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Principaux documents

P9386

Sigma-Aldrich

Poly-L-histidine

mol wt 5,000-25,000

Synonyme(s) :

L-Histidine homopolymer

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About This Item

Numéro CAS:
Numéro MDL:
Code UNSPSC :
12352209
ID de substance PubChem :
Nomenclature NACRES :
NA.26

Forme

powder or solid

Niveau de qualité

Poids mol.

5,000-25,000

Couleur

white to light yellow

Application(s)

cell analysis

Température de stockage

−20°C

Chaîne SMILES 

[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

Clé InChI

HNDVDQJCIGZPNO-YFKPBYRVSA-N

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Description générale

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

Actions biochimiques/physiologiques

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.

Remarque sur l'analyse

Molecular weight by MALLS.

Autres remarques

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

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Équipement de protection individuelle

Eyeshields, Gloves, type N95 (US)


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Consulter la Bibliothèque de documents

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
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)
Yuehua Cong et al.
Bioconjugate chemistry, 23(2), 248-263 (2012-01-17)
The efficacy of protein-based medicines can be compromised by their rapid clearance from the blood circulatory system. Achieving optimal pharmacokinetics is a key requirement for the successful development of safe protein-based medicines. Protein PEGylation is a clinically proven strategy to

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