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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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₪716.00
50 MG
₪2,295.00
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10 MG
₪716.00
50 MG
₪2,295.00
100 MG
₪4,023.00

About This Item

CAS Number:
MDL number:
UNSPSC Code:
12352209
PubChem Substance ID:
NACRES:
NA.26

₪716.00


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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

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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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

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Certificates of Analysis (COA)

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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)
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
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)
Poly (l-histidine)-PEG block copolymer micelles and pH-induced destabilization
Lee ES, et al.
Journal of Controlled Release : Official Journal of the Controlled Release Society, 90(3), 363-374 (2003)
Frank Morgner et al.
Sensors (Basel, Switzerland), 11(10), 9667-9684 (2011-12-14)
Förster resonance energy transfer (FRET) from luminescent terbium complexes (LTC) as donors to semiconductor quantum dots (QDs) as acceptors allows extraordinary large FRET efficiencies due to the long Förster distances afforded. Moreover, time-gated detection permits an efficient suppression of autofluorescent

Articles

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.

Questions

1–4 of 4 Questions  
  1. Hello, I am interested in your product Poly-L-histidine (P9386). Could you please confirm what terminal groups are present at both the N- and C-termini of this polymer?

    1 answer
    1. This polymer has carboxyl and amino end groups. Further detailed studies have not been conducted.

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  2. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer
    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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  3. How can I determine the shelf life / expiration / retest date of this product?

    1 answer
    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/449/386/product-dating-information-mk.pdf

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  4. What is this product's pKa?

    1 answer
    1. The pKa value is not determined.

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