657-26-1

Basic information

• Product Name: L-Lysine dihydrochloride
• Synonyms: L-2,6-DIAMINOHEXANOIC ACID DIHYDROCHLORIDE;L-(+)-LYSINE DIHYDROCHLORIDE;L-LYSINE DIHYDROCHLORIDE;H-LYS-OH 2HCL;(S)-2,6-Diaminohexanoic acid dihydrochloride;H-Lys-OH·2HCI;DL-sercine methyl ester hydrochloride;L-Lisine dihydrochloride
• CAS NO: 657-26-1
• Molecular Formula: C₆H₁₆N₂O₂*2Cl
• Molecular Weight: 219.11
• EINECS: 211-518-3
• Product Categories: Lysine [Lys, K];Amino Acids and Derivatives;alpha-Amino Acids;Amino Acids;Biochemistry;Amino hydrochloride
• Mol File: 657-26-1.mol

Chemical Properties

• Melting Point: 200-206 °C(lit.)
• Boiling Point: 311.5 °C at 760 mmHg
• Flash Point: 142.2 °C
• Appearance: White to very light yellow/Crystalline Powder
• Refractive Index: 15 ° (C=2, H2O)
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• Water Solubility: Soluble in water (100 mg/ml).
• Sensitive: Hygroscopic
• Merck: 14,5636
• BRN: 4539715
• CAS DataBase Reference: L-Lysine dihydrochloride(CAS DataBase Reference)
• NIST Chemistry Reference: L-Lysine dihydrochloride(657-26-1)
• EPA Substance Registry System: L-Lysine dihydrochloride(657-26-1)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 22-24/25-37/39-26
• WGK Germany: 3
• F: 3-10
• TSCA: Yes
• Hazardous Substances Data: 657-26-1(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
L-Lysine dihydrochloride is used as a precursor for the synthesis of various pharmaceutical compounds, such as antibiotics, antiviral agents, and other therapeutic drugs. Its unique chemical properties and reactivity make it an ideal candidate for the development of new drugs and drug delivery systems.
Used in Synthesis of Hyperbranched Polylysine:
L-Lysine dihydrochloride is used as an AB2 building block in the synthesis of hyperbranched polylysine, a highly branched polymer with potential applications in drug delivery, biomaterials, and other fields. The AB2 monomer allows for the controlled growth of the polymer, resulting in well-defined structures with tunable properties.
Used in Preparation of Amino Acid Standards:
L-Lysine dihydrochloride is used in the preparation of histidine and lysine standards, which are essential for the calibration and validation of analytical methods in various fields, such as food analysis, clinical diagnostics, and environmental monitoring. These standards ensure the accuracy and reliability of measurements and help in maintaining quality control.
Used in Copper Complex Synthesis:
L-Lysine dihydrochloride is used in the preparation of L-homocitrulline-copper complexes, which are synthesized with yields ranging from 80 to 86 percent. These complexes have potential applications in various fields, such as catalysis, coordination chemistry, and materials science, due to their unique structural and electronic properties.

Purification Methods

Crystallise it from MeOH, in the presence of excess HCl, by adding diethyl ether. [Yoneya J Biochem (Tokyo) 38 343 1951, Kearley & Ingersoll J Am Chem Soc 73 5783 1951, Beilstein 4 IV 2717.]

InChI:InChI=1/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

Upstream product

• 6804-88-2 α-nitrocaprolactam 
• 70-53-1 2,6-Diamino-hexanoic acid; hydrochloride 
• 2592-19-0 N_α,N_ε-di-Boc-L-lysine p-nitrophenyl ester 
• 56-87-1 L-lysine 
• 923-27-3 D-lysine 
• 2483-46-7 Boc-Lys(Boc)-OH 

Downstream Products

• 70-53-1 2,6-Diamino-hexanoic acid; hydrochloride 
• 53706-02-8 (S)-1-carboxy-5-(1,3-dioxoisoindolin-2-yl)pentan-1-aminium chloride 
• 17929-90-7 3-aminoazepan-2-one 
• 118812-46-7 trans-bis-L-lysine 
• 118812-46-7 DPAB-D-Lys (trans) 
• 27486-90-4 N6-Trt-Lys 
• 84624-28-2 N-(fluorenyl-9-methoxycarbonyl)-L-lysine 
• 118812-46-7 cis-bis-L-lysine 
• 118812-46-7 DPAB-D-Lys (cis) 
• 1476-39-7 1,5-pentanediamine monohydrochloride 
• 459-56-3 4-fluorobenzylic alcohol 
• 440-60-8 (2,3,4,5,6-pentafluorophenyl)methanol 
• 51866-92-3 2,6-bis(tosylamino)hexanoic acid 

Relevant articles and documents

A Modular Phosphorylated Glycoluril-Derived Molecular Tweezer for Potent Binding of Aliphatic Diamines

A molecular tweezer based on a glycoluril-derived framework bearing four phosphate groups was synthesized and shown to be capable of binding organic amines in aqueous solution. This work reports the Ka values for 30 complexes of this molecular tweezer and amine guests, determined by means of 1H NMR titrations. Both the hydrophobic cavity and the phosphate groups contribute to the binding. Bulkier molecules and molecules bearing negatively charged groups like carboxylates in amino acids bind less tightly due to a steric clash and coulombic repulsion. The narrow cavity and the strong ionic interactions of the phosphate groups with ammonium guests favor binding of aliphatic diamines. These binding properties clearly distinguish this system from structurally related molecular clips and tweezers.

Chiral Receptors for Lysine Based on Covalently Linked Bis- and Tris-binaphthylphosphoric Acids

The synthesis and application of three chiral receptors based on the covalent linkage of 1,1′-binaphthylphosphoric acids is reported. The binding of the lysine enantiomers to the chiral receptors was investigated by DOSY-NMR and NMR titrations, revealing that the bisphosphoric acid 1d acts as a highly stereoselective receptor for binding of d-lysine.

Hydration of amino acids from ultrasonic measurements

In this paper the results of compressibility of aqueous solutions of amino acids in water and in aqueous HCl and NaOH solutions at 25 °C are presented. The effect of the charged protonated amino groups and deprotonated carboxylic groups on the hydration number was tested. The idea of additivity of the hydration number with the constituents of the solute molecule was successfully applied and discussed.