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CS-W001157 4
Total: USD 88.00

L-Proline

  • CAS No. 147-85-3

  • Cat. No. CS-W019861
  • Purity≥97%
  • MDL No.MFCD00064318

*For research and further manufacturing use only, not for direct human use.

L-Proline|CS-W019861

Structure of 147-85-3

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General Information

  • CAS No. 147-85-3
  • Cat. No. CS-W019861
  • Purity ≥97%
  • MDL No. MFCD00064318
  • Storage RT, protect from light, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₅H₉NO₂
  • Molecular Weight 115.13
  • Synonym(s) None
  • SMILES O=C(O)[C@H]1NCCC1

Description

2-Methacryloyloxyethyl phosphorylcholine (MPC) is a zwitterionic phosphorylcholine group-containing methacrylate monomer and is the most suitable monomer to mimic the phospholipid polar groups contained with cell membranes. It is also used in the preparations of a wide range of polymeric biomaterials because of its excellent resistance to nonspecific protein adsorption, biocompatibility, and low toxicity. It is also used to develop diverse molecular structures with adjustable properties using a range of polymerization methods, including living radical polymerization. Due to the reactivity of methacrylate, MPC-based materials have a wide range of applications in biomedical fields. Furthermore, MPC is also used as a monomer in the production of various polymeric materials for several applications such as medical devices, lithium-based batteries, contact lenses, drug delivery, wound dressings, and tissue engineering scaffolds.2-Methacryloyloxyethyl phosphorylcholine (MPC) can be used in the following applications:Use as a monomer to produce fully zwitterionic polymer networks in a solvate ionic liquid for use as a gel electrolyte in lithium-based batteries.Synthesis of polymer coatings for medical devices to prevent blood clotting and bacterial adhesion.Preparation of hydrogels for use as contact lens materials and wound dressing.Production of polymeric micelles and nanoparticles for drug delivery.Use as a monomer to prepare polymer-modified antifouling silicone hydrogel contact lenses. The addition of MPC forms a cell membrane-like structure on the contact lens and helps to prevent cell and bacterial adhesion on the surface.

Synthesis

  • Route1

    References

    • Vanier, Grace S. Patent: US2007/209924 A1, 2007 ; Location in patent: Page/Page column 7 ;
  • Route2
    • null|null
      1319113-56-8
    • ~84%
    • null|null
      71855-54-4
    • In-stock
      L-Proline|CS-W019861
      147-85-3

    References

    • Tetrahedron Asymmetry, , vol. 22, # 8 p. 823 - 833
  • Route3
    • null|null
      1319113-54-6
    • ~92%
    • null|null
      71855-54-4
    • (S)-2-Aminosuccinic acid hydrochloride|CS-0735084
      17585-59-0
    • In-stock
      L-Proline|CS-W019861
      147-85-3

    References

    • Gorewoda, Tadeusz; Mazurkiewicz, Roman; Simka, Wojciech; Mloston, Grzegorz; Schroeder, Grzegorz; Kubicki, MacIej; Kuznik, Nikodem Tetrahedron Asymmetry, 2011 , vol. 22, # 8 p. 823 - 833

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H302-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   49.33
  • LogP   -0.177
  • H_Acceptors   2
  • H_Donors   2
  • Rotatable_Bonds   1

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