L5501
L-Lysine
≥98% (TLC), suitable for ligand binding assays
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
NACRES:
NA.26
PubChem Substance ID:
eCl@ss:
32160406
UNSPSC Code:
12352209
EC Number:
200-294-2
MDL number:
Beilstein/REAXYS Number:
1722531
Product Name
L-Lysine, ≥98% (TLC)
InChI
1S/C6H14N2O2/c7-4-2-1-3-5(8)6(9)10/h5H,1-4,7-8H2,(H,9,10)/t5-/m0/s1
SMILES string
NCCCC[C@H](N)C(O)=O
InChI key
KDXKERNSBIXSRK-YFKPBYRVSA-N
assay
≥98% (TLC)
form
powder
technique(s)
ligand binding assay: suitable
color
white to off-white
mp
215 °C (dec.) (lit.)
solubility
H2O: soluble
Quality Level
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Application
L-Lysine is an essential proteinogenic α amino acid used in a wide range of applications. It has been used:
- as a supplement in cell culture media
- as a substrate for enzymes such as L-lysine oxidase (EC 1.4.3.14)
- as a component of poly-lysine polymers
- as a substrate for oxidation and glycation mechanism studies
- in the preparation of cobaltous lysine
General description
L-lysine contains basic side chain and is hydrophilic in nature. The N-butyl amino group in the side chain is found to be protonated at physiological pH. Upon degradation, L-lysine gives ketone bodies. Transamination of lysine with α-ketoglutarate produces acetoacetyl CoA. L-lysine serves as a precursor for secondary metabolites, such as β-lactam antibiotics. It also serves as a precursor for the biosynthesis of α-aminoadipic acid.
Storage Class
11 - Combustible Solids
wgk
WGK 1
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type N95 (US)
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A L Leitão et al.
Applied microbiology and biotechnology, 56(5-6), 670-675 (2001-10-17)
In beta-lactam producing microorganisms, the first step in the biosynthesis of the beta-lactam ring is the condensation of three amino acid precursors: alpha-aminoadipate, L-cysteine and D-valine. In Nocardia lactamdurans and other cephamycin-producing actinomycetes, alpha-aminoadipate is generated from L-lysine by two
François-Michel Boisvert et al.
Molecular & cellular proteomics : MCP, 11(3), M111-M111 (2011-09-23)
Measuring the properties of endogenous cell proteins, such as expression level, subcellular localization, and turnover rates, on a whole proteome level remains a major challenge in the postgenome era. Quantitative methods for measuring mRNA expression do not reliably predict corresponding
S P Collin
The Journal of comparative neurology, 281(1), 143-158 (1989-03-01)
The retinal topography of the adult coral trout Plectropoma leopardus (Serranidae, Perciformes) is examined in Nissl-stained material and confirmed by means of retrograde labelling with cobalt-lysine from the optic nerve. Concentric isodensity contours surround a temporoventral area centralis of over
Stryer L. and W. H. Freeman
Biochemistry (3rd Edition), 19-20 (1988)
A D Springer et al.
The journal of histochemistry and cytochemistry : official journal of the Histochemistry Society, 30(12), 1235-1242 (1982-12-01)
The introduction of heavy metals directly into living neuronal tissue has received little attention as a method for defining connections in the vertebrate nervous system. Procedures are described for the use of cobaltous-lysine to trace visual pathways with light microscopy.
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