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901398

Sigma-Aldrich

Polyester bis-MPA dendron

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

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Synonym(s):
Bis-MPA dendron, PFd-G3-BocNH-COOH
Empirical Formula (Hill Notation):
C83H119NO53
Molecular Weight:
1978.81
UNSPSC Code:
12162002
NACRES:
NA.23

form

solid

mol wt

generation 3

no. Surface Groups

8

color

white to off-white

storage temp.

−20°C

General description

  • Polymer architecture: Dendron
  • Generation: 3
  • Core functional group: Boc-protected amine
  • End group functionality: Carboxylic acid
  • No. surface groups: 8
  • Calculated mol. wt.: 1978.82 g/mol
  • Boc: tert-Butyloxycarbonyl
  • Bis-MPA: 2,2-Bis(hydroxymethyl)propionic acid
Polyester bis-MPA dendron (8 carboxyl, 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. Both the carboxylic acid-functionalized dendrimers and amine-functionalized (after Boc deprotection) core can be readily used in EDC or DCC coupling reactions with amine or carbonyl-containing compounds, respectively, to yield highly functionalized materials for a variety of biomedical applications.

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Regulatory Information

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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)
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)
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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