692-04-6,MFCD00002639
Catalog No.:AA003SW9

692-04-6 | N-Epsilon-acetyl-l-lysine

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Purity
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Price(USD)
Quantity
  
250mg
97%
in stock  
$11.00   $8.00
- +
1g
97%
in stock  
$14.00   $10.00
- +
5g
97%
in stock  
$54.00   $38.00
- +
25g
97%
in stock  
$142.00   $99.00
- +
100g
97%
in stock  
$502.00   $352.00
- +
500g
97%
in stock  
$2,206.00 $1,545.00
  • Technical Information
  • Properties
  • Upstream Synthesis Route
  • Downstream Synthesis Route
  • Literature
  • Request for Quotation
  • Download SDS
Technical Information
Catalog Number:
AA003SW9
Chemical Name:
N-Epsilon-acetyl-l-lysine
CAS Number:
692-04-6
Molecular Formula:
C8H16N2O3
Molecular Weight:
188.2242
MDL Number:
MFCD00002639
SMILES:
CC(=O)NCCCC[C@@H](C(=O)O)N
Properties
Properties
 
BP:
442°C at 760 mmHg  
Form:
Solid  
MP:
250 °C  
Refractive Index:
1.4500 (estimate)  
Stability:
Hygroscopic  
Storage:
Inert atmosphere;-20 ℃;  

Computed Properties
 
Complexity:
182  
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
1  
Defined Bond Stereocenter Count:
0  
Formal Charge:
0  
Heavy Atom Count:
13  
Hydrogen Bond Acceptor Count:
4  
Hydrogen Bond Donor Count:
3  
Isotope Atom Count:
0  
Rotatable Bond Count:
6  
Undefined Atom Stereocenter Count:
0  
Undefined Bond Stereocenter Count:
0  
XLogP3:
-2.8  

Upstream Synthesis Route

[1]ArchivderPharmazie,1985,vol.318,#2,p.120-127

[1]JournalofAgriculturalandFoodChemistry,2010,vol.58,#10,p.6458-6464

[1]ChemicalResearchinToxicology,2010,vol.23,#11,p.1762-1770

[1]JournalofAgriculturalandFoodChemistry,2010,vol.58,#10,p.6458-6464

[1]CanadianJournalofChemistry,1968,vol.46,p.1047-1051

Downstream Synthesis Route

[1]JournalofBiologicalChemistry,1956,vol.218,p.59,70

[1]CanadianJournalofChemistry,1968,vol.46,p.1047-1051

[1]CanadianJournalofChemistry,1963,vol.41,p.1718-1721

[1]JustusLiebigsAnnalenderChemie,1966,vol.692,p.237-240

[1]CanadianJournalofChemistry,1963,vol.41,p.1718-1721

Literature

Title: Molecular basis of maillard amide-advanced glycation end product (AGE) formation in vivo.

Journal: The Journal of biological chemistry 20111230

Title: RF1 knockout allows ribosomal incorporation of unnatural amino acids at multiple sites.

Journal: Nature chemical biology 20111101

Title: Transition state of ADP-ribosylation of acetyllysine catalyzed by Archaeoglobus fulgidus Sir2 determined by kinetic isotope effects and computational approaches.

Journal: Journal of the American Chemical Society 20100908

Title: N(epsilon)-Modified lysine containing inhibitors for SIRT1 and SIRT2.

Journal: Bioorganic & medicinal chemistry 20100801

Title: Synthetic biology approaches in drug discovery and pharmaceutical biotechnology.

Journal: Applied microbiology and biotechnology 20100601

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

Journal: Journal of agricultural and food chemistry 20100526

Title: Acetylation regulates cyclophilin A catalysis, immunosuppression and HIV isomerization.

Journal: Nature chemical biology 20100501

Title: A convenient method for genetic incorporation of multiple noncanonical amino acids into one protein in Escherichia coli.

Journal: Molecular bioSystems 20100401

Title: Substrate specificity of SIRT1-catalyzed lysine Nepsilon-deacetylation reaction probed with the side chain modified Nepsilon-acetyl-lysine analogs.

Journal: Bioorganic chemistry 20100201

Title: Nε-lysine acetylation of a bacterial transcription factor inhibits Its DNA-binding activity.

Journal: PloS one 20100101

Title: A method for genetically installing site-specific acetylation in recombinant histones defines the effects of H3 K56 acetylation.

Journal: Molecular cell 20091009

Title: Plasmodium falciparum Sir2 is an NAD+-dependent deacetylase and an acetyllysine-dependent and acetyllysine-independent NAD+ glycohydrolase.

Journal: Biochemistry 20080923

Title: Adding l-lysine derivatives to the genetic code of mammalian cells with engineered pyrrolysyl-tRNA synthetases.

Journal: Biochemical and biophysical research communications 20080711

Title: Utility of immonium ions for assignment of epsilon-N-acetyllysine-containing peptides by tandem mass spectrometry.

Journal: Analytical chemistry 20080501

Title: Genetically encoding N(epsilon)-acetyllysine in recombinant proteins.

Journal: Nature chemical biology 20080401

Title: A spectrophotometric assay for histone deacetylase 8.

Journal: Analytical biochemistry 20080101

Title: Substituting N(epsilon)-thioacetyl-lysine for N(epsilon)-acetyl-lysine in peptide substrates as a general approach to inhibiting human NAD(+)-dependent protein deacetylases.

Journal: International journal of molecular sciences 20080101

Title: Characterization of Nalpha-benzyloxycarbonyl-L-lysine oxidizing enzyme from Rhodococcus sp. AIU Z-35-1.

Journal: Journal of bioscience and bioengineering 20070901

Title: N(epsilon)-methanesulfonyl-lysine as a non-hydrolyzable functional surrogate for N(epsilon)-acetyl-lysine.

Journal: Organic & biomolecular chemistry 20070321

Title: Antibacterial lysine analogs that target lysine riboswitches.

Journal: Nature chemical biology 20070101

Title: Nepsilon-thioacetyl-lysine: a multi-facet functional probe for enzymatic protein lysine Nepsilon-deacetylation.

Journal: Bioorganic & medicinal chemistry letters 20060715

Title: Proteomic analysis of organ-specific post-translational lysine-acetylation and -methylation in mice by use of anti-acetyllysine and -methyllysine mouse monoclonal antibodies.

Journal: Proteomics 20051201

Title: Purification and characterization of a novel aminoacylase from Streptomyces mobaraensis.

Journal: Bioscience, biotechnology, and biochemistry 20051001

Title: Kinetics and comparative reactivity of human class I and class IIb histone deacetylases.

Journal: Biochemistry 20040831

Title: Four different clones of mouse anti-acetyllysine monoclonal antibodies having different recognition properties share a common immunoglobulin framework structure.

Journal: Journal of immunological methods 20030115

Title: Switching osmolyte strategies: response of Methanococcus thermolithotrophicus to changes in external NaCl.

Journal: Biochimica et biophysica acta 20011115

Title: Schmidt H, et al. Characterization of a novel enzyme, N6-acetyl-L-lysine: 2-oxoglutarate aminotransferase, which catalyses the second step of lysine catabolism in Candida maltosa. Antonie Van Leeuwenhoek. 1992 Nov;62(4):285-90.

Quotation Request
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Additional Info:
SDS
Tags:692-04-6 Molecular Formula|692-04-6 MDL|692-04-6 SMILES|692-04-6 N-Epsilon-acetyl-l-lysine
Catalog No.: AA003SW9
692-04-6,MFCD00002639
692-04-6 | N-Epsilon-acetyl-l-lysine
Pack Size: 250mg
Purity: 97%
in stock
$11.00 $8.00
Pack Size: 1g
Purity: 97%
in stock
$14.00 $10.00
Pack Size: 5g
Purity: 97%
in stock
$54.00 $38.00
Pack Size: 25g
Purity: 97%
in stock
$142.00 $99.00
Pack Size: 100g
Purity: 97%
in stock
$502.00 $352.00
Pack Size: 500g
Purity: 97%
in stock
$2,206.00 $1,545.00
Quantity
- +
Add to Card
Order Now
bulk Quotation Request
Technical Information
Catalog Number: AA003SW9
Chemical Name: N-Epsilon-acetyl-l-lysine
CAS Number: 692-04-6
Molecular Formula: C8H16N2O3
Molecular Weight: 188.2242
MDL Number: MFCD00002639
SMILES: CC(=O)NCCCC[C@@H](C(=O)O)N
Properties
BP: 442°C at 760 mmHg  
Form: Solid  
MP: 250 °C  
Refractive Index: 1.4500 (estimate)  
Stability: Hygroscopic  
Storage: Inert atmosphere;-20 ℃;  
Complexity: 182  
Covalently-Bonded Unit Count: 1  
Defined Atom Stereocenter Count: 1  
Defined Bond Stereocenter Count: 0  
Formal Charge: 0  
Heavy Atom Count: 13  
Hydrogen Bond Acceptor Count: 4  
Hydrogen Bond Donor Count: 3  
Isotope Atom Count: 0  
Rotatable Bond Count: 6  
Undefined Atom Stereocenter Count: 0  
Undefined Bond Stereocenter Count: 0  
XLogP3: -2.8  
Upstream Synthesis Route
56-87-1    108-24-7    692-04-6 

[1]ArchivderPharmazie,1985,vol.318,#2,p.120-127

6404-26-8    692-04-6 

[1]JournalofAgriculturalandFoodChemistry,2010,vol.58,#10,p.6458-6464

56-87-1    78-98-8    692-04-6 

[1]ChemicalResearchinToxicology,2010,vol.23,#11,p.1762-1770

13734-28-6    692-04-6    1227379-69-2    1227379-72-7    1190-48-3 

[1]JournalofAgriculturalandFoodChemistry,2010,vol.58,#10,p.6458-6464

103-82-2    657-27-2    692-04-6 

[1]CanadianJournalofChemistry,1968,vol.46,p.1047-1051

Downstream Synthesis Route
692-04-6    911670-23-0 

[1]JournalofBiologicalChemistry,1956,vol.218,p.59,70

103-82-2    657-27-2    692-04-6 

[1]CanadianJournalofChemistry,1968,vol.46,p.1047-1051

692-04-6    1738-86-9    95364-66-2 

[1]CanadianJournalofChemistry,1963,vol.41,p.1718-1721

692-04-6    13303-10-1    6404-26-8 

[1]JustusLiebigsAnnalenderChemie,1966,vol.692,p.237-240

692-04-6    501-53-1    68223-08-5 

[1]CanadianJournalofChemistry,1963,vol.41,p.1718-1721

Literature fold

Title: Molecular basis of maillard amide-advanced glycation end product (AGE) formation in vivo.

Journal: The Journal of biological chemistry20111230

Title: RF1 knockout allows ribosomal incorporation of unnatural amino acids at multiple sites.

Journal: Nature chemical biology20111101

Title: Transition state of ADP-ribosylation of acetyllysine catalyzed by Archaeoglobus fulgidus Sir2 determined by kinetic isotope effects and computational approaches.

Journal: Journal of the American Chemical Society20100908

Title: N(epsilon)-Modified lysine containing inhibitors for SIRT1 and SIRT2.

Journal: Bioorganic & medicinal chemistry20100801

Title: Synthetic biology approaches in drug discovery and pharmaceutical biotechnology.

Journal: Applied microbiology and biotechnology20100601

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

Journal: Journal of agricultural and food chemistry20100526

Title: Acetylation regulates cyclophilin A catalysis, immunosuppression and HIV isomerization.

Journal: Nature chemical biology20100501

Title: A convenient method for genetic incorporation of multiple noncanonical amino acids into one protein in Escherichia coli.

Journal: Molecular bioSystems20100401

Title: Substrate specificity of SIRT1-catalyzed lysine Nepsilon-deacetylation reaction probed with the side chain modified Nepsilon-acetyl-lysine analogs.

Journal: Bioorganic chemistry20100201

Title: Nε-lysine acetylation of a bacterial transcription factor inhibits Its DNA-binding activity.

Journal: PloS one20100101

Title: A method for genetically installing site-specific acetylation in recombinant histones defines the effects of H3 K56 acetylation.

Journal: Molecular cell20091009

Title: Plasmodium falciparum Sir2 is an NAD+-dependent deacetylase and an acetyllysine-dependent and acetyllysine-independent NAD+ glycohydrolase.

Journal: Biochemistry20080923

Title: Adding l-lysine derivatives to the genetic code of mammalian cells with engineered pyrrolysyl-tRNA synthetases.

Journal: Biochemical and biophysical research communications20080711

Title: Utility of immonium ions for assignment of epsilon-N-acetyllysine-containing peptides by tandem mass spectrometry.

Journal: Analytical chemistry20080501

Title: Genetically encoding N(epsilon)-acetyllysine in recombinant proteins.

Journal: Nature chemical biology20080401

Title: A spectrophotometric assay for histone deacetylase 8.

Journal: Analytical biochemistry20080101

Title: Substituting N(epsilon)-thioacetyl-lysine for N(epsilon)-acetyl-lysine in peptide substrates as a general approach to inhibiting human NAD(+)-dependent protein deacetylases.

Journal: International journal of molecular sciences20080101

Title: Characterization of Nalpha-benzyloxycarbonyl-L-lysine oxidizing enzyme from Rhodococcus sp. AIU Z-35-1.

Journal: Journal of bioscience and bioengineering20070901

Title: N(epsilon)-methanesulfonyl-lysine as a non-hydrolyzable functional surrogate for N(epsilon)-acetyl-lysine.

Journal: Organic & biomolecular chemistry20070321

Title: Antibacterial lysine analogs that target lysine riboswitches.

Journal: Nature chemical biology20070101

Title: Nepsilon-thioacetyl-lysine: a multi-facet functional probe for enzymatic protein lysine Nepsilon-deacetylation.

Journal: Bioorganic & medicinal chemistry letters20060715

Title: Proteomic analysis of organ-specific post-translational lysine-acetylation and -methylation in mice by use of anti-acetyllysine and -methyllysine mouse monoclonal antibodies.

Journal: Proteomics20051201

Title: Purification and characterization of a novel aminoacylase from Streptomyces mobaraensis.

Journal: Bioscience, biotechnology, and biochemistry20051001

Title: Kinetics and comparative reactivity of human class I and class IIb histone deacetylases.

Journal: Biochemistry20040831

Title: Four different clones of mouse anti-acetyllysine monoclonal antibodies having different recognition properties share a common immunoglobulin framework structure.

Journal: Journal of immunological methods20030115

Title: Switching osmolyte strategies: response of Methanococcus thermolithotrophicus to changes in external NaCl.

Journal: Biochimica et biophysica acta20011115

Title: Schmidt H, et al. Characterization of a novel enzyme, N6-acetyl-L-lysine: 2-oxoglutarate aminotransferase, which catalyses the second step of lysine catabolism in Candida maltosa. Antonie Van Leeuwenhoek. 1992 Nov;62(4):285-90.

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