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L-Lysine

CAS No.
56-87-1
Chemical Name:
L-Lysine
Synonyms
LYSINE;Lys;H-LYS-OH;L-LYSINE BASE;(S)-2,6-Diaminohexanoic acid;2,6-Diaminohexanoic acid;laiansuan;L-Lys-OH;Lysine acid;l-lysine solution
CBNumber:
CB4492106
Molecular Formula:
C6H14N2O2
Molecular Weight:
146.19
MDL Number:
MFCD00064433
MOL File:
56-87-1.mol
MSDS File:
SDS
Last updated:2024-03-28 13:39:29

L-Lysine Properties

Melting point 215 °C (dec.)(lit.)
alpha D20 +14.6° (c = 6.5); D23 +25.9° (c = 2 in 6.0N HCl)
Boiling point 265.81°C (rough estimate)
Density 1.1360 (rough estimate)
FEMA 3847 | L-LYSINE
refractive index 26 ° (C=2, 5mol/L HCl)
storage temp. Keep in dark place,Inert atmosphere,Room temperature
solubility H2O: 0.1 g/mL, clear, colorless
form Powder or Crystals
pka 2.16(at 25℃)
color White to light yellow
Odor odorless
optical activity [α]20/D +26.0±1.0°, c = 2% in 6 M HCl
Water Solubility Soluble in water. Insoluble in ethanol, ethyl ether, acetone, benzene and common neutral solvent.
Merck 14,5636
JECFA Number 1439
BRN 1722531
Stability Stable. Incompatible with strong oxidizing agents.
InChIKey KDXKERNSBIXSRK-YFKPBYRVSA-N
LogP -3.05
Substances Added to Food (formerly EAFUS) L-LYSINE
FDA 21 CFR 172.320; 310.545
CAS DataBase Reference 56-87-1(CAS DataBase Reference)
EWG's Food Scores 1
FDA UNII K3Z4F929H6
NCI Drug Dictionary L-lysine
ATC code B05XB03
NIST Chemistry Reference Lysine(56-87-1)
EPA Substance Registry System Lysine (56-87-1)

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS07
Signal word  Warning
Hazard statements  H315-H319
Precautionary statements  P264-P280-P302+P352-P337+P313-P305+P351+P338-P362+P364-P332+P313
Hazard Codes  Xi
Safety Statements  24/25
WGK Germany  3
RTECS  OL5540000
TSCA  Yes
HS Code  29224110

L-Lysine price More Price(64)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich W384720 L-Lysine ≥98%, FG 56-87-1 100g $161 2024-03-01 Buy
Sigma-Aldrich W384720 L-Lysine ≥98%, FG 56-87-1 1kg $969 2024-03-01 Buy
Sigma-Aldrich W384720 L-Lysine ≥98%, FG 56-87-1 5kg $4310 2024-03-01 Buy
Sigma-Aldrich 62840 L-Lysine crystallized, ≥98.0% (NT) 56-87-1 25g $129 2024-03-01 Buy
Sigma-Aldrich 62840 L-Lysine crystallized, ≥98.0% (NT) 56-87-1 100g $202 2024-03-01 Buy
Product number Packaging Price Buy
W384720 100g $161 Buy
W384720 1kg $969 Buy
W384720 5kg $4310 Buy
62840 25g $129 Buy
62840 100g $202 Buy

L-Lysine Chemical Properties,Uses,Production

Description

See ι-LYSINE MONOCHLORIDE.

Chemical Properties

L-Lysine is an essential amino acid (a protein building block) that cannot be produced by the body from other nutri ents. It helps ensure adequate absorption of calcium and the formation of collagen for bone, cartilage and connective tissue. This compound is odorless.

Chemical Properties

White to pale yellow crystalline powder

Occurrence

Some natural food sources for l-lysine include lima beans, kidney beans, potatoes, corn, red meat, fish and milk.

Uses

lysine is a skin-conditioning amino acid.

Uses

Essential amino acid for human development. Lysine residues are useful in many cellular processes, due to their ability to accept a wide variety of post-translational modifications.

Uses

A moderate serotonin antagonist and essential amino acid.

Uses

L-Lysine is an essential amino acid used in human nutrition. It plays a vital role in calcium absorption, building muscle protein and recovering from surgery or sports injuries. It is used for the treatment of herpes infections and cold sores. Its derivatives lysine acetylsalicylate is utilized to treat pain as well as to detoxify the body after heroin use. It is an important additive to animal feed. Further, it is used in many foods, especially red meats, fish and dairy products.

Preparation

Produced by fermentation. Also produced by use of continuous ion exchange technology.

Definition

ChEBI: An L-alpha-amino acid; the L-isomer of lysine.

Biotechnological Production

C. glutamicum and, to a lesser extent, E. coli are the main organisms used today for industrial L-lysine production. The first L-producing strains based on C. glutamicum were reported in 1961, and those based on E. coli in 1995. The advantages of using E. coli versus C. glutamicum include the achievement of higher growth rates at higher fermentation temperatures. The formation of lysine is highly influenced by two enzymes, aspartate kinase (AK) and homoserine dehydrogenase (HDH). AK converts aspartate into aspartate semialdehyde, and is highly feedback-inhibited by lysine and threonine. HDH converts aspartate semialdehyde into homoserine, which is an intermediate for the biosynthesis of threonine, methionine, and isoleucine. L-Lysine–producing strains therefore often contain a deregulated AK and/or a reduced activity HDH. Despite the improvement of the flux from aspartate towards lysine, the availability of key metabolites from the central metabolic pathways is also essential. Here the formation of oxaloacetate directly from phosphoenol pyruvate or via pyruvate is essential for the carbon yield as some unnecessary cycles are included. For example, inactivation of the enzyme phosphoenol pyruvate carboxykinase, which catalyzes the reverse reaction from oxaloacetate to phosphoenol pyruvate gave an improvement in lysine formation. By overexpression of pyruvate carboxylase, the conversion yield of glucose to lysine could be increased by 50 %. With a synthetic lysine hyperproducing strain, containing 12 defined modifications from the wild type, a carbon yield of 0.55 g/g and a product titer of 120 g/L over 30 h fermentation could be obtained.
Today, however, the main commercial process for L-lysine remains the fermentation of C. glutamicum. This is performed in fed-batch mode in large-scale fermenters of up to 500 m3 volume, with production capacities in excess of 100,000 tonnes. The commercial manufacturing process has been comprehensively described by Pfefferle.

Aroma threshold values

Detection: 500 ppm

Synthesis Reference(s)

Journal of the American Chemical Society, 71, p. 3161, 1949 DOI: 10.1021/ja01177a063

General Description

L-Lysine is a basic amino acid.

Safety Profile

An experimental teratogen. Experimental reproductive effects. When heated to decomposition it emits toxic fumes of NOx.

Veterinary Drugs and Treatments

Lysine may be effective in suppressing FHV-1 infections in cats.

Purification Methods

Crystallise L-lysine from aqueous EtOH. [Greenstein & Winitz The Chemistry of the Amino Acids J. Wiley, Vol 3 pp 2097-2122 1961, Kearley & Ingersoll J Am Chem Soc 73 5783 1951, Beilstein 4 IV 2717.]

1432516-20-5
56-87-1
155760-02-4
Synthesis of L-Lysine from L-Lysinamide, 3-[1,1'-biphenyl]-4-yl-N-[(phenylmethoxy)carbonyl]-L-alanyl-
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View Lastest Price from L-Lysine manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
L-Lysine pictures 2024-03-28 L-Lysine
56-87-1
US $32.00-1.30 / kg 1kg 99% g-kg-tons, free sample is available Henan Fengda Chemical Co., Ltd
L-Lysine pictures 2024-03-28 L-Lysine
56-87-1
US $2090.00 / T 10T 99 10000 kilograms/ month Hebei Yime New Material Technology Co., Ltd.
L-Lysine pictures 2024-03-28 L-Lysine
56-87-1
US $9.00-70.00 / g 10g 99% 10 tons Hebei Kangcang new material Technology Co., LTD
  • L-Lysine pictures
  • L-Lysine
    56-87-1
  • US $32.00-1.30 / kg
  • 99%
  • Henan Fengda Chemical Co., Ltd
  • L-Lysine pictures
  • L-Lysine
    56-87-1
  • US $2090.00 / T
  • 99
  • Hebei Yime New Material Technology Co., Ltd.
  • L-Lysine pictures
  • L-Lysine
    56-87-1
  • US $9.00-70.00 / g
  • 99%
  • Hebei Kangcang new material Technology Co., LTD
L-Lysine crystallized, >=98.0% (NT) L-Lysine Vetec(TM) reagent grade, >=98% NEODIMIUM STAND (S)-2,6-DIAMINOCAPROIC ACID (S)-(+)-LYSINE L-Lysine≥ 99% (Titration) LYSINE, L-(+)- L-(+)-LYSINE L-LYSINE FEMA 3847 (S)-alpha,epsilon-Diaminocaproic acid 2,6-diaminohexanoicacid alpha,epsilon-Diaminocaproic acid alpha,epsilon-diaminocaproicacid alpha-Lysine Aminutrin Hexanoic acid, 2,6-diamino-, (S)- L-,-Diaminocar-proicacid L-H2N(CH2)4CH(NH2)COOH L-Lysine, l.s. lys(iupacabbreviation) lysineacid L-LYSINE NON-ANIMAL SOURCE, CELL CULTURE TESTED L-LYSINE, 97% (98% EE/GLC) L(+)-LYSINE-1-HYDRATE BIOSYNTH L-LYSINE SOLUTION, 50% IN WATER L-LYSIN, KRISTALLISIERT L-LYSINE MONOHYDRATE 98% L-Lysine~97% L-Lysine50%SolutionInWater L-Lysine (non-medicinal) L-LYSINE ALKALI LYSINE DIHCL, DL- 25g(RG) L-LYSINE (BASE) pure L-LYSINE BASE MONOHYDRATE pure L - LYSINE FREE BASE (ANHYDROUS) L-Lizine cormob crystalline L-Lysine,98+% L-Lysine,(S)-2,6-Diaminocaproic acid L-LYSINE CRYST.RESEARCH GRADE (S)-a,e-Diaminocaproic acid Aminutrin, 6-amino- L-Lysine (9CI) L-Norleucine, 6-amino- Lysine, L- (8CI) L-LysineUSP LYSINE, L-(+)-(P) (S)-2,6-diaMinohexanoic acid hydrate L-(+)-LYSINE 50% SOLUTION Arginine Impurity 1(Arginine EP Impurity A)(Lysine) Arginine EP Impurity A L-(+)-Lysine> L-Lysine, 98%, reagent grade Feed grade L-lysine ysine L-Lysine USP/EP/BP Tyrosine Impurity 2(Tyrosine EP Impurity B)(L-Lysine) laevo-lysine