Azide-Poly(L-Lysine)-Thiol (N₃-PLL-SH)

Price range: $460.00 through $1,600.00

Azide-Poly(L-Lysine)-Thiol (N₃-PLL-SH) is a heterobifunctional cationic polypeptide composed of poly(L-lysine) bearing a terminal azide (N₃) group and a terminal thiol (SH) group. The azide group enables efficient click chemistry with alkyne- and DBCO-containing molecules, while the thiol group readily reacts with maleimides, vinyl sulfones, gold surfaces, and activated disulfides. N₃-PLL-SH is widely used in gene delivery, bioorthogonal conjugation, nanoparticle engineering, hydrogel synthesis, and biomaterials research.

Product Name: Azide-Poly(L-Lysine)-Thiol
Alternative Name: N₃-PLL-SH, Azide-PLL-Thiol
Molecular Weight: Custom
Degree of Polymerization: Custom
Functional Groups: Terminal Azide (N₃), Terminal Thiol (SH), Multiple Primary Amines
Appearance: White to off-white powder or lyophilized solid
Solubility: Water, PBS, aqueous buffers
Storage: -20°C, dry and protected from light
Purity: Typically ≥95%

N3-PLL-SH

Description

General Description

Azide-Poly(L-Lysine)-Thiol is a multifunctional biodegradable polypeptide designed for orthogonal bioconjugation and advanced drug delivery applications. The terminal azide group participates in copper-catalyzed azide-alkyne cycloaddition (CuAAC) and strain-promoted azide-alkyne cycloaddition (SPAAC) with strained alkynes such as DBCO and BCN. The terminal thiol group reacts selectively with maleimides through thiol-maleimide coupling, participates in thiol-ene reactions, forms reversible disulfide bonds, and can be immobilized directly onto gold surfaces.

The poly(L-lysine) backbone contains multiple primary amine groups that readily complex with negatively charged nucleic acids, including DNA, RNA, siRNA, and mRNA. These amine groups also serve as reactive sites for conjugation with NHS esters, activated carboxylic acids, aldehydes, and other amine-reactive molecules.

The combination of azide, thiol, and cationic poly(L-lysine) functionalities makes N₃-PLL-SH an excellent platform for gene delivery, polymer-drug conjugates, multifunctional nanoparticles, hydrogel preparation, surface engineering, and advanced biomaterials.

Applications

  • Click chemistry (CuAAC)
  • Copper-free click chemistry (SPAAC)
  • Thiol-maleimide conjugation
  • Gene delivery
  • DNA and RNA complexation
  • Nanoparticle functionalization
  • Hydrogel synthesis
  • Surface modification
  • Molecular imaging
  • Biomaterials research

Features and Benefits

  • Terminal azide functionality
  • Terminal thiol functionality
  • Orthogonal dual-functional polymer
  • Compatible with CuAAC and SPAAC chemistry
  • Compatible with thiol-maleimide coupling
  • Multiple primary amine groups
  • Excellent nucleic acid binding
  • Available in multiple molecular weights

 

Additional information

Molecular weight

3300(X=20), 8,200 (X=50), 16,000 (X=100), 32,000 (X=200)

Package size

100mg, 500mg, 1g