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62840

Sigma-Aldrich

L-Lysine

≥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:
Molecular Weight:
146.19
Beilstein:
1722531
EC Number:
MDL number:
UNSPSC Code:
12352209
eCl@ss:
32160406
PubChem Substance ID:
NACRES:
NA.22

product name

L-Lysine, crystallized, ≥98.0% (NT)

Quality Level

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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Modulating the poly-l-lysine structure through the control of the protonation--deprotonation state of l-lysine
L Stagi, et al.
Scientific Reports, 12, 19719-19719 (2022)
Fluorescent labeling of peptides on solid phase
AR Katritzky, et al.
Organic & Biomolecular Chemistry, 6, 4582-4586 (2008)
Hierarchical nanofabrication of microporous crystals with ordered mesoporosity.
Fan W
Nature Materials, 7(12), 984-984 (2008)
Adsorption of platinum (IV), palladium (II) and gold (III) from aqueous solutions onto l-lysine modified crosslinked chitosan resin
K Fujiwara et al.
Journal of Hazardous Materials, 146, 39-50 (2007)
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

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