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L5501

Sigma-Aldrich

L-Lysine

≥98% (TLC), suitable for ligand binding assays

Synonym(s):

(S)-2,6-Diaminocaproic acid

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10 MG
₩46,690
5 G
₩139,563
25 G
₩268,874
100 G
₩777,287

₩46,690

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10 MG
₩46,690
5 G
₩139,563
25 G
₩268,874
100 G
₩777,287

About This Item

Linear Formula:
H2N(CH2)4CH(NH2)CO2H
CAS Number:
56-87-1
Molecular Weight:
146.19
Beilstein:
1722531
EC Number:
200-294-2
MDL number:
MFCD00064433
UNSPSC Code:
12352209
eCl@ss:
32160406
PubChem Substance ID:
24896404
NACRES:
NA.26

₩46,690

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Product Name

L-Lysine, ≥98% (TLC)

Quality Level

200

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

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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.[1][2] 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.[3]

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[4][5][6][7]
  • 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[8][9]

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

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Certificates of Analysis (COA)

Lot/Batch Number
BCCM1796
BCCM5272
BCCK1358
BCCJ7048
BCCH2019

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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 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
Devlin T M
Textbook of Biochemistry: With Clinical Correlations (5th ed.), 97-97 (2002)
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Questions

1–2 of 2 Questions  

  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/449/386/product-dating-information-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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