaddition (CuAAC) of a tripropargylamine core and azide-terminated dendrons, in turn prepared by iterative amide coupling of the new monomer 2,2′-bis(glycyloxymethyl)propionic acid (bis-GMPA). The alternation of ester and amide groups provided a dendritic scaffold that was totally biocompatible and degradable in aqueous media at physiological and acidic pH. The tripodal dendrimers naturally formed rounded aggregates with a drug that exhibited low water solubility, camptothecin, thus improving its cell viability and anti-Hepatitis C virus (anti-HCV) activity. The presence of numerous peripheral cationic groups enabled these dendrimers to form dendriplexes with both pDNA and siRNA and they showed effective in vitro siRNA transfection in tumoral and non-tumoral cell lines.

Self-assembling amphiphilic Janus dendrimers: Mesomorphic properties and aggregation in water

The self-assembly behaviour both in bulk and in water of amphiphilic dendrimeric derivatives based on bis-MPA is the central theme of this article. The designed molecules possess two parts with different polarity; this feature is the key factor that forces their self-assembly in water into supramolecular architectures, due to hydrophobic interactions between the lipophilic fractions of the molecules, and the appearance of mesomorphic order in bulk in response to a variation of temperature (thermotropic liquid crystals). The effects provoked by the hydrophilic/lipophilic balance of the molecule were studied varying the generation of the corresponding dendrons and combining them via CuAAC click chemistry in order to obtain symmetrical and unsymmetrical final Janus dendrimers. The ability of the aggregates formed in water to encapsulate hydrophobic drugs has also been explored.

Method for making amphiphilic dendrimers

A series of AB-type amphiphilic dendritic polyesters have been prepared divergently, in which two hybrids were coupled via the copper(1)-catalyzed triazole formation.

Europium confined cyclen dendrimers with photophysically active triazoles

Dendrimers up to the fourth generation (G1-G4) were successfully synthesized via the efficient copper catalyzed 1,3-dipolar cycloaddition between primary alkynes and azides (CuAAC), also referred to as a click reaction. The synthetic protocol involved the preparation of presynthesized dendron wedges that subsequently were attached to a tetra-valent alkyne functional cyclen core. These constructed structures integrated stable triazole groups "intra-locked" between the cyclen and dendron wedges. The incorporation of a lanthanide metal ion, europium, into the interior of all cyclen dendrimers was monitored by FT-IR. Interestingly, the photophysical results showed that the proximate triazole not only acts as a stable linker but also as a sensitizers, transferring its singlet-singlet excitation in the ultraviolet region (270-290 nm) to the partially filled luminescent lanthanide 4f shell. An increase of luminescence decay time from the lanthanide 5D0 → 7F2 emission was observed with increasing dendrimer size, indicating that the shielding effect of the dendron wedges is important for the relaxation of the photo-excitation and energy transfer. To the best of our knowledge, this is the first time a set of dendron wedges have successfully been attached to a cyclen metal ion cage via the versatile click reaction. Furthermore, the produced triazoles intra-locked in close proximity to the macrocycle core elucidated an interesting photophysical function.

Multivalent, bifunctional dendrimers prepared by click chemistry

Unsymmetrical dendrimers, containing both mannose binding units and coumarin fluorescent units, have been prepared using click chemistry and shown to be highly efficient, dual-purpose recognition/detection agents for the inhibition of hemagglutination. The Royal Society of Chemistry 2005.