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P9386

Poly-L-histidine

Name: Poly-<SC>L</SC>-histidine
Brand: SIGMA

mol wt 5,000-25,000

Synonym(s):

L-Histidine homopolymer

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About This Item

CAS Number:

26062-48-6

UNSPSC Code:

12352209

PubChem Substance ID:

24899031

NACRES:

NA.26

MDL number:

MFCD00166382

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Properties

form

powder or solid

Quality Level

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.

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Articles

Poly(Amino Acid) Block Copolymers for Drug Delivery and other Biomedical Applications

Humankind has utilized protein materials throughout its existence, starting with the use of materials such as wool and silk for warmth and protection from the elements and continuing with the use of recombinant DNA techniques to synthesize proteins with unique and useful properties.

Synthesis and characterization of methylated poly(L-histidine) to control the stability of its siRNA polyion complexes for RNAi.

Shoichiro Asayama et al.

Bioconjugate chemistry, 23(7), 1437-1442 (2012-06-12)

Poly(L-histidine) (PLH) with dimethylimidazole groups has been synthesized as a pH-sensitive polypeptide to control the stability of its small interfering RNA (siRNA) polyion complexes for RNA interference (RNAi). The resulting methylated PLH (PLH-Me) was water-soluble despite deprotonation of the imidazole

Human UDP-glucuronosyltransferase expression in insect cells: ratio of active to inactive recombinant proteins and the effects of a C-terminal his-tag on glucuronidation kinetics.

Hongbo Zhang et al.

Drug metabolism and disposition: the biological fate of chemicals, 40(10), 1935-1944 (2012-07-12)

Many laboratories use recombinant UDP-glucuronosyltransferases (UGTs), expressed in baculovirus-infected insect cells, for drug glucuronidation studies. We have infected Sf9 insect cells with increasing amounts of recombinant baculovirus, encoding either UGT1A9 or UGT2B7, and measured both glucuronidation activity and immunodetectable UGT

Supramolecular architecture based on the self-assembling of multiwall carbon nanotubes dispersed in polyhistidine and glucose oxidase: Characterization and analytical applications for glucose biosensing.

Pablo R Dalmasso et al.

Biosensors & bioelectronics, 39(1), 76-81 (2012-07-17)

We report for the first time the development of a sensitive and selective glucose biosensor based on the self-assembling of multiwall carbon nanotubes (MWCNTs) dispersed in polyhistidine (Polyhis) and glucose oxidase (GOx) on glassy carbon electrodes (GCE). The supramolecular architecture

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Global Trade Item Number

SKU	GTIN
P9386-100MG	04061834402930
P9386-10MG	04061832780917
P9386-50MG	04061832780924