P9386

Poly-L-histidine

mol wt 5,000-25,000

• Synonym(s): L-Histidine homopolymer
• CAS Number: 26062-48-6
• UNSPSC Code: 12352209
• PubChem Substance ID: 24899031
• NACRES: NA.26
• MDL number: MFCD00166382

Properties

• form: powder or solid
• Quality Segment: 200
• mol wt: 5,000-25,000
• color: white to light yellow
• application(s): cell analysis
• storage temp.: −20°C
• SMILES string: [N+H3][C@@H](Cc1[nH]cnc1)C(=O)[O-]
• InChI: 1S/C6H9N3O2/c7-5(6(10)11)1-4-2-8-3-9-4/h2-3,5H,1,7H2,(H,8,9)(H,10,11)/t5-/m0/s1
• InChI key: HNDVDQJCIGZPNO-YFKPBYRVSA-N

Description

General description

Poly-L-histidine is an amphoteric compound. The imidazole ring in its structure enables protonation−deprotonation.

Application

Poly-L-histidine has been used:

• as a polycation for the dispersion of multi-wall carbon nanotubes (MWCNTs)
• as a polyionic compound to investigate its ability to rupture extracellular enveloped virus membrane
• in screening its anti-prion activity in cell based and in vivo anti-prion assay

Biochem/physiol Actions

Poly-L-histidine (Phis) copolymers are biocompatible, pH responsive and are less toxic. It exhibits endolysosomal escape funcationality. The copolymer of Phis with poly(ethylene glycol)−poly(d,l-lactide) (PEG-PLA) is effective in delivering doxorubicin. pH sensitive poly(l-histidine) copolymer micelles have application in delivering anticancer drugs in acidic microenvironment.

Analysis Note

Molecular weight by MALLS.

Other Notes

For additional technical information on polyamino acids please visit the Polyamino acid FAQ resource.

Safety Information

• Storage Class: 11 - Combustible Solids
• wgk: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable
• ppe: Eyeshields, Gloves, type N95 (US)