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L8901

Sigma-Aldrich

Lys-Lys-Lys

≥97% (TLC)

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Synonym(s):
Trilysine
Empirical Formula (Hill Notation):
C18H38N6O4
CAS Number:
Molecular Weight:
402.53
MDL number:
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.26

Quality Level

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

Related Categories

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.

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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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
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.
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.
Irina Nayvelt et al.
Biomacromolecules, 8(2), 477-484 (2007-02-13)
We studied the effectiveness of trilysine (Lys3), tetralysine (Lys4), pentalysine (Lys5), and poly-l-lysine (PLL) (MW 50000) on lambda-DNA nanoparticle formation and characterized the size, shape, and stability of nanoparticles. Light scattering experiments showed EC50 (lysine concentration at 50% DNA compaction)

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