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L-Lysine

Name: <SC>L</SC>-Lysine
Brand: ALDRICH

≥98.0% (NT), for peptide synthesis

Synonym(s):

(S)-2,6-Diaminocaproic acid

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About This Item

Linear Formula:

H₂N(CH₂)₄CH(NH₂)CO₂H

CAS Number:

56-87-1

Molecular Weight:

146.19

Beilstein:

1722531

EC Number:

200-294-2

MDL number:

MFCD00064433

UNSPSC Code:

12352209

eCl@ss:

32160406

PubChem Substance ID:

57651911

NACRES:

NA.22

product name

L-Lysine, crystallized, ≥98.0% (NT)

Quality Level

300

Assay

≥98.0% (NT)

form

solid

optical activity

[α]20/D +26.0±1.0°, c = 2% in 6 M HCl

quality

crystallized

reaction suitability

reaction type: solution phase peptide synthesis

impurities

≤1% water

mp

215 °C (dec.) (lit.)
~215 °C (dec.)

solubility

H₂O: 0.1 g/mL, clear, colorless to very faintly greenish-yellow

application(s)

peptide synthesis

SMILES string

NCCCC[C@H](N)C(O)=O

InChI

1S/C6H14N2O2/c7-4-2-1-3-5(8)6(9)10/h5H,1-4,7-8H2,(H,9,10)/t5-/m0/s1

InChI key

KDXKERNSBIXSRK-YFKPBYRVSA-N

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General description

L-lysine is an amino acid commonly used as a building block in solid-phase peptide synthesis (SSPS).

Application

L-lysine serves as a precursor in the formation of polymeric structures.It is also used for the synthesis and modification of chitosan resin.

Storage Class Code

11 - Combustible Solids

WGK

WGK 1

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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Sigma-Aldrich

W384712

L-Lysine hydrochloride

Supelco

67448

L-Lysine monohydrochloride

Hierarchical nanofabrication of microporous crystals with ordered mesoporosity.

Fan W

Nature Materials, 7(12), 984-984 (2008)

Ligand-specific targeting of microspheres to phagocytes by surface modification with poly(L-lysine)-grafted poly(ethylene glycol) conjugate.

Sofia Faraasen et al.

Pharmaceutical research, 20(2), 237-246 (2003-03-15)

The purpose of this study was to demonstrate specific receptor-mediated targeting of phagocytes by functional surface coatings of microparticles, shielding from nonspecific phagocytosis and allowing ligand-specific interactions via molecular recognition. Coatings of the comb polymer poly(L-lysine)-g-poly(ethylene glycol) (PLL-g-PEG) were investigated

Large oncosomes contain distinct protein cargo and represent a separate functional class of tumor-derived extracellular vesicles.

Valentina R Minciacchi et al.

Oncotarget, 6(13), 11327-11341 (2015-04-11)

Large oncosomes (LO) are atypically large (1-10 µm diameter) cancer-derived extracellular vesicles (EVs), originating from the shedding of membrane blebs and associated with advanced disease. We report that 25% of the proteins, identified by a quantitative proteomics analysis, are differentially

PfSETvs methylation of histone H3K36 represses virulence genes in Plasmodium falciparum.

Lubin Jiang et al.

Nature, 499(7457), 223-227 (2013-07-05)

The variant antigen Plasmodium falciparum erythrocyte membrane protein 1 (PfEMP1), which is expressed on the surface of P. falciparum-infected red blood cells, is a critical virulence factor for malaria. Each parasite has 60 antigenically distinct var genes that each code

53BP1 is a reader of the DNA-damage-induced H2A Lys 15 ubiquitin mark.

Amélie Fradet-Turcotte et al.

Nature, 499(7456), 50-54 (2013-06-14)

53BP1 (also called TP53BP1) is a chromatin-associated factor that promotes immunoglobulin class switching and DNA double-strand-break (DSB) repair by non-homologous end joining. To accomplish its function in DNA repair, 53BP1 accumulates at DSB sites downstream of the RNF168 ubiquitin ligase.

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Protocols

GC Analysis of Amino Acids (as TBDMS Derivatives) on SLB®-5ms (20 m x 0.18 mm I.D., 0.18 μm), Fast GC Analysis

Separation of L-Alanine; Glycine; L-Valine; L-Leucine; L-Isoleucine; L-Proline; L-Methionine; L-Serine; L-Threonine; L-Phenylalanine; L-Aspartic acid; L-4-Hydroxyproline; L-Cysteine; L-Glutamic acid; L-Asparagine; L-Lysine; L-Glutamine; L-Histidine; L-Tyrosine; L-Tryptophan; L-Cystine

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