Articles:
N(6)-acetyl-L-lysine
Notes:
Isol. from sugarbeet (Beta vulgaris)
N-acetyl-lysine is an acetylated amino acid. Post-translational lysine-acetylation is one of two major modifications of lysine residues in various proteins. Acetylation of specific lysine residues in the N-terminal domains of core histones is a biochemical marker of active genes. Acetylation is now known to play a major role in eukaryotic transcription. Specifically, acetyltransferase enzymes that act on particular lysine side chains of histones and other proteins are intimately involved in transcriptional activation. By modifying chromatin proteins and transcription-related factors, these acetylases are believed to regulate the transcription of many genes. The best-characterized mechanism is acetylation, catalyzed by histone acetyltransferase (HAT) enzymes. HATs function enzymatically by transferring an acetyl group from acetyl-coenzyme A (acetyl-CoA) to the -amino group of certain lysine side chains within a histone's basic N-terminal tail region. Within a histone octamer, these regions extend out from the associated globular domains, and in the context of a nucleosome, they are believed to bind the DNA through charge interactions (positively charged histone tails associated with negatively charged DNA) or mediate interactions between nucleosomes. Lysine acetylation, which neutralizes part of a tail region's positive charge, is postulated to weaken histone-DNA or nucleosome-nucleosome interactions and/or signal a conformational change, thereby destabilizing nucleosome structure or arrangement and giving other nuclear factors, such as the transcription complex, more access to a genetic locus. In agreement with this is the fact that acetylated chromatin has long been associated with states of transcriptional activation. Specific recognition of N-acetyl-lysine is a conserved function of all bromodomains found in different proteins, recognized as an emerging intracellular signaling mechanism that plays critical roles in regulating gene transcription, cell-cycle progression, apoptosis, DNA repair, and cytoskeletal organization. (PMID 9169194, 10827952, 17340003, 16247734, 9478947, 10839822)
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Glentham Life Sciences Ltd The Chemical, Biochemical & Research Essentials Supplier Glentham Life Sciences is a supplier of fine chemicals and raw materials with warehousing, laboratories and packaging facilities in the UK. With a Glentham Life Sciences account you can view more product details, request quotes and order products online. Email: Info Email: Sales Email: Tech Support Voice: +44 (0) 1225 667798 Fax: +44 (0) 2033 978909 Facebook Twitter Linkedin Google+ News Distribution Products List: View Product(s): GM1596 N-epsilon-Acetyl-L-lysine
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| CAS Number: | 692-04-6 |  3D/inchi
|
| ECHA EINECS - REACH Pre-Reg: | 211-725-9 | |
| FDA UNII: | 470AD5VY1X | |
| Nikkaji Web: | J206.006J | |
| MDL: | MFCD00002639 | |
| XlogP3: | -2.80 (est) | |
| Molecular Weight: | 188.22712000 | |
| Formula: | C8 H16 N2 O3 | |
| NMR Predictor: | Predict (works with chrome or firefox) | |
Category: natural substances and extractives
US / EU / FDA / JECFA / FEMA / FLAVIS / Scholar / Patent Information:
| Google Scholar: | Search |
| Google Books: | Search |
| Google Scholar: with word "volatile" | Search |
| Google Scholar: with word "flavor" | Search |
| Google Scholar: with word "odor" | Search |
| Google Patents: | Search |
| US Patents: | Search |
| EU Patents: | Search |
| Pubchem Patents: | Search |
| PubMed: | Search |
| NCBI: | Search |
Physical Properties:
| Assay: | 95.00 to 100.00 % |
| Food Chemicals Codex Listed: | No |
| Soluble in: | |
| water, 8346 mg/L @ 25 °C (est) | |
Organoleptic Properties:
| Odor and/or flavor descriptions from others (if found). | |
Cosmetic Information:
| None found |
Suppliers:
| Glentham Life Sciences |
| N-epsilon-Acetyl-L-lysine |
| Sigma-Aldrich: Sigma |
| For experimental / research use only. |
| N-epsilon-Acetyl-L-lysine |
Safety Information:
| Preferred SDS: View | |
| Hazards identification | |
| Classification of the substance or mixture | |
| GHS Classification in accordance with 29 CFR 1910 (OSHA HCS) | |
| None found. | |
| GHS Label elements, including precautionary statements | |
| Pictogram | |
| Hazard statement(s) | |
| None found. | |
| Precautionary statement(s) | |
| None found. | |
| Oral/Parenteral Toxicity: | |
| Not determined | |
| Dermal Toxicity: | |
| Not determined | |
| Inhalation Toxicity: | |
| Not determined | |
Safety in Use Information:
| Category: | natural substances and extractives | ||
| Recommendation for N-epsilon-acetyl-laevo-lysine usage levels up to: | |||
| not for fragrance use. | |||
| Recommendation for N-epsilon-acetyl-laevo-lysine flavor usage levels up to: | |||
| not for flavor use. | |||
Safety References:
| EPI System: | View |
| Cancer Citations: | Search |
| Toxicology Citations: | Search |
| EPA ACToR: | Toxicology Data |
| EPA Substance Registry Services (SRS): | Registry |
| Laboratory Chemical Safety Summary : | 92832 |
| National Institute of Allergy and Infectious Diseases: | Data |
| WGK Germany: | 3 |
| (2S)-6-acetamido-2-aminohexanoic acid | |
| Chemidplus: | 0000692046 |
References:
| (2S)-6-acetamido-2-aminohexanoic acid | |
| NIST Chemistry WebBook: | Search Inchi |
| Pubchem (cid): | 92832 |
| Pubchem (cas): | 692-04-6 |
Other Information:
| (IUPAC): | Atomic Weights of the Elements 2011 (pdf) |
| Videos: | The Periodic Table of Videos |
| tgsc: | Atomic Weights use for this web site |
| (IUPAC): | Periodic Table of the Elements |
| CHEBI: | View |
| CHEMBL: | View |
| Golm Metabolome Database: | Search |
| KEGG (GenomeNet): | C02727 |
| HMDB (The Human Metabolome Database): | HMDB00206 |
| FooDB: | FDB000476 |
| Export Tariff Code: | 2924.10.1050 |
| VCF-Online: | VCF Volatile Compounds in Food |
| ChemSpider: | View |
Potential Blenders and core components note
| None Found | ||
Potential Uses:
| None Found |
Occurrence (nature, food, other): note
| beet Search Trop Picture |
Synonyms:
| (2S)-6- | acetamido-2-aminohexanoic acid |
| N(6)- | acetyl-L-lysine |
| N-epsilon- | acetyl-L-lysine |