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Basic Information
CAS No.: 56-87-1
Name: Lysine
Article Data: 267
Molecular Structure:
Molecular Structure of 56-87-1 (Lysine)
Formula: C6H14N2O2
Molecular Weight: 146.189
Synonyms: Hexanoic acid, 2,6-diamino-, (S)-;Lys;Aminutrin;Lysine, L- (8CI);Aminutrin, 6-amino-;L-Lysine (USAN);(S)-lysine;(S)-alpha,epsilon-diaminocaproic acid;L-Lysine (9CI);(S)-2,6-diaminohexanoic acid;h-Lys-oh;2,6-Diaminohexanoic acid, (S)-;L-Lysin;L-(+)-Lysine;L-Norleucine, 6-amino-;Lysine acid;Lysine, L-;alpha-Lysine;LYS (IUPAC abbreviation);L-Lysine Base;L-Lysine Free Base;L-Lysine alkali;L-Lysine Feed Grade;L-Lysine,L-Glutamic acid,L-Arginine,L-Cystine;Lysine;(S)-(+)-Lysine;L -lysine;L-Lysine 50% Solution;
EINECS: 200-294-2
Density: 1.125 g/cm3
Melting Point: 215 °C (dec.)(lit.)
Boiling Point: 311.542 °C at 760 mmHg
Flash Point: 142.216 °C
Solubility: water: 0.1 g/mL, clear, colorless
Appearance: white or almost white crystalline powder
Hazard Symbols: IrritantXi
Safety: 24/25
PSA: 89.34000
LogP: 0.92790
Synthetic route
2389-45-9

Boc-Lys(Z)-OH

56-87-1

L-lysine

Conditions
ConditionsYield
With dimethylsulfide; hydrogen fluoride at 0℃; for 2h; Product distribution; Var.: HF in anisole;100%
54613-99-9

Boc-(S)-Lys(2-Cl-Z)-OH

56-87-1

L-lysine

Conditions
ConditionsYield
With Nafion H; dimethylsulfide; 3-methyl-phenol; trifluoroacetic acid for 3h;100%
83031-06-5

H-Lys(Mtr)-OH

56-87-1

L-lysine

Conditions
ConditionsYield
With methanesulfonic acid; methanesulfonic acid in trifluoroacetic acid-thioanisole; trifluoroacetic acid at 20℃; for 2h; Product distribution; effect of the concentration of methanesulfonic acid; deprotection of the Mtr group with various deprotecting agents (TFA-thioanisole, HF-thioanisole, TFA, methanesulfonic acid-thioanisole);99.3%
With methanesulfonic acid; dimethylsulfide; TFA-thioanisole at 20℃; for 1h; Product distribution; in the presence or absence of methyl sulfide; variation of MSA concentration and time;98.9%
With methanesulfonic acid; dimethylsulfide; methyl-phenyl-thioether; trifluoroacetic acid at 20℃; for 1h; Yield given;
With methanesulfonic acid In trifluoroacetic acid at 20℃; for 2h;
42533-12-0

Z(OMe)-Lys(Z)-OH

56-87-1

L-lysine

Conditions
ConditionsYield
With trimethylsilyl trifluoromethanesulfonate; methyl-phenyl-thioether In trifluoroacetic acid at 0℃; for 0.5h;98.7%
With trimethylsilyl trifluoromethanesulfonate; methyl-phenyl-thioether In trifluoroacetic acid at 0℃; for 0.5h; Product distribution; further protected amino acids; var. of reagents, temperature and time;98.7%
With trimethylsilyl trifluoromethanesulfonate; methyl-phenyl-thioether In trifluoroacetic acid at 22℃; for 1h; Product distribution; New peptide deprotection procedure: hard-soft acid-base concept; the role of soft bases (thioanisole, dimethylsulfide, diphenylsulfide) employed; effect of var. hard bases; var. reaction cond.;98.7%
With trimethylsilyl trifluoromethanesulfonate; methyl-phenyl-thioether In trifluoroacetic acid for 0.5h; Product distribution; var. other protected amino acids; var. protecting groups;98.7%
2212-75-1

N2-[(benzyloxy)carbonyl]-L-lysine

56-87-1

L-lysine

Conditions
ConditionsYield
With hydrogen; hydroxyapatite-bound Pd In methanol at 40℃; for 3h;93%
With sodium tetrahydroborate In methanol; aq. phosphate buffer at 20℃; for 2h; Cooling with ice; Sealed tube;90%
With formic acid; palladium In methanol
With cell extract of Sphingomonas paucimobilis SC 16113 In water at 42℃; for 20h; Enzymatic reaction;98 % Chromat.
With ethylenediaminetetraacetic acid; phenylmethylsulphonyl fluoride; water In aq. phosphate buffer at 30℃; Kinetics; Reagent/catalyst; Microbiological reaction; Enzymatic reaction;
2483-46-7

Boc-Lys(Boc)-OH

56-87-1

L-lysine

Conditions
ConditionsYield
With tetradecyl(trihexyl)phosphonium bistriflamide; trifluoroacetic acid at 130℃; for 0.183333h; Ionic liquid;93%
Multi-step reaction with 3 steps
1: dicyclohexyl-carbodiimide / dichloromethane / 20 °C
2: hydrogen bromide; acetic acid / 2 h / 20 °C
3: Pseudomonas aeruginosa ORF PA0919; mono-p-nitrophenyl phosphate / dimethyl sulfoxide; aq. phosphate buffer / 22 °C / pH 6.8
View Scheme
Boc-Lys-Merrifield resin

Boc-Lys-Merrifield resin

56-87-1

L-lysine

Conditions
ConditionsYield
With dimethyl ether-poly(hydrogen fluoride) at 0℃; for 1h;91%

(S)-4-(4-aminobutyl)-2,2-borabicyclo[3.3.1]nonane-1,3,2-oxazaborolidin-5-one

56-87-1

L-lysine

Conditions
ConditionsYield
With hydrogenchloride In methanol; water at 20℃; for 0.5h; Inert atmosphere;91%
105047-45-8

Fmoc-Lys-OH

56-87-1

L-lysine

Conditions
ConditionsYield
With sodium azide In N,N-dimethyl-formamide at 50℃; for 4h;90%
405-39-0

N,N'-di-[(phenylmethoxy)carbonyl]-L-lysine

56-87-1

L-lysine

Conditions
ConditionsYield
With hydrogen; hydroxyapatite-bound Pd In methanol at 40℃; for 12h;88%
With cell extract of Sphingomonas paucimobilis SC 16113 In water at 42℃; for 20h; Enzymatic reaction;72 % Chromat.
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Specification

 The L-Lysine, with the cas registry number 56-87-1, has the IUPAC name of (2S)-2,6-diaminohexanoic acid. This is a kind of white or almost white crystalline powder with no odour, and it is stable chemically but incompatible with strong oxidizing agents. Besides, its product categories are various, including  Amino Acid Derivatives; Lysine [Lys, K]; Amino Acids; alpha-Amino Acids; Biochemistry; Nutritional Supplements; Amino Acids.

The characteristics of this kind of chemical are as follows: (1)ACD/LogP: -1.04; (2)# of Rule of 5 Violations: 1; (3)ACD/LogD (pH 5.5): -4.54; (4)ACD/LogD (pH 7.4): -4.5; (5)ACD/BCF (pH 5.5): 1; (6)ACD/BCF (pH 7.4): 1; (7)ACD/KOC (pH 5.5): 1; (8)ACD/KOC (pH 7.4): 1; (9)#H bond acceptors: 4; (10)#H bond donors: 5; (11)#Freely Rotating Bonds: 7; (12)Polar Surface Area: 32.78; (13)Index of Refraction: 1.503; (14)Molar Refractivity: 38.43 cm3; (15)Molar Volume: 129.9 cm3; (16)Polarizability: 15.23×10-24 cm3; (17)Surface Tension: 51.5 dyne/cm; (18)Density: 1.125 g/cm3; (19)Flash Point: 142.2 °C; (20)Enthalpy of Vaporization: 60.75 kJ/mol; (21)Boiling Point: 311.5 °C at 760 mmHg; (22)Vapour Pressure: 0.000123 mmHg at 25°C; (23)Exact Mass: 146.105528; (24)MonoIsotopic Mass: 146.105528; (25)Topological Polar Surface Area: 89.3; (26)Heavy Atom Count: 10; (27)Formal Charge: 0; (28)Complexity: 106.

The production methods of this chemical are as follows: (1) Free L-Lysine could be obtained from L-lysine hydrochloride. (2) Firstly prepare raw material of Red blood cells, and then suspend it  in sulfuric acid solution; Secondly, use the calcium hydroxide to precipitate, and then go through the washing, crystallization to get L-Lysine (CAS NO.56-87-1). (3) Synthesis method: caprolactam and furfural as the raw material.

As to its usage, it is widely applied in many ways. It could be used as the nutrition enhancer which could enhance the lysine in intensified [enriched] food; It could also used in biochemistry  to cure the symptom of malnutrition, inappetence and hypoplasia; And it could be as the Aminoacetic Acid, and the feed additives.

Below are the safety information of this chemical: Being a kind of irritant chemical, it may cause inflammation to the skin or other mucous membranes, so you should avoid contacting with skin and eyes while using.

Additionally, the following datas could be converted into the molecular structure:
(1)Canonical SMILES: C(CCN)CC(C(=O)O)N
(2)Isomeric SMILES: C(CCN)C[C@@H](C(=O)O)N
(3)InChI: InChI=1S/C6H14N2O2/c7-4-2-1-3-5(8)6(9)10/h5H,1-4,7-8H2,(H,9,10)/t5-/m0/s1
(4)InChIKey: KDXKERNSBIXSRK-YFKPBYRVSA-N