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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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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
Yudan Ma et al.
Chemistry (Weinheim an der Bergstrasse, Germany), 15(47), 13135-13140 (2009-10-27)
Single-strand oligo-DNA-modified Au nanoparticles (AuNPs) undergo aggregation in the presence of poly(L-lysine) (PLL), which is attributed to the interactions between the oligo-DNA and PLL. These interactions between the oligo-DNA and PLL were identified to be electrostatic when the lysine residues
Fang Zong et al.
PloS one, 4(10), e7346-e7346 (2009-10-06)
Syndecan-1 forms complexes with growth factors and their cognate receptors in the cell membrane. We have previously reported a tubulin-mediated translocation of syndecan-1 to the nucleus. The transport route and functional significance of nuclear syndecan-1 is still incompletely understood. Here
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