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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

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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
Erik Wernersson et al.
The journal of physical chemistry. B, 114(36), 11934-11941 (2010-08-24)
Domains rich in cationic amino acids are ubiquitous in peptides with the ability to cross cell membranes, which is likely related to the binding of such polypeptides to anionic groups on the membrane surface. To shed more light on these
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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