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W384704

Sigma-Aldrich

L-Lysine

≥97%

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
FEMA Number:
3847
Beilstein/REAXYS Number:
1722531
EC Number:
200-294-2
MDL number:
MFCD00064433
UNSPSC Code:
12164502
eCl@ss:
32160406
PubChem Substance ID:
24901905
Flavis number:
17.026

biological source

synthetic

assay

≥97%

optical activity

[α]20/D +24°, c = 2 in 0.6 M HCl

mp

215 °C (dec.) (lit.)

solubility

H2O: 10%, clear, colorless to light greenish-yellow
H2O: 10%, clear, colorless to yellow

cation traces

As: ≤3 ppm
Cd: ≤1 ppm
Hg: ≤1.0 ppm
Pb: ≤10 ppm

application(s)

flavors and fragrances

documentation

see Safety & Documentation for available documents

food allergen

no known allergens

organoleptic

odorless

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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Storage Class

11 - Combustible Solids

wgk_germany

WGK 1

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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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
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
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
Lunzhi Dai et al.
Nature chemical biology, 10(5), 365-370 (2014-04-01)
We report the identification of a new type of histone mark, lysine 2-hydroxyisobutyrylation (Khib), and identify the mark at 63 human and mouse histone Khib sites, including 27 unique lysine sites that are not known to be modified by lysine
Chunaram Choudhary et al.
Nature reviews. Molecular cell biology, 15(8), 536-550 (2014-07-24)
Lysine acetylation is a conserved protein post-translational modification that links acetyl-coenzyme A metabolism and cellular signalling. Recent advances in the identification and quantification of lysine acetylation by mass spectrometry have increased our understanding of lysine acetylation, implicating it in many
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