35016-67-2

Usage

Uses

Used in Biochemical Research:
L-Histidine, N,1-bis[(phenylmethoxy)carbonyl]is used as a research compound for studying the properties and functions of L-histidine and its derivatives in biological systems. Its enhanced stability and solubility make it an ideal candidate for investigating the role of L-histidine in various biological processes.
Used in Pharmaceutical Industry as an Intermediate:
L-Histidine, N,1-bis[(phenylmethoxy)carbonyl]is used as a pharmaceutical intermediate for the synthesis of various drugs and therapeutic agents. Its unique properties, such as improved stability and solubility, can contribute to the development of more effective and safer medications.
Used in Biotechnology Industry:
L-Histidine, N,1-bis[(phenylmethoxy)carbonyl]is employed in the biotechnology industry for the production of recombinant proteins, enzymes, and other bioactive molecules. Its enhanced properties can improve the yield, purity, and functionality of these biotechnological products.
Used in Drug Development:
L-Histidine, N,1-bis[(phenylmethoxy)carbonyl]is utilized in drug development for the design and synthesis of novel therapeutic agents targeting various diseases and conditions. Its unique chemical properties can be exploited to create drugs with improved pharmacokinetics, bioavailability, and efficacy.

Upstream product

• 501-53-1 benzyl chloroformate 
• 71-00-1 L-histidine 
• 13139-17-8 N-(Benzyloxycarbonyloxy)succinimide 
• 13795-28-3 benzylpentachlorophenyl carbonate 
• 13795-24-9 benzyl 4-nitrophenyl carbonate 
• 59577-41-2 1-benzyloxycarbonyloxy-1H-benzotriazole 
• 71-00-1 D-Histidine 

Downstream Products

• 40917-50-8 1,N^α-bis-benzyloxycarbonyl-histidine methyl ester 
• 121075-15-8 N-(1,N^α-bis-benzyloxycarbonyl-L-histidyl)-glycine-methyl ester 
• 14997-58-1 N-[(benzyloxy)carbonyl]-L-histidine 
• 20531-27-5 N^α,N^im-dicarbobenzoxy-L-histidine p-nitrophenyl ester 
• 60666-46-8 N^α,N^im-dicarbobenzoxy-L-histidine pentachlorophenyl ester 
• 138846-64-7 4-((S)-2-Benzyloxycarbonylamino-2-dodecylcarbamoyl-ethyl)-imidazole-1-carboxylic acid benzyl ester 
• 103929-15-3 Di-Z-His-Leu-Met-NH₂ 
• 103929-14-2 4-[(S)-2-Benzyloxycarbonylamino-2-({[(S)-1-((S)-1-carbamoyl-3-methylsulfanyl-propylcarbamoyl)-3-methyl-butylcarbamoyl]-methyl}-carbamoyl)-ethyl]-imidazole-1-carboxylic acid benzyl ester 
• 103929-13-1 4-((S)-2-Benzyloxycarbonylamino-2-{(S)-1-[(S)-1-({[(S)-1-((S)-1-carbamoyl-3-methylsulfanyl-propylcarbamoyl)-3-methyl-butylcarbamoyl]-methyl}-carbamoyl)-2-phenyl-ethylcarbamoyl]-2-phenyl-ethylcarbamoyl}-ethyl)-imidazole-1-carboxylic acid benzyl ester 
• 40917-51-9 N^α,N^im-dicarbobenzoxy-L-histidine 2,4,5-trichlorophenyl ester 
• 200949-34-4 4-{(S)-2-Benzyloxycarbonylamino-2-[(S)-1-((R)-1-carbamoylmethyl-2-phenyl-ethylcarbamoyl)-3-methyl-butylcarbamoyl]-ethyl}-imidazole-1-carboxylic acid benzyl ester 
• 200949-49-1 4-[(S)-2-Benzyloxycarbonylamino-2-((1R,4R)-4-carbamoyl-1-isobutyl-6-methyl-heptylcarbamoyl)-ethyl]-imidazole-1-carboxylic acid benzyl ester 
• 1026124-90-2 4-{(S)-2-Benzyloxycarbonylamino-2-[(S)-1-((S)-3-carbamoyl-3,4-dihydro-1H-isoquinoline-2-carbonyl)-3-methyl-butylcarbamoyl]-ethyl}-imidazole-1-carboxylic acid benzyl ester 
• 1026255-11-7 4-{(S)-2-Benzyloxycarbonylamino-2-[(S)-1-((R)-3-carbamoyl-3,4-dihydro-1H-isoquinoline-2-carbonyl)-3-methyl-butylcarbamoyl]-ethyl}-imidazole-1-carboxylic acid benzyl ester 

Relevant academic research and scientific papers

Synthesis method of N-carbobenzoxy-L-histidine

The invention provides a synthesis method of N-carbobenzoxy-L-histidine, which comprises the following steps: step S1, enabling N-carbobenzoxy succinimide to react with L-histidine, so as to generate dicarbobenzoxy-L-histidine; and step S2, removing carbobenzoxy on an imidazolyl group in the bis (carbobenzoxy)-L-histidine, so as to obtain the N-carbobenzoxy-L-histidine. According to the synthesis method disclosed by the embodiment of the invention, N-benzyloxycarbonyloxy succinimide is used for replacing benzyl chloroformate, so that the problems that an intermediate is very sticky and is difficult to purify are solved; furthermore, the intermediate obtained by the first-step reaction is good in quality and free of unnecessary byproducts, and the second-step reaction can be carried out without purification of the first-step product, so that the process is simplified; moreover, when the carbobenzoxy group on the imidazolyl group is removed in the second step, ammonia gas is creatively adopted to replace common potassium hydroxide, sodium ethoxide and the like, the reaction condition is mild, removal of the alpha-amino protecting group can be avoided, and the problem of destroying the optical rotation of the product is avoided.

Enantiomeric bleomycin model compounds bearing long alkyl-chain

Enantiomeric bleomycin model compounds bearing long alkyl-chain were synthesized and the physicochemical properties of their metal complexes were studied. The Fe complexes of these compounds exhibited a strong DNA cleaving activity in a chiral discriminat

ONE-POT N-PROTECTION OF AMINO ACIDS

Attention is called on the extreme simple procedure for N-protection of amino acids mediated through previous silylation.Although the methodology is known, it has rather scarcely been used.Some examples show the versatility of a one-pot procedure.Selective Boc and Z- Nα-protections of His were also worked out.

EXPERIENCES IN Z-DEPROTECTION. SIMPLE PREPARATIONS OF Z-His and diZ-His.

A systematic investigation about the possibilities of removing benzyloxycarbonyl groupings in some model peptides acids that resist easy deprotection, have led to some interesting and efficient modified procedures.One-pot synthetic methods for Zα-His-OH and Zα,ZIm-His-OH are also reported.