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P9386

Sigma-Aldrich

Poly-L-histidine

mol wt 5,000-25,000

Sinónimos:

L-Histidine homopolymer

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About This Item

Número de CAS:
26062-48-6
MDL number:
MFCD00166382
UNSPSC Code:
12352209
PubChem Substance ID:
24899031
NACRES:
NA.26

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

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

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

Certificados de análisis (COA)

Busque Certificados de análisis (COA) introduciendo el número de lote del producto. Los números de lote se encuentran en la etiqueta del producto después de las palabras «Lot» o «Batch»

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L-Histidina European Pharmacopoeia (EP) Reference Standard

H0750000

L-Histidina

Boc-His(Trt)-OH ≥98.0% (TLC)

Sigma-Aldrich

15449

Boc-His(Trt)-OH

Anti-polihistidina monoclonal clone HIS-1, purified from hybridoma cell culture

Sigma-Aldrich

A5588

Anti-polihistidina monoclonal

Lys-Lys-Lys-Lys ≥95% (TLC)

Sigma-Aldrich

L9026

Lys-Lys-Lys-Lys

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
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
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
Poly (l-histidine) based copolymers: effect of the chemically substituted l-histidine on the physio-chemical properties of the micelles and in vivo biodistribution
Zhang X, et al.
Colloids and Surfaces. B, Biointerfaces, 140(5), 176-184 (2016)
Yi-Fang Zeng et al.
Biomaterials, 33(36), 9239-9245 (2012-10-03)
Loading of viral vectors in synthetic polymers is a promising strategy for overcoming hurdles associated with viral gene delivery. For enhanced gene expression at a specific site, gene transfer by using hydrogels represents a versatile approach. In this study, adeno-associated
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