P9386
Poly-L-histidine
mol wt 5,000-25,000
Synonym(s):
L-Histidine homopolymer
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About This Item
CAS Number:
MDL number:
UNSPSC Code:
12352209
PubChem Substance ID:
NACRES:
NA.26
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form
powder or solid
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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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 Code
11 - Combustible Solids
WGK
WGK 3
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
Certificates of Analysis (COA)
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Preparation and evaluation of poly (L-histidine) based pH-sensitive micelles for intracellular delivery of doxorubicin against MCF-7/ADR cells
Jia N, et al.
Asian Journal of Pharmaceutical Sciences , 12(5), 433-441 (2017)
Rong Liu et al.
International journal of nanomedicine, 7, 4433-4446 (2012-08-28)
Two methoxyl poly(ethylene glycol)-poly(L-histidine)-poly(L-lactide) (mPEG-PH-PLLA) triblock copolymers with different poly(L-histidine) chain lengths were synthesized. The morphology and biocompatibility of these self-assembled nanoparticles was investigated. Doxorubicin, an antitumor drug, was trapped in the nanoparticles to explore their drug-release behavior. The drug-loaded
Wooram Park et al.
Biomaterials, 33(34), 8848-8857 (2012-09-11)
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
Masaharu Kondo et al.
Biomacromolecules, 13(2), 432-438 (2012-01-14)
A polyhistidine (His) tag was fused to the C- or N-terminus of the light-harvesting (LH1)-α chain of the photosynthetic antenna core complex (LH1-RC) from Rhodobacter sphaeroides to allow immobilization of the complex on a solid substrate with defined orientation. His-tagged
Electrochemical determination of ascorbic acid and paracetamol in pharmaceutical formulations using a glassy carbon electrode modified with multi-wall carbon nanotubes dispersed in polyhistidine
Dalmasso PR, et al.
Sensors and Actuators B, Chemical, 173(5), 732-736 (2012)
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