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692-04-6

692-04-6

Identification

Synonyms:w-N-Acetyl-L-lysine;

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Safety information and MSDS

  • Pictogram(s):IrritantXi

  • Hazard Codes:Xi

Supplier and reference price

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  • Manufacture/Brand:Activate Scientific
  • Product Description:H-Lys(Ac)-OH 97%
  • Packaging:5 g
  • Price:$ 84
  • Delivery:In stock
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  • Manufacture/Brand:Activate Scientific
  • Product Description:H-Lys(Ac)-OH 97%
  • Packaging:25 g
  • Price:$ 292
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  • Manufacture/Brand:AK Scientific
  • Product Description:N-Epsilon-acetyl-l-lysine
  • Packaging:10g
  • Price:$ 177
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  • Manufacture/Brand:Alfa Aesar
  • Product Description:N(epsilon)-Acetyl-L-lysine, 99%
  • Packaging:5g
  • Price:$ 163
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  • Manufacture/Brand:Alfa Aesar
  • Product Description:N(epsilon)-Acetyl-L-lysine, 99%
  • Packaging:1g
  • Price:$ 54.8
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  • Manufacture/Brand:American Custom Chemicals Corporation
  • Product Description:N-EPSILON-ACETYL-L-LYSINE 95.00%
  • Packaging:1G
  • Price:$ 557
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  • Manufacture/Brand:American Custom Chemicals Corporation
  • Product Description:N-EPSILON-ACETYL-L-LYSINE 95.00%
  • Packaging:5G
  • Price:$ 906.84
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  • Manufacture/Brand:Biosynth Carbosynth
  • Product Description:N-epsilon-Acetyl-L-lysine
  • Packaging:100 g
  • Price:$ 650
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  • Manufacture/Brand:Biosynth Carbosynth
  • Product Description:N-epsilon-Acetyl-L-lysine
  • Packaging:50 g
  • Price:$ 400
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  • Manufacture/Brand:Biosynth Carbosynth
  • Product Description:N-epsilon-Acetyl-L-lysine
  • Packaging:5 g
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Relevant articles and documentsAll total 13 Articles be found

Acetyl radical production by the methylglyoxal-peroxynitrite system: A possible route for l-lysine acetylation

Massari, Julio,Tokikawa, Rita,Zanolli, Luiz,Tavares, Marina Franco Maggi,Assuncao, Nilson Antonio,Bechara, Etelvino Jose Henriques

, p. 1762 - 1770 (2010)

Methylglyoxal is an α-oxoaldehyde putatively produced in excess from triose phosphates, aminoacetone, and acetone in some disorders, particularly in diabetes. Here, we investigate the nucleophilic addition of ONOO-, known as a potent oxidant and nucleophile, to methylglyoxal, yielding an acetyl radical intermediate and ultimately formate and acetate ions. The rate of ONOO- decay in the presence of methylglyoxal [k2,app = (1.0 ± 0.1) × 103 M-1 s-1; k 2 ≈ 1.0 × 105 M-1 s-1] at pH 7.2 and 25 °C was found to be faster than that reported with monocarbonyl substrates (k2 3 M-1 s-1), diacetyl (k2 = 1.0 × 104 M-1 s -1), or CO2 (k2 = 3-6 × 104 M-1 s-1). The pH profile of the methylglyoxal- peroxynitrite reaction describes an ascendant curve with an inflection around pH 7.2, which roughly coincides with the pKa values of both ONOOH and H2PO4- ion. Electron paramagnetic resonance spin trapping experiments with 2-methyl-2-nitrosopropane revealed concentration-dependent formation of an adduct that can be attributed to 2-methyl-2-nitrosopropane-CH3CO? (aN = 0.83 mT). Spin trapping with 3,5-dibromo-4-nitrosobenzene sulfonate gave a signal that could be assigned to a methyl radical adduct [aN = 1.41 mT; aH = 1.35 mT; aH(m) = 0.08 mT]. The 2-methyl-2-nitrosopropane-CH 3CO? adduct could also be observed by replacement of ONOO - with H2O2, although at much lower yields. Acetyl radicals could be also trapped by added l-lysine as indicated by the presence of εN-acetyl-l-lysine in the spent reaction mixture. This raises the hypothesis that ONOO-/H2O2 in the presence of methylglyoxal is endowed with the potential to acetylate proteins in post-translational processes.

Preparation method of Nalpha-[(9H-fluorene-9-ylmethoxy)carbonyl]-Nepsilon-acetyl-L-lysine

-

Paragraph 0026-0028, (2019/02/10)

The invention discloses a preparation method of Nalpha-[(9H-fluoren-9-ylmethoxy)carbonyl]-Nepsilon-acetyl-L-lysine. The preparation method is mainly used for solving the technical problems of complexity, long cycle, low yield, high cost and the like in an original process. The preparation method provided by the invention comprises the following steps: 1, lysine hydrochloride and copper salt reactto form a lysine-copper complex; 2, the lysine-copper complex and an acetyl donor react to prepare an Nepsilon-acetyl-L-lysine-copper complex; 3, the Nepsilon-acetyl-L-lysine-copper complex is subjected to copper removal to obtain an Nepsilon-acetyl-L-lysine aqueous solution; and 4, the Nepsilon-acetyl-L-lysine aqueous solution and a protective agent of fmoc-group are mixed, in the presence of anorganic solvent, a pH value is adjusted to 8-9 through an alkali compound sodium carbonate aqueous solution, reaction is carried out, and thus Nalpha-[(9H-fluorene-9-ylmethoxy)carbonyl]-Nepsilon-acetyl-L-lysine is prepared. The preparation method provided by the invention adopts a reasonable process route to prepare the Nalpha-[(9H-fluorene-9-ylmethoxy)carbonyl]-Nepsilon-acetyl-L-lysine, so that the preparation method is suitable for mass production.

Peptide Tyrosinase Activators

-

, (2015/06/10)

Peptides that increase melanin synthesis are provided. These peptides include pentapeptides YSSWY, YRSRK, and their variants. The peptides may activate the enzymatic activity of tyrosinase to increase melanin synthesis. The pharmaceutical, cosmetic, and other compositions including the peptides are also provided. The methods of increasing melanin production in epidermis of a subject are provided where the methods include administering compositions comprising an amount of one or more peptides effective to increase the melanin production. The methods also include treating vitiligo or other hypopigmentation disorders with compositions including one or more peptides.

Decomposition of copper-amino acid complexes by oxalic acid dihydrate

Liu, Yi,Jia, Genguang,Ling, Xin,Lan, Nuo,Zheng, Youguang,Li, Sai,Zhang, Ling,Liu, Ling,Zhang, Rongli,Xue, Yunsheng

experimental part, p. 557 - 559 (2012/08/08)

A facile approach to the synthesis of some side-chain-protected amino acids via oxalic acid dihydrate as the copper sequestering reagent is presented. The copper in the amino acid complex reacted with oxalic acid dihydrate to form insoluble cupric oxalate, with the free amino acid released. Compared with conventional methods, this method is convenient, inexpensive, and environmentally friendly.

Degradation of 1-deoxy-d-erythro-hexo-2,3-diulose in the presence of lysine leads to formation of carboxylic acid amides

Smuda, Mareen,Voigt, Michael,Glomb, Marcus A.

experimental part, p. 6458 - 6464 (2011/08/09)

A novel species of amides formed from degradation of one of the most important key intermediates in Maillard hexose chemistry-1-deoxyhexo-2,3- diulose-was investigated. In 1-deoxyhexo-2,3-diulose/Nα-t-BOC- lysine reaction mixtures four amides, Nε-acetyl lysine, N ε-formyl lysine, Nε-lactoyl lysine and N ε-glycerinyl lysine, were identified and their structures verified by authentic reference standards. Amides and corresponding carboxylic acids (acetic acid, formic acid, lactic acid and glyceric acid) accumulated over time. Both Nε-lysine amides and carboxylic acids were thus determined as stable Maillard end products. Results of model incubations suggested the synthesis of amides to be mechanistically closely related to the formation of their corresponding carboxylic acids by β-dicarbonyl cleavage. Due to the different chemical properties of all the compounds monitored, various analytical strategies had to be carried out (LC-MS2, GC-MS, GC-FID, enzymatic determination).

Process route upstream and downstream products

Process route

lysine acetylsalicylate
357657-22-8,37933-78-1,77337-52-1

lysine acetylsalicylate

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

H-Lys(acetyl)-OH

N-Ac-L-Lys-OH
1946-82-3,152473-69-3

N-Ac-L-Lys-OH

N<sup>α</sup>,N<sup>ε</sup>-diacetyl-L-lysine
35436-74-9,499-86-5

Nα,Nε-diacetyl-L-lysine

Conditions
Conditions Yield
In water; at 23 ℃; Rate constant; pH 2.0 - 10.0;
H-Lys(acetyl)-OH
692-04-6

H-Lys(acetyl)-OH

N-Ac-L-Lys-OH
1946-82-3,152473-69-3

N-Ac-L-Lys-OH

lysine acetylsalicylate
357657-22-8,37933-78-1,77337-52-1

lysine acetylsalicylate

N<sup>α</sup>,N<sup>ε</sup>-diacetyl-L-lysine
35436-74-9,499-86-5

Nα,Nε-diacetyl-L-lysine

Conditions
Conditions Yield
In water; at 23 ℃; Rate constant; Product distribution; pH 2.0 - 10.0;
(S)-α-lysine hydrochloride
26124-78-7

(S)-α-lysine hydrochloride

acetyl chloride
75-36-5

acetyl chloride

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

H-Lys(acetyl)-OH

Conditions
Conditions Yield
(S)-α-lysine hydrochloride; With copper(II) sulfate; In water; at 50 ℃; for 8h; Large scale;
acetyl chloride; With sodium hydroxide; In water; acetone; at 10 ℃; pH=9; Large scale;
With disodium ethylenediamine tetraacetic acid; In water; acetone; at 60 ℃; for 6h; Autoclave; Large scale;
(S)-α-lysine hydrochloride
26124-78-7

(S)-α-lysine hydrochloride

acetic anhydride
108-24-7

acetic anhydride

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

H-Lys(acetyl)-OH

Conditions
Conditions Yield
(S)-α-lysine hydrochloride; With copper dichloride; In water; at 60 ℃; for 10h; Large scale;
acetic anhydride; With sodium carbonate; In water; acetone; at 10 ℃; pH=9; Large scale;
With disodium ethylenediamine tetraacetic acid; In water; acetone; at 60 ℃; for 10h; Autoclave; Large scale;
N-acetoxysuccinimide
14464-29-0,57212-69-8

N-acetoxysuccinimide

(S)-α-lysine hydrochloride
26124-78-7

(S)-α-lysine hydrochloride

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

H-Lys(acetyl)-OH

Conditions
Conditions Yield
(S)-α-lysine hydrochloride; With copper (II) carbonate hydroxide; In water; at 40 ℃; for 6h; Large scale;
N-acetoxysuccinimide; With sodium carbonate; In water; acetone; at 10 ℃; pH=9; Large scale;
With disodium ethylenediamine tetraacetic acid; In water; acetone; at 60 ℃; for 8h; Large scale;
Copper(II); (S)-6-acetylamino-2-amino-hexanoate

Copper(II); (S)-6-acetylamino-2-amino-hexanoate

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

H-Lys(acetyl)-OH

Conditions
Conditions Yield
With sodium sulfide; In water; at 25 - 30 ℃; for 0.166667h;
79%
C<sub>16</sub>H<sub>30</sub>CuN<sub>4</sub>O<sub>6</sub>

C16H30CuN4O6

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

H-Lys(acetyl)-OH

Conditions
Conditions Yield
With hydrogenchloride; oxalic acid; In water; at 80 ℃; pH=1.1;
65%
acetic anhydride
108-24-7

acetic anhydride

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

H-Lys(acetyl)-OH

Conditions
Conditions Yield
With copper(II) carbonate; barium dihydroxide; In water; for 0.5h;
(S)-6-acetamido-2-((tertbutoxycarbonyl)amino)hexanoic acid
6404-26-8

(S)-6-acetamido-2-((tertbutoxycarbonyl)amino)hexanoic acid

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

H-Lys(acetyl)-OH

Conditions
Conditions Yield
With hydrogenchloride; water; at 20 ℃; for 0.5h;
2-oxopropanal
78-98-8

2-oxopropanal

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

H-Lys(acetyl)-OH

Conditions
Conditions Yield
With Peroxynitrite anion; at 25 ℃; pH=7.2; aq. phosphate buffer;

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  • Shanghai Apeptide Co., Ltd.
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  • GL Biochem (Shanghai) Ltd.
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