N-Acetyl-L-lysine supplier | CasNO.1946-82-3

Name
AC-LYS-OH
EINECS 217-747-5
CAS No. 1946-82-3
Article Data15
CAS DataBase
Density 1.139 g/cm³
Solubility Soluble in water (miscible), and 80% acetic acid (50 mg/ml--clear colorless solution)).
Melting Point 256-258 °C (dec.)(lit.)
Formula C₈H₁₆N₂O₃
Boiling Point 438.5 °C at 760 mmHg
Molecular Weight 188.227
Flash Point 219 °C
Transport Information
Appearance white to almost white crystalline powder
Safety 24/25-22
Risk Codes
Molecular Structure
Hazard Symbols
Synonyms Lysine,N2-acetyl-, L- (6CI,7CI,8CI);6-Amino-L-2-acetamidohexanoic acid;N-Acetyl-L-lysine;N2-Acetyl-L-lysine;N2-Acetyllysine;Na-Acetyl-L-lysine;Na-Acetyllysine;
PSA 92.42000
LogP 0.79590

Synthetic route

: 56-87-1
L-lysine

: 108-24-7
acetic anhydride

: 1946-82-3
N-Ac-L-Lys-OH

Conditions

Conditions	Yield
In water for 0.0666667h; Irradiation;	75%
With ammonium bicarbonate In methanol at 20℃; for 3h;

: 6367-08-4
N2-acetyl-N6-[(benzyloxy)carbonyl]-L-lysine

: 1946-82-3
N-Ac-L-Lys-OH

Conditions

Conditions	Yield
With hydrogen; palladium on activated charcoal In methanol; water
With hydrogen; palladium on activated charcoal In ethanol
With hydrogen; palladium In ethanol; acetic acid
With hydrogen; acetic acid; palladium on activated charcoal In methanol; water Yield given;

: 50-00-0
formaldehyd

: α-N-acetyl-ε-N-hydroxymethyl-lysine

: 1946-82-3
N-Ac-L-Lys-OH

Conditions

Conditions	Yield
In water-d2 at 25℃; Equilibrium constant; effect of the pH;

: 357657-22-8
lysine acetylsalicylate

A: 56-87-1
L-lysine

B: 692-04-6
H-Lys(acetyl)-OH

C: 1946-82-3
N-Ac-L-Lys-OH

D: 35436-74-9, 499-86-5
Nα,Nε-diacetyl-L-lysine

E: 69-72-7
salicylic acid

F: 50-78-2
aspirin

Conditions

Conditions	Yield
In water at 23℃; Rate constant; pH 2.0 - 10.0;

...Expand

: 56-87-1
L-lysine

: 50-78-2
aspirin

A: 692-04-6
H-Lys(acetyl)-OH

B: 1946-82-3
N-Ac-L-Lys-OH

C: 357657-22-8
lysine acetylsalicylate

D: 35436-74-9, 499-86-5
Nα,Nε-diacetyl-L-lysine

E: 69-72-7
salicylic acid

Conditions

Conditions	Yield
In water at 23℃; Rate constant; Product distribution; pH 2.0 - 10.0;

...Expand

Nε-benzyloxycarbonyl-Nα-acetyl-L-lysine: Nε-benzyloxycarbonyl-Nα-acetyl-L-lysine

: 1946-82-3
N-Ac-L-Lys-OH

Conditions

Conditions	Yield
With ethanol; acetic acid Durch katalytische Hydrogenolyse;

: C13H23N2O10P(2-)*2Na(1+)

A: 1946-82-3
N-Ac-L-Lys-OH

B: 108321-99-9, 150713-51-2
α,β-D-ribofuranose-5-phophate disodium salt

Conditions

Conditions	Yield
In water-d2 at 37℃; pH=10.5; Equilibrium constant;

: 56-87-1
L-lysine

: 1946-82-3
N-Ac-L-Lys-OH

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: CuCO3, 2 N aq. NaOH 2: aq. NaOH / 1 h 3: H2 / Pd / aq. ethanol; acetic acid View Scheme

: 1155-64-2
N6-[(benzyloxy)carbonyl]-L-lysine

: 1946-82-3
N-Ac-L-Lys-OH

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: aq. NaOH / 1 h 2: H2 / Pd / aq. ethanol; acetic acid View Scheme

: 105047-45-8
Fmoc-Lys-OH

: 64-19-7
acetic acid

: 1946-82-3
N-Ac-L-Lys-OH

Conditions

Conditions	Yield
Stage #1: Fmoc-Lys-OH With dmap In N,N-dimethyl-formamide at 20℃; for 2h; Wang resin; Inert atmosphere; Stage #2: acetic acid With ammonium bicarbonate In methanol at 20℃; for 3h; Stage #3: With piperidine; trifluoroacetic acid In N,N-dimethyl-formamide at 20℃; Inert atmosphere;

: 23500-04-1
N2-acetyl-N6-(tert-butyloxycarbonyl)-L-lysine

: 1946-82-3
N-Ac-L-Lys-OH

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: dicyclohexyl-carbodiimide; N-ethyl-N,N-diisopropylamine / 1,2-dimethoxyethane / 2 h / 0 - 20 °C / Inert atmosphere 2: hydrogenchloride / 1,4-dioxane / 1.5 h / 0 - 20 °C 3: trypsin / water / Enzymatic reaction View Scheme

: C17H31N3O5S

: 1946-82-3
N-Ac-L-Lys-OH

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: hydrogenchloride / 1,4-dioxane / 1.5 h / 0 - 20 °C 2: trypsin / water / Enzymatic reaction View Scheme

: C12H23N3O3S*ClH

A: 1946-82-3
N-Ac-L-Lys-OH

B: 1190-73-4
2-(acetylamino)ethanethiol

Conditions

Conditions	Yield
With trypsin In water Enzymatic reaction;

: 61-90-5
L-leucine

: 73-32-5
L-isoleucine

: 1946-82-3
N-Ac-L-Lys-OH

: 141-82-2
malonic acid

: 98137-41-8
L-valinal

Fmoc-Trp(PG)-OH: Fmoc-Trp(PG)-OH

Fmoc-Asn(PG)-OH: Fmoc-Asn(PG)-OH

Fmoc-Ser(PG)-OH: Fmoc-Ser(PG)-OH

Fmoc-Asp(PG)-OH: Fmoc-Asp(PG)-OH

: WNSLK(Ac)IDNLDV-CONH2

Conditions

Conditions	Yield
Stage #1: L-valinal With benzotriazol-1-ol; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide Stage #2: With piperidine for 0.166667h; Microwave irradiation; Stage #3: L-leucine; L-isoleucine; N-Ac-L-Lys-OH; malonic acid; Fmoc-Trp(PG)-OH; Fmoc-Asn(PG)-OH; Fmoc-Ser(PG)-OH; Fmoc-Asp(PG)-OH Further stages;	98%

...Expand

: 1946-82-3
N-Ac-L-Lys-OH

: 104-12-1
p-chlorphenylisocyanate

: 2-Acetylamino-6-[3-(4-chloro-phenyl)-ureido]-hexanoic acid

Conditions

Conditions	Yield
With sodium hydrogencarbonate In water at 80℃; for 1h;	90%

: 1946-82-3
N-Ac-L-Lys-OH

: C18H16NO3Pol

: 29022-11-5
N-(fluoren-9-ylmethoxycarbonyl)glycine

: 35661-38-2, 35661-39-3, 79990-15-1
N-(9-fluorenylmethoxycarbonyl)-D-alanine

: C18H32N6O7

Conditions

Conditions	Yield
Stage #1: C18H16NO3Pol With piperidine 2-chlorotrityl chloride resin; Stage #2: N-(9-fluorenylmethoxycarbonyl)-D-alanine With O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine 2-chlorotrityl chloride resin; Stage #3: N-Ac-L-Lys-OH; N-(fluoren-9-ylmethoxycarbonyl)glycine Further stages;	80%

...Expand

: 1946-82-3
N-Ac-L-Lys-OH

: 1186487-72-8
SA-Dmv

: 1186487-74-0
C31H34N2O11

Conditions

Conditions	Yield
at 37℃; pH=7.3; PBS buffer;	75%

: 1946-82-3
N-Ac-L-Lys-OH

: 1-isocyanato-2-methyl-3-nitrobenzene

: 390824-54-1
N-[(3-nitro-2-methylphenyl)carbamoyl]valine

Conditions

Conditions	Yield
at 80℃; for 3h;	72%

: 1946-82-3
N-Ac-L-Lys-OH

: 1-isocyanato-2-methyl-3-nitrobenzene

: Nα-acetyl-N*-[(3-nitro-2-methylphenyl)carbamoyl]-lysine

Conditions

Conditions	Yield
at 80℃; for 3h;	66%

: 3392-07-2
tert-butyl N-{2-[(2,5-dioxopyrrolidin-1-yl)oxy]-2-oxoethyl}carbamate

: 1946-82-3
N-Ac-L-Lys-OH

: Nα-acetyl-Nε-(N-Boc-Gly)-L-lysine

Conditions

Conditions	Yield
With triethylamine In 1,4-dioxane; aq. phosphate buffer at 20℃; for 16h; Reagent/catalyst;	66%

: 1946-82-3
N-Ac-L-Lys-OH

: hexadecanedioic acid monomethyl ester NHS ester

: C25H46N2O6

Conditions

Conditions	Yield
With triethylamine In N,N-dimethyl-formamide at 20℃; for 16h;	63.2%
With triethylamine In N,N-dimethyl-formamide at 20℃; for 16h;	1.5 g

: 75-15-0
carbon disulfide

: 1946-82-3
N-Ac-L-Lys-OH

: 168299-04-5
3-chloro-5-(methylsulfonyloxy)pentan-2-one

: 3-<(5S)-5-acetamido-5-carboxypentyl>-5-(2-methylsulfonyloxyethyl)-4-methylthiazole-2(3H)-thione

Conditions

Conditions	Yield
With potassium hydroxide In methanol 1.) 0 deg C, 1 h, 2.) room temperature, 2 h;	62%

...Expand

: 1946-82-3
N-Ac-L-Lys-OH

: 13023-73-9
2-(3,4-dihydroxyphenyl)-2-hydroxyacetaldehyde

: N2-acetyl-N6-(2-(3,4-dihydroxyphenyl)-2-oxoethyl)-L-lysine

Conditions

Conditions	Yield
In water at 40℃; for 18h; Inert atmosphere;	55%

: 1946-82-3
N-Ac-L-Lys-OH

: 13471-68-6
2-methyl-5-nitrophenyl isocyanate

: Nα-acetyl-N*-[(5-nitro-2-methylphenyl)carbamoyl]-lysine

Conditions

Conditions	Yield
at 80℃; for 3h;	51%

: 1946-82-3
N-Ac-L-Lys-OH

: 298-12-4
Glyoxilic acid

: Nε-carboxymethyl-L-lysine dihydrochloride

Conditions

Conditions	Yield
Stage #1: N-Ac-L-Lys-OH; Glyoxilic acid With sodium hydroxide In water pH=8.7; Stage #2: With palladium 10% on activated carbon; hydrogen In water under 3800.26 Torr; for 24h; Stage #3: With hydrogenchloride; water at 110℃; for 3h;	46%

: 3675-13-6
cis-butenedial

: 1946-82-3
N-Ac-L-Lys-OH

: 5188-07-8
sodium thiomethoxide

: 1206823-99-5
S-[1-(5-acetylamino-5-carboxypentyl)-1H-pyrrol-3-yl]thiomethane

Conditions

Conditions	Yield
Stage #1: cis-butenedial; sodium thiomethoxide With sodium phosphate at 37℃; for 0.416667h; pH=7.4; Stage #2: N-Ac-L-Lys-OH for 15h;	43%

...Expand

: 50-00-0
formaldehyd

: 616-91-1
N-acetylcystein

: 1946-82-3
N-Ac-L-Lys-OH

A: N-acetylcysteine methylolee

B: (R)-2-Acetylamino-6-[((R)-2-acetylamino-2-carboxy-ethylsulfanylmethyl)-amino]-hexanoic acid

Conditions

Conditions	Yield
In water Product distribution; various pH; further amino acids;	A 40% B 20%

...Expand

: 1946-82-3
N-Ac-L-Lys-OH

: bulgarialactone B

: 2-acetylamino-6-{[5-(2,3-dihydroxypropyl)-3-(1-hydroxy-10-methyl-3-oxo-dodeca-1,4,6,8-tetraenyl)-7a-methyl-2,7-dioxo-7,7a-dihydro-2H-benzofuran-6-ylidenemethyl]-amino}-hexanoic acid

Conditions

Conditions	Yield
In methanol; water at 20℃; for 2h; Michael addition;	39%

: 1946-82-3
N-Ac-L-Lys-OH

: 13471-69-7
3-nitro-4-methylphenyl isocyanate

: Nα-acetyl-N*-[(3-nitro-4-methylphenyl)carbamoyl]-lysine

Conditions

Conditions	Yield
at 80℃; for 3h;	35%

: 1946-82-3
N-Ac-L-Lys-OH

: 24424-99-5
di-tert-butyl dicarbonate

: 23500-04-1
N2-acetyl-N6-(tert-butyloxycarbonyl)-L-lysine

Conditions

Conditions	Yield
With sodium hydroxide In 1,4-dioxane; water at -10 - 0℃; for 4h; pH=11;	32.5%

: 1946-82-3
N-Ac-L-Lys-OH

: 4611-05-6, 24034-72-8, 90411-19-1
Ophiobolin A

A: C33H48N2O5

B: ophiobolin A

Conditions

Conditions	Yield
In aq. phosphate buffer; acetonitrile at 20 - 37℃; for 23h; pH=7.4;	A 21% B 28%

...Expand

: 1946-82-3
N-Ac-L-Lys-OH

: C15H15N5O6

A: C23H29N7O8

B: C23H29N7O8

C: C31H43N9O10

Conditions

Conditions	Yield
at 50℃; for 168h; pH=7.4; Michael addition; aq. phosphate buffer;	A 25% B 27% C 7%

...Expand

: 1946-82-3
N-Ac-L-Lys-OH

: C16H17N5O5

A: C24H31N7O7

B: C32H45N9O9

Conditions

Conditions	Yield
at 50℃; for 168h; pH=7.4; Michael addition; aq. phosphate buffer;	A 21% B 4%

...Expand

: 50-00-0
formaldehyd

: 1946-82-3
N-Ac-L-Lys-OH

: α-N-acetyl-ε-N-hydroxymethyl-lysine

Conditions

Conditions	Yield
In water-d2 at 25℃; for 144h;	20%
In water-d2 at 25℃; Equilibrium constant; effect of the pH;

: 1946-82-3
N-Ac-L-Lys-OH

: 70015-86-0
1-(2-chloroethyl)-1-nitroso-3-(3-pyridylmethyl)urea Narom-oxide

: 101140-01-6
1-(5-acetylamino-5-carboxy-1-pentamethylene)-3-(3-pyridylmethyl)urea Narom-oxide sodium salt

Conditions

Conditions	Yield
With sodium hydroxide at 0℃; for 2h;	18%

: 1946-82-3
N-Ac-L-Lys-OH

: 1-(5-carboxypentyl)-2-((E)-2-((E)-3-(2-((E)-1-(5-carboxypentyl)-3,3-dimethylindolin-2-ylidene)ethylidene)-2-chlorocyclohex-1-en-1-yl)vinyl)-3,3-dimethyl-3H-indol-1-ium

: C51H68N3O7(1+)

Conditions

Conditions	Yield
With N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 60℃; for 20h; pH=8; Inert atmosphere;	11%

: 1946-82-3
N-Ac-L-Lys-OH

: 4-O-Carboxymethylascochlorin

: AS-6+NAcLysOH

Conditions

Conditions	Yield
With potassium carbonate In methanol at 20℃; for 16h;	10%

: 50-99-7
D-glucose

: 1946-82-3
N-Ac-L-Lys-OH

: 155-84-0
N-acetyl-L-arginine

: N-acetyl-6-[(6R,7R)-2-{[(4S)-4-acetylamino-4-carboxybutyl]amino}-6,7-dihydroxy-6,7,8,8a-tetrahydroimidazo[4,5-b]azepin-4(5H)-yl]-L-norleucine

Conditions

Conditions	Yield
With phosphate buffer at 70℃; for 17h; pH=7.4; Maillard reaction;	4%

...Expand

: 1946-82-3
N-Ac-L-Lys-OH

: 97-00-7
1-chloro-2,4-dinitro-benzene

: 22619-87-0
N2-acetyl-N6-(2,4-dinitro-phenyl)-L-lysine

Conditions

Conditions	Yield
With ethanol; sodium hydrogencarbonate

: 50-00-0
formaldehyd

: 1946-82-3
N-Ac-L-Lys-OH

: 14551-88-3
α-N-Acetyl-ε-N,ε-N-dimethyl-L-lysin

Conditions

Conditions	Yield
With water; hydrogen; palladium on activated charcoal

: 1946-82-3
N-Ac-L-Lys-OH

: 1077-28-7, 62-46-4
Thioctic acid

: 104015-73-8
Nα-Acetyl-Nε-dihydrolipoyl-L-lysin

Conditions

Conditions	Yield
(i) ClCO2iBu, Et3N, THF, (ii) /BRN= 1726281/, NaOH, (iii) NaBH4; Multistep reaction;

: 1946-82-3
N-Ac-L-Lys-OH

: 23115-42-6
ethyl 2-acetamidoacrylate

: 2392-57-6
Nε-(2-Acetamido-2-ethoxycarbonyl-ethyl)-Nα-acetyl-L-lysin

Conditions

Conditions	Yield
(i) aq. NaOH, (ii) ion-exchange resin + form>; Multistep reaction;

N-Acetyl-L-lysine Specification

The CAS register number of N-Acetyl-L-lysine is 1946-82-3. It also can be called as L-Lysine, N2-acetyl- and the IUPAC name about this chemical is 2-acetamido-6-aminohexanoic acid. The molecular formula about this chemical is C₈H₁₆N₂O₃and the molecular weight is 188.22. It belongs to the following product categories, such as Amino Acids; A - H; Amino Acids; Modified Amino Acids and so on. When you are using it, please do not breathe dust and avoid contact with skin and eyes.

Physical properties about N-Acetyl-L-lysine are: (1)ACD/LogP: -1.42; (2)ACD/LogD (pH 5.5): -3.92; (3)ACD/LogD (pH 7.4): -3.92; (4)ACD/BCF (pH 5.5): 1; (5)ACD/BCF (pH 7.4): 1; (6)ACD/KOC (pH 5.5): 1; (7)ACD/KOC (pH 7.4): 1; (8)#H bond acceptors: 5; (9)#H bond donors: 4; (10)#Freely Rotating Bonds: 7; (11)Polar Surface Area: 49.85Å²; (12)Index of Refraction: 1.49; (13)Molar Refractivity: 47.79 cm³; (14)Molar Volume: 165.2 cm³; (15)Polarizability: 18.94x10^-24cm³; (16)Surface Tension: 46.6 dyne/cm; (17)Enthalpy of Vaporization: 76.24 kJ/mol; (18)Boiling Point: 438.5 °C at 760 mmHg; (19)Vapour Pressure: 6.45E-09 mmHg at 25°C.

You can still convert the following datas into molecular structure:
(1)SMILES: O=C(N[C@H](C(=O)O)CCCCN)C
(2)InChI: InChI=1/C8H16N2O3/c1-6(11)10-7(8(12)13)4-2-3-5-9/h7H,2-5,9H2,1H3,(H,10,11)(H,12,13)/t7-/m0/s1
(3)InChIKey: VEYYWZRYIYDQJM-ZETCQYMHBC
(4)Std. InChI: InChI=1S/C8H16N2O3/c1-6(11)10-7(8(12)13)4-2-3-5-9/h7H,2-5,9H2,1H3,(H,10,11)(H,12,13)/t7-/m0/s1
(5)Std. InChIKey: VEYYWZRYIYDQJM-ZETCQYMHSA-N

Product Name

AC-LYS-OH

Synthetic route

N-Acetyl-L-lysine Specification

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