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62929

Sigma-Aldrich

L-Lysine monohydrochloride

BioUltra, ≥99.5% (AT)

Synonym(s):
(S)-2,6-Diaminohexanoic acid monohydrochloride
Linear Formula:
H2N(CH2)4CH(NH2)CO2H·HCl
CAS Number:
Molecular Weight:
182.65
Beilstein:
3563889
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.26

product line

BioUltra

Quality Level

assay

≥99.5% (AT)

form

powder or crystals

optical activity

[α]20/D +20.5±0.5°, c = 5% in 5 M HCl

application(s)

cell culture | mammalian: suitable

impurities

insoluble matter, passes filter test
≤0.3% foreign amino acids

ign. residue

≤0.1% (as SO4)

loss

≤0.5% loss on drying, 20 °C (HV)

color

white

pH

5.0-6.0 (25 °C, 0.5 M in H2O)

mp

263 °C (dec.) (lit.)

solubility

H2O: 0.5 M at 20 °C, clear, colorless

anion traces

sulfate (SO42-): ≤100 mg/kg

cation traces

Al: ≤5 mg/kg
As: ≤0.1 mg/kg
Ba: ≤5 mg/kg
Bi: ≤5 mg/kg
Ca: ≤10 mg/kg
Cd: ≤5 mg/kg
Co: ≤5 mg/kg
Cr: ≤5 mg/kg
Cu: ≤5 mg/kg
Fe: ≤5 mg/kg
K: ≤50 mg/kg
Li: ≤5 mg/kg
Mg: ≤5 mg/kg
Mn: ≤5 mg/kg
Mo: ≤5 mg/kg
NH4+: ≤100 mg/kg
Na: ≤50 mg/kg
Ni: ≤5 mg/kg
Pb: ≤5 mg/kg
Sr: ≤5 mg/kg
Zn: ≤5 mg/kg

λ

0.5 M in H2O

UV absorption

λ: 260 nm Amax: 0.1
λ: 280 nm Amax: 0.1

SMILES string

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

InChI

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

InChI key

BVHLGVCQOALMSV-JEDNCBNOSA-N

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General description

L-Lysine is an essential amino acid, not generated by the body, instead must be supplemented through food.

Application

L-Lysine monohydrochloride has been used:
  • to study its effect on mRNA decay and destruction using mammalian cells
  • to determine its effec on aTC1-6 cell proliferation
  • to study the dynamics of the phosphoproteome upon amino acid supplement removal in the growth medium

Biochem/physiol Actions

L-Lysine is associated with a number of biochemical reactions such as acetylation, O-linked glycosylation, ubiquitination and protein methylation. Lysine participates in the regulation of NO (nitric oxide) synthesis. It possesses antiviral activity, therefore it is used in the treatment of Herpes simplex. L-Lysine is believed to prevent osteoporosis of bones, which is a characteristic of vascular calcification. Glutaric aciduria type I and pyridoxine-dependent epilepsy occurs due to lack of L-lysine catabolic pathway. Hydroxylysine is a component of collagen

Storage Class Code

13 - Non Combustible Solids

WGK

WGK 2

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

Certificate of Analysis

Certificate of Origin

Characterization of early autophagy signaling by quantitative phosphoproteomics
Rigbolt KTG, et al.
Autophagy, 10(2), 356-371 (2014)
ZNF598 and RACK1 regulate mammalian ribosome-associated quality control function by mediating regulatory 40S ribosomal ubiquitylation
Sundaramoorthy E, et al.
Molecular Cell, 65(4), 751-760 (2017)
Amino acid transporter Slc38a5 controls glucagon receptor inhibition-induced pancreatic alpha cell hyperplasia in mice
Kim J, et al.
Cell Metabolism, 25(6), 1348-1361 (2017)
Understanding cerebral L-lysine metabolism: the role of L-pipecolate metabolism in Gcdh-deficient mice as a model for glutaric aciduria type I.
Posset R
Journal of inherited metabolic disease, 38(2), 265-272 (2015)
Dietary l-Lysine Prevents Arterial Calcification in Adenine-Induced Uremic Rats
Akihiro Shimomura
Journal of the American Society of Nephrology, 25(9), 1954-1965 (2014)

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