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62929

Sigma-Aldrich

L-Lysine monohydrochloride

BioUltra, ≥99.5% (AT)

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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

technique(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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This Item
L8662PHR1101L5626
L-Lysine monohydrochloride BioUltra, ≥99.5% (AT)

Sigma-Aldrich

62929

L-Lysine monohydrochloride

Premium Grade
L-Lysine monohydrochloride Pharmaceutical Secondary Standard; Certified Reference Material

Supelco

PHR1101

L-Lysine monohydrochloride

-
L-Lysine monohydrochloride reagent grade, ≥98% (HPLC)

Sigma-Aldrich

L5626

L-Lysine monohydrochloride

Essential Grade
assay

≥99.5% (AT)

assay

98.5-101.0%

assay

-

assay

≥98% (HPLC)

form

powder or crystals

form

powder

form

-

form

powder

optical activity

[α]20/D +20.5±0.5°, c = 5% in 5 M HCl

optical activity

-

optical activity

-

optical activity

-

technique(s)

cell culture | mammalian: suitable

technique(s)

cell culture | mammalian: suitable

technique(s)

HPLC: suitable, gas chromatography (GC): suitable

technique(s)

immunohistochemistry: suitable

impurities

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

impurities

endotoxin, tested

impurities

-

impurities

-

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

11 - 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

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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)
Characterization of early autophagy signaling by quantitative phosphoproteomics
Rigbolt KTG, et al.
Autophagy, 10(2), 356-371 (2014)
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)
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)
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)

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