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62840

Sigma-Aldrich

L-Lysine

≥98.0% (NT), for peptide synthesis

Synonym(s):

(S)-2,6-Diaminocaproic acid

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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:
57651911
NACRES:
NA.22
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Product Name

L-Lysine, crystallized, ≥98.0% (NT)

Quality Level

300

Assay

≥98.0% (NT)

form

solid

optical activity

[α]20/D +26.0±1.0°, c = 2% in 6 M HCl

quality

crystallized

reaction suitability

reaction type: solution phase peptide synthesis

impurities

≤1% water

mp

215 °C (dec.) (lit.)
~215 °C (dec.)

solubility

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

application(s)

peptide synthesis

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 is an amino acid commonly used as a building block in solid-phase peptide synthesis (SSPS).[1]

Application

L-lysine serves as a precursor in the formation of polymeric structures.[2]It is also used for the synthesis and modification of chitosan resin.[3]

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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Fluorescent labeling of peptides on solid phase
AR Katritzky, et al.
Organic & Biomolecular Chemistry, 6, 4582-4586 (2008)
Adsorption of platinum (IV), palladium (II) and gold (III) from aqueous solutions onto l-lysine modified crosslinked chitosan resin
K Fujiwara et al.
Journal of Hazardous Materials, 146, 39-50 (2007)
Hierarchical nanofabrication of microporous crystals with ordered mesoporosity.
Fan W
Nature Materials, 7(12), 984-984 (2008)
Modulating the poly-l-lysine structure through the control of the protonation--deprotonation state of l-lysine
L Stagi, et al.
Scientific Reports, 12, 19719-19719 (2022)
Sofia Faraasen et al.
Pharmaceutical research, 20(2), 237-246 (2003-03-15)
The purpose of this study was to demonstrate specific receptor-mediated targeting of phagocytes by functional surface coatings of microparticles, shielding from nonspecific phagocytosis and allowing ligand-specific interactions via molecular recognition. Coatings of the comb polymer poly(L-lysine)-g-poly(ethylene glycol) (PLL-g-PEG) were investigated
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Questions

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  1. 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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  2. 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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