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L-Lysine hydrochloride is a white or nearly white, practically odorless, free-flowing, crystalline powder. It is freely soluble in water, but is almost insoluble in alcohol and in ether. It melts at about 260°C with decomposition.

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  • 657-27-2 Structure
  • Basic information

    1. Product Name: L-Lysine hydrochloride
    2. Synonyms: darvyl;lyamine;monohydrochloride,l-lysin;(S)-(+)-LYSINE HYDROCHLORIDE;L(+)-2,6-DIAMINOHEXANOIC ACID, HYDROCHLORIDE;L-(+)-2,6-DIAMINO-N-CAPROIC ACID MONOHYDROCHLORIDE;L(+)-2,6-DIAMINOCAPROIC ACID, HYDROCHLORIDE;L-LYS HCL
    3. CAS NO:657-27-2
    4. Molecular Formula: C6H15N2O2*Cl
    5. Molecular Weight: 182.65
    6. EINECS: 211-519-9
    7. Product Categories: chiral;Lysine [Lys, K];Amino Acids and Derivatives;alpha-Amino Acids;Amino Acids;Biochemistry;for Resolution of Acids;Optical Resolution;Synthetic Organic Chemistry;L-Amino Acids;Amino hydrochloride;amino
    8. Mol File: 657-27-2.mol
    9. Article Data: 7
  • Chemical Properties

    1. Melting Point: 263 °C (dec.)(lit.)
    2. Boiling Point: 311.5oC at 760 mmHg
    3. Flash Point: 142.2oC
    4. Appearance: White to Off-white/powder
    5. Density: 1.28 g/cm3 (20℃)
    6. Vapor Pressure: 0.000123mmHg at 25°C
    7. Refractive Index: N/A
    8. Storage Temp.: 2-8°C
    9. Solubility: H2O: 100 mg/mL
    10. Water Solubility: 65 g/100 mL (20 ºC)
    11. Stability: Stable. Incompatible with strong oxidizing agents.
    12. Merck: 14,5636
    13. BRN: 3563889
    14. CAS DataBase Reference: L-Lysine hydrochloride(CAS DataBase Reference)
    15. NIST Chemistry Reference: L-Lysine hydrochloride(657-27-2)
    16. EPA Substance Registry System: L-Lysine hydrochloride(657-27-2)
  • Safety Data

    1. Hazard Codes: Xi
    2. Statements: 34-36/37/38
    3. Safety Statements: 26-36/37/39-45-24/25
    4. RIDADR: UN 1789 8/PG 3
    5. WGK Germany: 2
    6. RTECS: OL5650000
    7. F: 10
    8. TSCA: Yes
    9. HazardClass: N/A
    10. PackingGroup: N/A
    11. Hazardous Substances Data: 657-27-2(Hazardous Substances Data)

657-27-2 Usage

Uses

Used in Food and Beverage Industries:
L-Lysine hydrochloride is used as a nutritional supplement for enhancing the protein content and amino acid profile in various food and beverage products.
Used in Animal Feed:
L-Lysine hydrochloride is used as a source of L-Lysine in animal feed, promoting optimal growth and development in livestock.
Used in Pharmaceutical Industry:
L-Lysine hydrochloride is used in the pharmaceutical industry for the production of various medications and supplements, due to its essential role in human nutrition and health.
Used in Agriculture/Animal Feed Industry:
L-Lysine hydrochloride is used in agriculture and animal feed industry to improve the nutritional value of feed, leading to better animal health and productivity.
Used in Other Industries:
L-Lysine hydrochloride can be used in a wide variety of other industries, such as cosmetics, personal care products, and research applications, owing to its versatile properties and benefits.

Synthesis

L-Lysine hydrochloride can be synthesisied by microbial fermentation to give?crude L-Lysine , and then purified and synthesized by crystallization in hydrochloric acid.

Biochem/physiol Actions

L-lysine is an essential amino acid in animals and humans. L-Lysine is necessary for protein synthesis in the body and proper growth. L-lysine lowers the cholesterol level by producing carnitine. L-lysine aids in calcium, zinc and iron absorption. Athletes take L-lysine as a supplement for lean mass building and for proper muscle and bone health. L-lysine competes with arginine during viral replication and reduces herpes simplex virus infection. L-lysine supplementation reduces chronic anxiety in human. Lysine reduces viscosity of serum albumin solution for injections.

Safety Profile

iWdly toxic by ingestion. When heated to decomposition it emits very toxic fumes of HCl and NOx.

Purification Methods

Likely impurities are arginine, D-lysine, 2,6-diaminoheptanedioic acid and glutamic acid. Crystallise the monohydrochloride from water at pH 4-6 by adding 4 volumes of EtOH. At above 60% relative humidity it forms a dihydrate. [Birhbaum et al. J Biol Chem 194 455, 468 1952, Kearley & Ingersoll J Am Chem Soc 73 5783 1951, Beilstein 4 IV 2717.]

Check Digit Verification of cas no

The CAS Registry Mumber 657-27-2 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 6,5 and 7 respectively; the second part has 2 digits, 2 and 7 respectively.
Calculate Digit Verification of CAS Registry Number 657-27:
(5*6)+(4*5)+(3*7)+(2*2)+(1*7)=82
82 % 10 = 2
So 657-27-2 is a valid CAS Registry Number.
InChI:InChI=1/C6H14N2O2.ClH/c7-4-2-1-3-5(8)6(9)10;/h5H,1-4,7-8H2,(H,9,10);1H

657-27-2 Well-known Company Product Price

  • Brand
  • (Code)Product description
  • CAS number
  • Packaging
  • Price
  • Detail
  • TCI America

  • (L0071)  L-(+)-Lysine Monohydrochloride  >98.0%(T)

  • 657-27-2

  • 25g

  • 130.00CNY

  • Detail
  • TCI America

  • (L0071)  L-(+)-Lysine Monohydrochloride  >98.0%(T)

  • 657-27-2

  • 500g

  • 510.00CNY

  • Detail
  • Alfa Aesar

  • (A16249)  L-Lysine monohydrochloride, 99+%   

  • 657-27-2

  • 50g

  • 258.0CNY

  • Detail
  • Alfa Aesar

  • (A16249)  L-Lysine monohydrochloride, 99+%   

  • 657-27-2

  • 250g

  • 438.0CNY

  • Detail
  • Alfa Aesar

  • (A16249)  L-Lysine monohydrochloride, 99+%   

  • 657-27-2

  • 1000g

  • 1044.0CNY

  • Detail
  • Sigma

  • (L8662)  L-Lysinemonohydrochloride  from non-animal source, meets EP, JP, USP testing specifications, suitable for cell culture, 98.5-101.0%

  • 657-27-2

  • L8662-25G

  • 219.96CNY

  • Detail
  • Sigma

  • (L8662)  L-Lysinemonohydrochloride  from non-animal source, meets EP, JP, USP testing specifications, suitable for cell culture, 98.5-101.0%

  • 657-27-2

  • L8662-100G

  • 340.47CNY

  • Detail
  • Sigma

  • (L8662)  L-Lysinemonohydrochloride  from non-animal source, meets EP, JP, USP testing specifications, suitable for cell culture, 98.5-101.0%

  • 657-27-2

  • L8662-1KG

  • 1,700.01CNY

  • Detail
  • Sigma-Aldrich

  • (67448)  L-Lysinemonohydrochloride  certified reference material, TraceCERT®

  • 657-27-2

  • 67448-100MG

  • 1,117.35CNY

  • Detail
  • Sigma-Aldrich

  • (PHR1101)  L-Lysinemonohydrochloride  pharmaceutical secondary standard; traceable to USP and PhEur

  • 657-27-2

  • PHR1101-1G

  • 732.19CNY

  • Detail
  • Sigma-Aldrich

  • (L0900000)  Lysinehydrochloride  European Pharmacopoeia (EP) Reference Standard

  • 657-27-2

  • L0900000

  • 1,880.19CNY

  • Detail
  • USP

  • (1372005)  L-Lysinehydrochloride  United States Pharmacopeia (USP) Reference Standard

  • 657-27-2

  • 1372005-200MG

  • 4,588.74CNY

  • Detail

657-27-2SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 12, 2017

Revision Date: Aug 12, 2017

1.Identification

1.1 GHS Product identifier

Product name L-lysine hydrochloride

1.2 Other means of identification

Product number -
Other names LYS,HCL

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only. Food additives -> Flavoring Agents
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:657-27-2 SDS

657-27-2Relevant articles and documents

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

Octa-Smolin, Frescilia,Thiele, Maike,Yadav, Rohan,Platzek, André,Clever, Guido H.,Niemeyer, Jochen

supporting information, p. 6153 - 6156 (2018/10/05)

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.

A Water-Soluble Cationic Zinc Lysine Precursor for Coating ZnO on Biomaterial Surfaces

Yuan, Shaotang,Nawrocki, Shiri,Stranick, Michael,Yang, Ying,Zheng, Chong,Masters, James G.,Pan, Long

supporting information, p. 10094 - 10097 (2016/10/26)

A novel water-soluble cationic zinc lysine coordination compound, [Zn[(C6H14N2O2)]2Cl]Cl·2H2O (1), has been designed and synthesized and its crystal structure determined. The aqueous solution of this coordination compound is not only transparent and stable at room temperature but it is also nearly neutral (pH ~ 7). It is worth noting that zinc oxide (ZnO) forms in situ upon dilution of a solution of the compound. The bioactivity of ZnO has been confirmed using an Alarma Blue assay. These unique properties allow the coordination compound to gently grow ZnO coating with excellent antibacterial benefits onto biomaterial surfaces in a facile and safe manner.

Polyunsaturated fatty acid derivatives, pharmaceutical compositions containing the same, method for the preparation thereof, and their use as medicament

-

, (2008/06/13)

The compounds of the Formula (I) STR1 wherein R1 is a C18-24 alkenyl containing at least two double bonds, or --(CH2)n --CH(NH2)m --COOH X is 0, NH or C1-4 alkyl-N, Y is CONH2, COOH or COOMe, wherein Me is hydrogen metal, and R2 is a side chain of a any amino acid except L-GLU or L-ASP at α-position or a group of Formula wherein k is zero or an integer of 1, n is zero or an integer of 1 to 3, m is zero or an integer of 1 to 4, A is hydroxyl or one A is hydroxyl and the other A is hydrogen. M is H or R1 --CO and X and R1 are as defined above and their salts having tyrosine kinase inhibitor activity can be used as antitumor agents.

Isolation and Properties of Lysine-producing Mutants with Feedback-resistant Aspartokinase Derived from a Brevibacterium flavum Strain with Citrate Synthase- and Pyruvate Kinase-defects and Feedback-resistant Phosphoenolpyruvate Carboxylase

Shiio, Isamu,Yoshino, Hiroshi,Sugimoto, Shin-ichi

, p. 3275 - 3282 (2007/10/02)

Although the growth of Brevibacterium flavum KH-21 with CSL, PK-, and PCR was resistant to a lysine analogue, AEC, plus Thr at a concentration of 1 to 3 g/l, used conventionally for isolation of AKR mutants, it was inhibited by higher concentrations of them, and recovered partially upon the addition of Lys, DAP and Met.The growth level recovered was equal to that in the presence of Thr alone.Several lysin-producing mutants with AKR were isolated as those resistant to these high concentrations of AEC plus Thr.The representative strain, AH-198, produced 51 g/l of Lys*HCl at maximum, when cultured for 72 hr in a medium containing 100 g/l glucose, while the parent strain KH-21 produced only 2 g/l.The productivity of strain AH-198 was the same as or a little higher than that of the HD- type lysine-producing strain No. 22 with CSL, PK-, and PCR.I0.5, the concentration of Lys and Thr inhibiting 50 percent of the AK activity was 40 mM, 267-fold that of the parent enzyme.The Km for Asp and the optimum concentration of (NH4)2SO4 for the apparent Vmax were also increased.In addition, the inhibition by Thr or Lys alone disappeared in the mutant enzyme.

Sesquiterpene compounds and pharmaceutical compositions containing same, from pachastrella sponges

-

, (2008/06/13)

A new class of novel, biologically active sesquiterpene compounds, pharmaceutical compositions containing them, methods of producing the compounds and compositions and methods of using them are disclosed. This new class of compounds have the generic formulae: STR1 and R1, R2, R3, R4, R5, R6, R7 =H or lower alkyl.

Enantioselective synthesis of isotopically labelled α-amino acids. Preparation of (ε-13C)-L-α-aminoadipic acid and five isotopomers of L-lysine with 13C, 15N and 2H in the δ and ε-positions

Raap, J.,Wielen, C. M. van der,Lugtenburg, J.

, p. 277 - 286 (2007/10/02)

An asymmetric synthesis of the six-carbon α-amino acids (ε-13C)-L-α-aminoadipic acid and various isotopomers of L-lysine is described.The synthesis is based on a general method starting from the bis-lactim ether of cyclo(D-Val-Gly) and simple labelled reagents like K(13)CN, K(13)C15N, (13)CH3CN and LiAl(2)H4.Using this route (ε-13C)-L-α-aminoadipic acid was prepared in 31percent yield based on the labelled potassium cyanide.Five different isotopomers of L-lysine were prepared in high overall yield (45percent based on the labelled starting compound): (ε-13C)-L-lysine,(ε-13C,ε-15N)-L-lysine, (δ-13C)-L-lysine, (ε-2H2)-L-lysine and (ε-13C,ε-2H2)-L-lysine.The isotopomers were characterized using various spectroscopic techniques, e.g., 1H NMR, 2H NMR, 13C NMR, 15N NMR and mass spectrometry.The 31.2-ppm and the 27.6-ppm peak in the 13C NMR spectrum of lysine could be unambiguously assigned to the β- and δ-carbons, respectively.This means that the assignment previously reported is incorrect.

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