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P9386

Sigma-Aldrich

Poly-L-histidine

mol wt 5,000-25,000

Synonym(s):

L-Histidine homopolymer

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About This Item

CAS Number:
26062-48-6
MDL number:
MFCD00166382
UNSPSC Code:
12352209
PubChem Substance ID:
24899031
NACRES:
NA.26
Pricing and availability is not currently available.

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

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Show Differences

1 of 4

This Item
44864E6627L2376
cis-5,8,11,14,17-Eicosapentaenoic acid ≥99%

E2011

cis-5,8,11,14,17-Eicosapentaenoic acid

cis-5,8,11,14,17-Eicosapentaenoic acid analytical standard

44864

cis-5,8,11,14,17-Eicosapentaenoic acid

cis-5,8,11,14,17-Eicosapentaenoic acid sodium salt ≥99% (capillary GC)

E6627

cis-5,8,11,14,17-Eicosapentaenoic acid sodium salt

Linolenic acid ≥99%

L2376

Linolenic acid

form

liquid

form

-

form

film or powder

form

-

Quality Level

200

Quality Level

100

Quality Level

200

Quality Level

200

storage temp.

−20°C

storage temp.

−20°C

storage temp.

−20°C

storage temp.

−20°C

solubility

methanol: 50 mg/mL, clear, colorless

solubility

-

solubility

methanol: 50 mg/mL, clear to slightly hazy, colorless to faintly yellow

solubility

-

biological source

fish oil

biological source

fish oil

biological source

synthetic (organic)

biological source

-

General description

Poly-L-histidine is an amphoteric compound. The imidazole ring in its structure enables protonation−deprotonation.[1]

Application

Poly-L-histidine has been used:
  • as a polycation for the dispersion of multi-wall carbon nanotubes (MWCNTs)[2]
  • as a polyionic compound to investigate its ability to rupture extracellular enveloped virus membrane[3]
  • in screening its anti-prion activity in cell based and in vivo anti-prion assay[4]

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.[5] pH sensitive poly(l-histidine) copolymer micelles have application in delivering anticancer drugs in acidic microenvironment.[6]

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
  • Specification Sheet

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    Certificates of Analysis (COA)

    Lot/Batch Number
    SLCH0084
    SLCD4284
    SLBX7138
    SLBR3416V
    SLBL0559V

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    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
    View All Related Papers

    Articles

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

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