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P9386

Sigma-Aldrich

Poly-L-histidine

mol wt 5,000-25,000

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Synonym(s):
L-Histidine homopolymer
CAS Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.26

form

powder or solid

Quality Level

mol wt

5,000-25,000

color

white to light yellow

application(s)

cell analysis

storage temp.

−20°C

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

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This Item
P2534P2658662135
vibrant-m

P9386

Poly-L-histidine

vibrant-m

P2534

Poly-L-histidine hydrochloride

vibrant-m

P2658

Poly-L-lysine hydrochloride

vibrant-m

662135

Nτ-Methyl-d3-L-histidine

color

white to light yellow

color

white to very light yellow

color

white to light yellow

color

-

storage temp.

−20°C

storage temp.

−20°C

storage temp.

−20°C

storage temp.

-

Quality Level

200

Quality Level

200

Quality Level

200

Quality Level

200

mol wt

5,000-25,000

mol wt

≥5000

mol wt

15,000-30,000

mol wt

-

application(s)

cell analysis

application(s)

-

application(s)

cell analysis

application(s)

-

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.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)


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For long-term, sustained protein delivery, a new, star-shaped block copolymer composed of methoxy poly(ethylene glycol) (mPEG), branched oligoethylenimine (bOEI), and poly(l-histidine) (pHis) was synthesized via the multi-initiation and ring-opening polymerization (ROP) of His N-carboxy anhydride (NCA) on bOEI with a

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