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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
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Product Name

L-Lysine, ≥98% (TLC)

Quality Level

assay

≥98% (TLC)

form

powder

technique(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

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.[1]

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[2][3][4][5]
  • 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[6][7]

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1 of 1

This Item
6284023128L8021
form

powder

form

solid

form

-

form

powder

technique(s)

ligand binding assay: suitable

technique(s)

-

technique(s)

HPLC: suitable, gas chromatography (GC): suitable

technique(s)

-

assay

≥98% (TLC)

assay

≥98.0% (NT)

assay

≥95.0% (HPLC)

assay

≥98% (HPLC)

solubility

H2O: soluble

solubility

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

solubility

-

solubility

H2O: soluble

mp

215 °C (dec.) (lit.)

mp

215 °C (dec.) (lit.), ~215 °C (dec.)

mp

215 °C (dec.) (lit.)

mp

218 °C (dec.) (lit.)

color

white to off-white

color

-

color

white to off-white

color

white to off-white


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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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Related Content

Product Information Sheet


Stryer L. and W. H. Freeman
Biochemistry (3rd Edition), 19-20 (1988)
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



Global Trade Item Number

SKUGTIN
L5501-25G04061833958162
L5501-5G04061833958179
L5501-1G04061833958155
L5501-100G04061833958131
L5501-10MG04061833958148

Questions

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  1. How can I determine the shelf life / expiration / retest date of this product?

    1 answer
    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/418/501/product-dating-information-06-25-mk.pdf

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  2. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer
    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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