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901376

Sigma-Aldrich

Polyester bis-MPA dendron

no. Surface Groups 8, 8 acetylene, 1 NHBoc (core), generation 3

Synonym(s):

PFd-G3-BOCNH-Acetylene, bis-MPA dendron

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About This Item

Empirical Formula (Hill Notation):
C107H135NO53
Molecular Weight:
2283.19
UNSPSC Code:
12162002
NACRES:
NA.23

Quality Level

100

form

solid

mol wt

generation 3

no. Surface Groups

8

color

white to off-white

storage temp.

−20°C

Related Categories

General description

  • Polymer architecture: Dendron
  • Generation: 3
  • Core functional group: Boc-protected amine
  • End Group Functionality: Alkyne
  • No. Surface Groups: 8
  • Calculated Mol. Wt.: 2283.21 g/mol
  • Boc : tert-Butyloxycarbonyl
  • bis-MPA : 2,2-Bis(hydroxymethyl)propionic acid
Polyester bis-MPA dendron (8 acetylene, 1 NHBoc (core), generation 3), a high generation dendron, is synthesized by using anhydride activated bis-MPA monomers via divergent growth. It has a large and exact number of reactive groups and has dual functionalization capacity that makes it useful as a high-value scaffold.

Application

Bis-MPA (or 2,2-Bis(methylol)propionic acid) is an aliphatic, pro-chiral molecule comprised of two hydroxyls and one carboxylic group that has been used in the synthesis of many different types of polymers. Dendrons synthesized from bis-MPA are biodegradable and have low cytotoxicity, making them well suited for use in biological research applications. These materials have been used in many applications such as signal amplification in bioassays and in drug delivery applications. These alkyne-functionalized dendrimers can be readily functionalized using either copper(I)-catalysed alkyne-azide cycloaddition (CuAAC), strain-promoted alkyne-azide cycloaddition (SPAAC), or thiol-yne click reactions. Additionally, the amine-functionalized core can be readily used in EDC or DCC coupling reactions (after Boc deprotection) with carbonyl-containing compounds to yield highly functionalized materials for a variety of biomedical applications.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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Fluoride-promoted esterification (FPE) chemistry: A robust route to Bis-MPA dendrons and their postfunctionalization
Stenstrom P, et al.
Molecules (Basel), 21(3), 366-366 (2016)
Rapid Synthesis of Functionalized High-Generation Polyester Dendrimers via Strain-Promoted Alkyne-Azide Cycloaddition
McNelles SA and Adronov Al
Macromolecules, 50(20), 7993-8001 (2017)
Anna Carlmark et al.
Chemical Society reviews, 42(13), 5858-5879 (2013-05-01)
Dendritic polymers are highly branched, globular architectures with multiple representations of functional groups. These nanoscale organic frameworks continue to fascinate researchers worldwide and are today under intensive investigation in application-driven research. A large number of potential application areas have been

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Dendritic Polyester Scaffolds for Drug Delivery

Dendritic molecules' biomedical applications, particularly bis-MPA dendritic scaffolds, hold promise for drug delivery.

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