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L8901

Sigma-Aldrich

Lys-Lys-Lys

≥97% (TLC)

Synonym(s):

Trilysine

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About This Item

Empirical Formula (Hill Notation):
C18H38N6O4
CAS Number:
13184-14-0
Molecular Weight:
402.53
MDL number:
MFCD00038220
UNSPSC Code:
12352209
PubChem Substance ID:
24896509
NACRES:
NA.26

product name

Lys-Lys-Lys, ≥97% (TLC)

Assay

≥97% (TLC)

form

powder

composition

Peptide content, ~60%

color

white to off-white

storage temp.

−20°C

SMILES string

NCCCCC(N)C(=O)NC(CCCCN)C(=O)NC(CCCCN)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)

InChI key

WBSCNDJQPKSPII-UHFFFAOYSA-N

Amino Acid Sequence

Lys-Lys-Lys

Application

Short poly-L-lysines polypeptides such as trilysine (tri-L-lysine, lys3); tetralysine (tetra-L-lysine, lys4) and pentalysine (penta-L-lysine, lys5) are cationic moieties that may be used in the construction of gene delivery vectors and DNA nanoparticles.

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

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

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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Sandrine Perrier et al.
Journal of the American Chemical Society, 128(17), 5703-5710 (2006-04-28)
Formation of DNA-protein cross-links involving the initial formation of a guanine radical cation was investigated. For this purpose, riboflavin-mediated photosensitization of a TGT oligonucleotide in aerated aqueous solution in the presence of the KKK tripeptide was performed. We have shown
Peter G Millili et al.
Microscopy research and technique, 73(9), 866-877 (2010-03-17)
Polycationic polymers have been used to condense therapeutic DNA into submicron particles, offering protection from shear-induced or enzymatic degradation. However, the spontaneous nature of this self-assembly process gives rise to the formation of multimolecular aggregates, resulting in significant polyplex heterogeneity.
Aboli A Rane et al.
PloS one, 6(6), e21571-e21571 (2011-07-07)
Several injectable materials have been shown to preserve or improve cardiac function as well as prevent or slow left ventricular (LV) remodeling post-myocardial infarction (MI). However, it is unclear as to whether it is the structural support or the bioactivity
Ignác Capek
Advances in colloid and interface science, 163(2), 123-143 (2011-03-09)
Many biomolecules have specific binding properties in the nanostructure formation; they are attractive materials for nanotechnology. One such promising construction material for growing a well-defined nanostructure is deoxyribonucleic acid, due to its π-electron hydrophobic core and predictable recognition attributed to
Yong Joo Jun et al.
Bioorganic & medicinal chemistry letters, 17(11), 2975-2978 (2007-04-13)
In order to develop a new gene delivery vector, a novel cationic poly(organophosphazene) was synthesized by stepwise nucleophilic substitutions of poly(dichlorophosphazene) with a hydrophilic methoxy-poly(ethylene glycol) (MPEG) as a shielding group and a branched tetra(L-lysine), LysLys(LysEt)(2), as a cationic moiety.
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