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L5751

Sigma-Aldrich

L-Lysine dihydrochloride

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

Synonym(s):

(S)-2,6-Diaminohexanoic acid dihydrochloride

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About This Item

Linear Formula:
NH2(CH2)4CH(NH2)COOH · 2HCl
CAS Number:
657-26-1
Molecular Weight:
219.11
Beilstein/REAXYS Number:
4539715
EC Number:
211-518-3
MDL number:
MFCD00066389
UNSPSC Code:
12352209
PubChem Substance ID:
24896413
NACRES:
NA.26

product name

L-Lysine dihydrochloride, ≥98% (HPLC)

assay

≥98% (HPLC)

form

powder

technique(s)

ligand binding assay: suitable

color

white to faint yellow

mp

200-206 °C (lit.)

SMILES string

Cl[H].Cl[H].NCCCC[C@H](N)C(O)=O

InChI

1S/C6H14N2O2.2ClH/c7-4-2-1-3-5(8)6(9)10;;/h5H,1-4,7-8H2,(H,9,10);2*1H/t5-;;/m0../s1

InChI key

JBBURJFZIMRPCZ-XRIGFGBMSA-N

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Biochem/physiol Actions

L-Lysine is an essential proteinogenic α amino acid used in a wide range of applications including as a supplement in cell culture media; a substrate of enzymes such as L-lysine oxidase (EC 1.4.3.14); a component of poly-lysine polymers; and a substrate for oxidation and glycation mechanism studies.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Liying Yao et al.
PloS one, 11(2), e0149948-e0149948 (2016-02-24)
Myeloid-derived suppressor cells (MDSCs) are potent suppressors of T cell immunity in tumors and inflammatory diseases. They are identified by surface expression of CD11b+Gr1+ in mice, and CD11b+Gr1+ cells accumulate in the livers of obese mice. However, many myeloid cells
Zachery R Jarrell et al.
Aging, 12(13), 13555-13570 (2020-06-20)
Acylcarnitines transport fatty acids into mitochondria and are essential for β-oxidation and energy metabolism. Decreased mitochondrial activity results in increased plasma acylcarnitines, and increased acylcarnitines activate proinflammatory signaling and associate with age-related disease. Changes in acylcarnitines associated with healthy aging
Gong Zhang et al.
Journal of agricultural and food chemistry, 59(22), 12037-12046 (2011-10-11)
A sensitive and reliable LC-(ESI)MS/MS method was developed and validated for the simultaneous analysis of five common advanced glycation endproducts (AGEs) after enzymatic digestion in raw and roasted almonds. AGEs included carboxymethyl-lysine (CML), carboxyethyl-lysine (CEL), pyralline (Pyr), argpyrimidine (Arg-p), and
Xiu-Min Chen et al.
Journal of agricultural and food chemistry, 59(20), 11294-11303 (2011-09-23)
We investigated the antioxidant and anti-inflammatory activities of both crude and ultrafiltrated Maillard reaction (MR) products (MRPs) derived from sugar-amino acid MR models, comprising fructose (Fru), glucose (Glu) or ribose (Rib) reacted with glycine (Gly) or lysine (Lys), respectively. Crude
Hideaki Endo et al.
Analytical and bioanalytical chemistry, 391(4), 1255-1261 (2008-02-01)
L-lysine (L-Lys) in living bodies is critical for metabolism; therefore, determination of its levels in food is important. Most enzymatic methods for L-Lys analysis are performed using L-lysine oxidase (LyOx), but commercially manufactured LyOx is generally not highly selective for
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