All Photos(4)

L5501

Sigma-Aldrich

L-Lysine

≥98% (TLC)

Synonym(s):
(S)-2,6-Diaminocaproic acid
Linear Formula:
H2N(CH2)4CH(NH2)CO2H
CAS Number:
Molecular Weight:
146.19
Beilstein:
1722531
EC Number:
MDL number:
eCl@ss:
32160406
PubChem Substance ID:
NACRES:
NA.26

Quality Level

assay

≥98% (TLC)

form

powder

application(s)

ligand binding assay: suitable

color

white to off-white

mp

215 °C (dec.) (lit.)

solubility

H2O: soluble

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

Looking for similar products? Visit Product Comparison Guide

Related Categories

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.

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

Packaging

10 mg in autosample vial
1, 5, 25, 100 g in poly bottle

Storage Class Code

11 - Combustible Solids

WGK Germany

WGK 1

Flash Point F

Not applicable

Flash Point C

Not applicable

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

Certificate of Analysis

Certificate of Origin

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...
Devlin T M
Textbook of Biochemistry: With Clinical Correlations (5th ed.), 97-97 (2002)
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...
Stryer L. and W. H. Freeman
Biochemistry (3rd Edition), 19-20 (1988)
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...

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

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service