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L-Lysine

Product Name
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
Formula Weight
146.19
MOL File
56-87-1.mol
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L-Lysine Property

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
pka
2.16(at 25℃)
form 
Powder or Crystals
color 
White to light yellow
PH
9.74
Odor
odorless
biological source
synthetic
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.
JECFA Number
1439
Merck 
14,5636
BRN 
1722531
Stability:
Stable. Incompatible with strong oxidizing agents.
InChIKey
KDXKERNSBIXSRK-YFKPBYRVSA-N
LogP
-3.05
CAS DataBase Reference
56-87-1(CAS DataBase Reference)
NIST Chemistry Reference
Lysine(56-87-1)
EPA Substance Registry System
Lysine (56-87-1)
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Safety

Hazard Codes 
Xi
Safety Statements 
24/25
WGK Germany 
3
RTECS 
OL5540000
TSCA 
Yes
HS Code 
29224110
Hazardous Substances Data
56-87-1(Hazardous Substances Data)
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

Precautionary statements

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P332+P313IF SKIN irritation occurs: Get medical advice/attention.

P337+P313IF eye irritation persists: Get medical advice/attention.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
W384720
Product name
L-Lysine
Purity
≥98%, FG
Packaging
100g
Price
$161
Updated
2024/03/01
Sigma-Aldrich
Product number
W384720
Product name
L-Lysine
Purity
≥98%, FG
Packaging
1kg
Price
$969
Updated
2024/03/01
Sigma-Aldrich
Product number
W384720
Product name
L-Lysine
Purity
≥98%, FG
Packaging
5kg
Price
$4310
Updated
2024/03/01
Sigma-Aldrich
Product number
62840
Product name
L-Lysine
Purity
crystallized, ≥98.0% (NT)
Packaging
25g
Price
$129
Updated
2024/03/01
Sigma-Aldrich
Product number
62840
Product name
L-Lysine
Purity
crystallized, ≥98.0% (NT)
Packaging
100g
Price
$202
Updated
2024/03/01
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L-Lysine Chemical Properties,Usage,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

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.

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

lysine is a skin-conditioning amino acid.

Uses

A moderate serotonin antagonist and essential amino acid.

Definition

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

Preparation

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

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.

reaction suitability

reaction type: solution phase peptide synthesis

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.]

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L-Lysine Suppliers

TCI Chemicals (India) Pvt. Ltd.
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View Lastest Price from L-Lysine manufacturers

Hebei Zhuanglai Chemical Trading Co.,Ltd
Product
L-Lysine 56-87-1
Price
US $150.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
20ton
Release date
2024-04-26
Yancheng Green Chemicals Co.,Ltd
Product
L-Lysine Base 56-87-1
Price
US $0.00/kg
Min. Order
25kg
Purity
98% 50% solution
Supply Ability
50000MT
Release date
2023-03-02
Yancheng Green Chemicals Co.,Ltd
Product
L-Lysine 56-87-1
Price
US $0.00/kg
Min. Order
25kg
Purity
50%
Supply Ability
50000MT
Release date
2023-10-20

56-87-1, L-LysineRelated Search:


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  • Arginine Impurity 1(Arginine EP Impurity A)(Lysine)
  • Arginine EP Impurity A
  • L-Lysine crystallized, >=98.0% (NT)
  • (2S)-2,6-Diaminocaproic acid, (2S)-2,6-Diaminohexanoic acid
  • L-Lysine Vetec(TM) reagent grade, >=98%
  • NEODIMIUM STAND
  • L-Lys-OH
  • (S)-2,6-DIAMINOCAPROIC ACID
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  • LYSINE
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  • FEMA 3847
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  • (S)-alpha,epsilon-Diaminocaproic acid
  • 2,6-Diaminohexanoic acid
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