163750-77-4

Basic information

• Product Name: H-D-HIS(1-ME)-OH
• Synonyms: N-TAU-METHYL-D-HISTIDINE;N-IMIDAZOLE-1-METHYL-D-HISTIDINE;D-HISTIDINE(1-ME)-OH;H-D-HIS(N-IM-ME)-OH;H-D-HIS(TAU-ME)-OH;H-D-HIS(T-ME)-OH;H-D-HIS(1-ME)-OH;H-D-His(1-Me)-OH hydrochloride salt
• CAS NO: 163750-77-4
• Molecular Formula: C7H11N3O2
• Molecular Weight: 169.18
• Mol File: 163750-77-4.mol
• Article Data: 7

Chemical Properties

• Appearance: /
• Storage Temp.: Store at RT.
• CAS DataBase Reference: H-D-HIS(1-ME)-OH(CAS DataBase Reference)
• NIST Chemistry Reference: H-D-HIS(1-ME)-OH(163750-77-4)
• EPA Substance Registry System: H-D-HIS(1-ME)-OH(163750-77-4)

Safety Data

• Hazardous Substances Data: 163750-77-4(Hazardous Substances Data)

Usage

General Description

"H-D-HIS(1-ME)-OH" is a peptide chemical compound that consists of the amino acid histidine with a methyl group (1-ME) added to the first position. It is commonly used in the field of biochemistry and molecular biology for various research purposes. H-D-HIS(1-ME)-OH has been studied for its potential therapeutic applications, including as a potential treatment for certain diseases and conditions. Its specific structure and properties make it a valuable tool for studying the structure-function relationships of proteins and peptides, as well as for investigating the effects of amino acid modifications on biological systems. Overall, "H-D-HIS(1-ME)-OH" is an important chemical with diverse potential applications in research and medicine.

Upstream product

• 71-00-1 L-histidine 
• 74-88-4 methyl iodide 
• 83471-81-2 (S)-2-Amino-3-{5-[5-((S)-2-amino-2-carboxy-ethyl)-3-methyl-3H-imidazol-4-yldisulfanyl]-1-methyl-1H-imidazol-4-yl}-propionic acid 
• 118891-68-2 N^α-Trityl-N^τ-methyl-L-histidin 
• 124017-72-7 1-methyl<2-(3)H>-L-histidine 
• 79950-65-5 N-[(1,1-dimethylethoxy)carbonyl]-3-[(phenylmethoxy)methyl]-L-histidine 
• 90653-43-3 N(α)-benzyloxycarbonyl-N(?)-t-butoxymethyl-L-histidine methyl ester 
• 99523-88-3 N(α)-benzyloxycarbonyl-N(?)-(2-methoxyethoxy)methyl-L-histidine methyl ester 
• 99523-90-7 N(α)-benzyloxycarbonyl-N(?)-(2-trimethylsilylethoxy)methyl-L-histidine methyl ester 
• 99523-91-8 N(α)-benzyloxycarbonyl-N(τ)-(2-trimethylsilylethoxy)methyl-L-histidine methyl ester 
• 69618-95-7 (S)-7-(methoxycarbonyl)-2-methyl-5-oxo-5,6,7,8-tetrahydroimidazo[1,5-c] pyrimidin-2-ium iodide 
• 90653-42-2 N(α)-benzyloxycarbonyl-N(τ)-tert-butyloxycarbonyl-L-histidine methyl ester 
• 15545-10-5 Z-His-OMe 
• 62982-24-5 L-5-sulfanyl-1-methylhistidine 

Downstream Products

• 57519-09-2 (S)-methyl 2-amino-3-(1-methyl-1H-imidazol-4-yl)propanoate 

Relevant articles and documents

ISOLATION AND STRUCTURE OF A NEW SULPHUR-CONTAINING AMINOACID FROM SEA URCHIN EGGS

Unfertilized sea urchin eggs (Paracentrotus lividus) contain, in addition to glutathione, a new low molecular weight thiol, 1-methyl-5-thiol-L-histidine (l) which was isolated and characterized as the disulphide 2 by spectral and chemical evidence.

Immunomodulatory peptides

The invention relates to peptides derivatized with a hydrophilic polymer which, in some embodiments, bind to human FcRn and inhibit binding of the Fc portion of an IgG to an FcRn, thereby modulating serum IgG levels. The disclosed compositions and methods may be used in some embodiments, for example, in treating autoimmune diseases and inflammatory disorders. The invention also relates, in further embodiments, to methods of using and methods of making the peptides of the invention.

Metal ion - biomolecule interactions. Part 14. Methylmercury and hydrogen ion catalysis of C(2)-H isotopic exchange in 1-methylhistidine

The rate constants for detritiation from the C(2) position of 1-methyl-histidine have been determined in a series of aqueous buffers at 85 deg C.The resulting sigmoidal rate - pH profile was indicative of a mechanism involving hydroxide ion attack on the N(3)-protonated (4) and the amino protonated (5) forms of 1-methylhistidine, and dissection of the kinetic data allowed the extraction of the second-order rate constants for the two pathways, k and k'.The unusually large value of k' for a species not protonated at N(3) of the imidazole ring suggested the involvement of a kinetically eqiuvalent zwitterionic form of the substrate (7).Comparison of the rate constant k with values determined previously for closely related substrates, such as histidine, 1-methylimidazole, and imidazole, led to the use of FMO theory to explain the effect of the various structural changes, e.g., the effect of methylation and a positively charged side chain on k and k'.The addition of MeHgNO3 resulted in a decrease in the pseudo-first-order rate constant for detritiation.The rate retardation was discussed in terms of two mechanisms (Schemes 2 and 3).Analysis of the data in terms of the various metal-ion-coordinated species present under the experimental conditions showed that the reactivity of the protonated substrate greatly exceeds that of the metal-coordinated species.The difference in the catalytic ability of H(1+) vs.MeHg(1+) is discussed in terms of the extent of positive charge developed on the ligating heteroatom in the ylide (carbenoid) reaction intermediate. Keywordws: methylmercury; 1-methylhistidine; isotopic exchange; proton transfer; metal ion catalysis.