2497-02-1

Basic information

• Product Name: N-Acetyl-L-histidine
• Synonyms: AC-HIS-OH H2O;ACETYL-L-HISTIDINE H2O;ACETYL-L-HISTIDINE MONOHYDRATE;N-ALPHA-ACETYL-L-HISTIDINE H2O;N-ALPHA-ACETYL-L-HISTIDINE HYDRATE;N-ALPHA-ACETYL-L-HISTIDINE MONOHYDRATE;N-ACETYL-L-HISTIDINE;N-ACETYL-L-HISTIDINE HYDRATE
• CAS NO: 2497-02-1
• Molecular Formula: C₈H₁₁N₃O₃
• Molecular Weight: 197.19
• EINECS: 219-678-6
• Mol File: 2497-02-1.mol
• Article Data: 20

Chemical Properties

• Melting Point: 157-159 °C
• Boiling Point: 620.2 °C at 760mmHg
• Flash Point: 328.9 °C
• Appearance: /
• Density: 1.366g/cm³
• Storage Temp.: 2-8°C(protect from light)
• Solubility: DMSO (Slightly), Water (Slightly, Sonicated)
• PKA: 3.16±0.10(Predicted)
• CAS DataBase Reference: N-Acetyl-L-histidine(CAS DataBase Reference)
• NIST Chemistry Reference: N-Acetyl-L-histidine(2497-02-1)
• EPA Substance Registry System: N-Acetyl-L-histidine(2497-02-1)

Safety Data

• Safety Statements: 24/25
• Hazardous Substances Data: 2497-02-1(Hazardous Substances Data)

Usage

Uses

N-Acetyl-L-histidine is a major constituent of vertebrate brains and in the lens of vertebrate eyes. N-Acetyl-L-histidine is synthesized by neurons and other cells in the central nervous system.

Definition

ChEBI: A histidine derivative that is L-histidine having an acetyl substituent on the alpha-nitrogen.

Upstream product

• 23506-34-5 N-acetylated L-histidylglycine 
• 61389-34-2 Ac-His-Ala 
• 61389-32-0 Ac-His-Phe 
• 108-24-7 acetic anhydride 
• 645-35-2 L-histidine monohydrochloride 
• 17336-14-0 2-carboxy-4-nitrophenyl acetate 
• 71-00-1 L-histidine 
• 1734-62-9 2-acetoxy-5-chloro-benzoic acid 
• 50-78-2 aspirin 
• 71-00-1 L-histidine 
• 64-19-7 acetic acid 
• 116611-64-4 (9-fluorenylmethoxycarbonyl)-L-histidine 
• 1006893-14-6 KN-NAc-His 
• 75-36-5 acetyl chloride 

Downstream Products

• 6367-11-9 Ac-L-His-NHMe 
• 71-00-1 L-histidine 
• 1006893-14-6 KN-NAc-His 
• 1418130-94-5 C₂₀H₂₆N₄O₆ 
• 1418130-93-4 C₁₉H₂₄N₄O₆ 
• 145873-65-0 C₁₈H₂₂N₄O₆ 
• 188987-95-3 C₁₄H₁₈N₄O₄ 
• 176226-41-8 C₁₈H₂₂N₄O₆ 
• 1185581-70-7 (S)-2-acetamido-N-((S)-1-((3S,5S)-1-(2,2-diphenylethyl)-3-(3-guanidinopropyl)-2-oxo-1,4-diazepan-5-yl)-2-(naphthalen-2-yl)ethyl)-3-(1H-imidazol-5-yl)propanamide 
• 1185841-55-7 (S)-2-acetamido-N-((S)-1-((3S,5R)-1-(2,2-diphenylethyl)-3-(3-guanidinopropyl)-2-oxo-1,4-diazepan-5-yl)-2-(naphthalen-2-yl)ethyl)-3-(1H-imidazol-5-yl)propanamide 
• 36097-48-0 Ac-His-OCH3 
• 1202870-48-1 benzyl (S)-3-(5-(N-(benzyloxycarbonyl)carbamimidoylcarbamoyl)-1H-pyrrole-2-carboxamido)-1-(3,5-bis(((S)-2-acetamido-3-(1H-imidazol-4-yl)propanamido)methyl)-2,4,6-triethylbenzylamino)-1-oxopropan-2-ylcarbamate 
• 955134-12-0 methyl N-acetyl-5-(2-methoxyphenyl)-3-[2-(trimethylsilyl)ethoxymethyl]-L-histidinate 
• 955134-26-6 methyl N-acetyl-5-(2-methoxyphenyl)-1-[2-(trimethylsilyl)ethoxymethyl]-L-histidinate 

Relevant articles and documents

Synthesis and catalytic activity of histidine-based NHC ruthenium complexes

Main-chain C,N-protected histidine has been successfully alkylated at both side-chain nitrogens. The corresponding histidinium salt was metallated with ruthenium(ii) by a transmetalation procedure, thus providing histidine-derived NHC ruthenium complexes. These bio-inspired complexes show appreciable activity in the catalytic transfer hydrogenation of ketones. The Royal Society of Chemistry 2011.

The study of the effect of histidine derivatives as a novel antinociceptive and anti-inflammatory activity

This study explains the biochemical activity of histidine derivatives The compounds were identified by CHN analysis, FT-IR and H1 NMR. The results certified that the chemical structures of the prepared compounds. The anti-inflammatory and antinociceptive activity was studied by two different tests; the hot plate test and writhing test for analgesic activity and two tests for anti-inflammatory activity they are formalin induced inflammation test and carrageen an induced inflammation test. The histidine derivatives were found to have potent activity as anti-inflammatory and antinociceptive. The active compounds were tested to acute toxicity. It was found that they are safety to the dose 5 g/kg orally in mice without any mortality. Copyright E-Journal of Chemistry 2004-2011.

Emergence of a Promiscuous Peroxidase Under Non-Equilibrium Conditions**

Herein, we report the substrate induced generation of a transient catalytic microenvironment from a single amino acid functionalized fatty acid in presence of a cofactor hemin. The catalytic state accessed under non-equilibrium conditions showed acceleration of peroxidase activity resulting in degradation of the substrate and subsequently led to disassembly. Equilibrated systems could not access the three-dimensional microphases and showed substantially lower catalytic activity. Further, the assembled state showed latent catalytic function (promiscuity) to hydrolyze a precursor to yield the same substrate. Consequently, the assembly demonstrated protometabolism by exploiting the peroxidase-hydrolase cascade to augment the lifetime and the mechanical properties of the catalytic state.

Synthesis of Imidazole and Histidine-Derived Cross-Linkers as Analogues of GOLD and Desmosine

Amino acid derivatives with a central cationic heterocyclic core (e.g., imidazolium) are biologically relevant cross-linkers of proteins and advanced glycation end (AGE) products. Here, imidazolium-containing cross-linkers were synthesized from imidazole or histidine by N-alkylation employing aspartate- and glutamate-derived mesylates as key step. Biological investigations were carried out to probe the biocompatibility of these compounds.