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L5501

Sigma-Aldrich

L-Lisina

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

Sinónimos:

Ácido (S)-2,6-diaminocaproico

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About This Item

Fórmula lineal:
H2N(CH2)4CH(NH2)CO2H
Número de CAS:
56-87-1
Peso molecular:
146.19
Beilstein/REAXYS Number:
1722531
EC Number:
200-294-2
MDL number:
MFCD00064433
UNSPSC Code:
12352209
eCl@ss:
32160406
PubChem Substance ID:
24896404
NACRES:
NA.26
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Nombre del producto

L-Lisina, ≥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-lisina contiene una cadena lateral básica y es de naturaleza hidrófila. El grupo N-butil amino de la cadena lateral se encuentra protonado a pH fisiológico. Tras su degradación, la L-lisina produce cuerpos cetónicos. La transaminación de la lisina con α-cetoglutarato produce acetoacetil CoA.[1][2] La L-lisina actúa como precursor de metabolitos secundarios, como los antibióticos β-lactámicos. También actúa como precursor en la biosíntesis del ácido α-aminoadípico.[3]

Application

La L-lisina es un α aminoácido esencial proteinogénico utilizado en una amplia gama de aplicaciones. Se ha utilizado:
  • como suplemento en medios de cultivo celular[4][5][6][7]
  • como sustrato para enzimas como la L-lisina oxidasa (CE 1,4.3,14)
  • como componente de polímeros de poli-lisina
  • como sustrato en estudios de oxidación y del mecanismo de glucación
  • en la preparación de lisina cobaltosa[8][9]

Storage Class

11 - Combustible Solids

wgk_germany

WGK 1

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Certificados de análisis (COA)

Lot/Batch Number
BCCM1796
BCCM5272
BCCK1358
BCCJ7048
BCCH2019

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