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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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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
Stefan W Vetter et al.
Clinica chimica acta; international journal of clinical chemistry, 412(23-24), 2105-2116 (2011-08-13)
Serum protein glycation and formation of advanced glycation endproducts (AGE) correlates with diabetic complications. Highly AGE-modified albumin is frequently used to study the biochemical and cellular activities of AGE-proteins. However, moderately modified albumin samples are expected to be (patho)physiologically more
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