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P6516

Sigma-Aldrich

Poly-L-lysine hydrobromide

greener alternative

suitable for cell culture, Mol wt ≤15,000 by MALLS

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Synonym(s):
L-Lysine homopolymer hydrobromide
CAS Number:
25988-63-0
MDL number:
MFCD00237230
UNSPSC Code:
12352209
PubChem Substance ID:
24898773
NACRES:
NA.26

form

solid

Quality Level

200

mol wt

≤15,000 by MALLS
 4,000-15,000 by viscosity

greener alternative product score

old score: 51
new score: 43
Find out more about DOZN™ Scoring

greener alternative product characteristics

Designing Safer Chemicals
Safer Solvents and Auxiliaries
Reduce Derivatives
Learn more about the Principles of Green Chemistry.

sustainability

Greener Alternative Product

technique(s)

cell culture | mammalian: suitable

color

white to off-white

application(s)

cell analysis

greener alternative category

, Re-engineered

storage temp.

−20°C

SMILES string

Cl.NCCCCC(N)C(O)=O

InChI

1S/C18H38N6O4/c19-10-4-1-7-13(22)16(25)23-14(8-2-5-11-20)17(26)24-15(18(27)28)9-3-6-12-21/h13-15H,1-12,19-22H2,(H,23,25)(H,24,26)(H,27,28)/t13-,14-,15-/m0/s1

InChI key

WBSCNDJQPKSPII-KKUMJFAQSA-N

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General description

We are committed to bringing you Greener Alternative Products, which adhere to one of the four categories of Greener Alternatives . This product belongs to category of Re-engineered products, showing key improvements in Green Chemistry Principles “Designing Safer Chemicals”, "Safer Solvents and Auxiliaries" and “Reduce Derivatives”. Click here to view its DOZN scorecard.

Application

Poly-L-lysine polymers can be used in promoting cell adhesion to solid substrates, conjugation to methotrexate for increased drug transport, microencapsulation of islets, cell microencapsulation technology, microarray glass slide coating, and chromosomal preparations. Lower molecular weight poly-L-lysine (30,000-70,000) is less viscuous in solution, but higher molecular weight versions provide more attachment sites per molecule. Poly-L-lysine hydrobromide has been used:
  • as a component of polyplexes and in DNA condensation experiments
  • for coating circular mica disks for atomic force microscopy studies and SuperFrost glass slides for immunofluorescence studies of in HL-60 cells
  • as a reference standard for generating calibration curve for the quantification of ε- Poly-L-lysine

Biochem/physiol Actions

Poly-L-lysine is a nonspecific attachment factor for cells useful in promoting cell adhesion to solid substrates by enhancing electrostatic interaction between negatively charged ions of the cell membrane and the culture surface. When it is absorbed to the cell culture surface, poly-L-lysine functions to increase the number of positively charged sites available for cell binding. With cells that can digest poly-L-lysine, poly-D-lysine should be used as the attachment factor.

Components

Poly-L-lysine is a positively charged amino acid polymer with approximately one HBr per lysine residue. The hydrobromide allows the poly-L-lysine to be in a crystalline form soluble in water. A small amount of product may be found in the beta structure because the HBr interferes with hydrogen bonding between amino and either the carboxyl groups or N or O containing moieties.

Caution

Sterile solutions are stable for up to 2 years when stored at 2-8°C. It should be stored desiccated at -20°C.

Preparation Note

This product has a molecular weight of 4,000-15,000. To remove the HBr, dissolve this product in a neutral buffer and dialyze to remove the salts. None of the poly-L-lysine products have been exposed to trifluoroacetic acid and are dialyzed to remove any monomers, dimmers, or trimers, confirmed by thin layer chromatography. In general, to use this product as an attachment factor, add 50 mL of sterile tissue culture grade water to 5 mg of poly-lysine, and aseptically coat the surface with 1 mL per 25 cm2 of solution. After 5 minutes, remove the solution through aspiration and thoroughly rinse the surface. Let dry for two hours before introducing cells and medium.

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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AFM imaging of bacteria in liquid media immobilized on gelatin coated mica surfaces
Doktycz MJ, et al.
Ultramicroscopy, 97(1-4), 209-216 (2003)
Retinoic acid differentiation of HL-60 cells promotes cytoskeletal polarization
Olins AL, et al.
Experimental Cell Research, 254(1), 130-142 (2000)
Epsilon-Polylysine Fermentation and its Recovery Using Carboxymethyl Cellulose (CMC)-Conjugated Magnetite
Wibowo N, et al.
Separation Science and Technology, 48(7), 1086-1092 (2013)
DNA condensation by poly-L-lysine at the single molecule level: role of DNA concentration and polymer length
Mann A, et al.
Journal of Controlled Release : Official Journal of the Controlled Release Society, 125(3), 252-262 (2008)
Highly compacted DNA nanoparticles with low MW PEG coatings: In vitro, ex vivo and in vivo evaluation.
Boylan NJ, Suk JS, Lai SK, et al.
J. Controlled Release, 157(1), 72-79 (2011)
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