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Merck
CN

L8901

Lys-Lys-Lys

≥97% (TLC)

Synonym(s):

Trilysine

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About This Item

Empirical Formula (Hill Notation):
C18H38N6O4
CAS Number:
Molecular Weight:
402.53
UNSPSC Code:
12352209
PubChem Substance ID:
NACRES:
NA.26
MDL number:
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Product Name

Lys-Lys-Lys, ≥97% (TLC)

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

assay

≥97% (TLC)

form

powder

composition

Peptide content, ~60%

color

white to off-white

storage temp.

−20°C

Quality Level

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

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)


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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
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.
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
Magdalena Stobiecka et al.
Biomaterials, 32(12), 3312-3321 (2011-02-11)
In view of the prospective applications of polyamine coatings in functional gold nanoparticles for use as carriers in gene delivery systems, in tissue repair and as bactericidal and virucidal non-toxic vehicle, we have investigated the interactions of poly-l-lysine (PLL) with
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

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