14723-87-6

Usage

Uses

Used in Pharmaceutical Research and Drug Discovery:
L-Leucine, 2-phenylhydrazide is used as a building block for the synthesis of peptidomimetics and other biologically active compounds, contributing to the development of new drugs and therapeutic agents. Its ability to modify the properties of peptides and proteins makes it a valuable tool in pharmaceutical research.
Used in Chemical Synthesis:
L-Leucine, 2-phenylhydrazide is used as a chemical probe to study the structure and function of biological molecules. The phenylhydrazide group allows for the exploration of various chemical reactions and interactions, providing insights into the underlying mechanisms of biological processes.
Used in Protein and Peptide Modification:
L-Leucine, 2-phenylhydrazide is used as a modifier for peptides and proteins, potentially enhancing their stability, solubility, or biological activity. This can lead to the development of improved therapeutic agents or diagnostic tools in the field of biotechnology.

Upstream product

• 3242-70-4 Z-Leu-NHNHPh 
• 7517-19-3 methyl (L)-leucinate hydrochloride 
• 100-63-0 phenylhydrazine 
• 17790-87-3 Boc-Leu-NHNHPh 
• 13139-15-6 N-tert-butoxycarbonyl-L-leucine 
• 59-88-1 phenylhydrazine hydrochloride 

Downstream Products

• 61-90-5 L-leucine 
• 2666-93-5 (S)-Leu-OMe 
• 125705-43-3 Cbz-ΔGlu(OMe)-Leu-NHNHPh 
• 116097-81-5 Z-Asp(OCH₃)-Leu-NH-NH-Ph 

Relevant academic research and scientific papers

Synthesis of new chiral bis-imidazolidin-4-ones: Comparison between the classic method and green chemistry conditions

Novel bis-imidazolidin-4-ones were synthesized in moderate to good yields through the cyclocondensation of o-, m-and p-phthalaldehydes with various substituted phenylhydrazides. These nitrogenated cyclic compounds were prepared via green chemistry conditi

Green synthesis of new chiral 1-(arylamino)imidazo-[2,1-a]isoindole-2,5-diones from the corresponding α-amino acid arylhydrazides in aqueous medium

New chiral 1-(arylamino)imidazo[2,1-a]isoindole-2,5-dione derivatives were obtained in good to excellent yields via the cyclocondensation of 2-formylbenzoic acid and various α-amino acid arylhydrazides using water as the solvent in the presence of sodium

Enantiopure Schiff bases of amino acid phenylhydrazides: Impact of the hydrazide function on their structures and properties

A rapid and eco-friendly synthesis of new enantiopure Schiff bases 5a-e was performed from various α-amino acid phenylhydrazides and 2-hydroxynaphthaldehyde using microwave or ultrasound irradiation in yields ranging from 57 to 75%. These imines were char

Stereocontrolled Total Synthesis of Muraymycin D1 Having a Dual Mode of Action against Mycobacterium tuberculosis

A stereocontrolled first total synthesis of muraymycin D1 (1) has been achieved. The synthetic route is highly stereoselective, featuring (1) selective β-ribosylation of the C2-methylated amino ribose, (2) selective Strecker reaction, and (3) ring-opening

A convenient procedure for the synthesis of chiral 6,7-dihydroxy-1- phenylamino-dihydro-1H-pyrrolo[1,2-a]imidazole-2,5(3H,6H)-diones

The cyclocondensation reactions between l-α-amino acid phenylhydrazides and 2,3-O-isopropylidene-l-erythruronolactone in the presence of a catalytic amount of p-toluenesulfonic acid afforded diastereomerically pure (3S,6R,7R,7aS)-3-substituted-6,7-isoprop

Phenylhydrazide as an enzyme-labile protecting group in peptide synthesis

The enzymatic cleavage of amino acid phenylhydrazides with the enzyme tyrosinase (EC 1.14.18.1) offers a new, mild, and selective method for C-terminal deprotection of peptides. The advantages of the described methodology are the very mild oxidative removal of the protecting group at room temperature and pH 7, a high chemo- and regioselectivity, and the availability of the biocatalyst. Even in oxygen-saturated solution, the oxidation of sensitive methionine residues was not observed. These features make the methodology suitable for the synthesis of sensitive peptide conjugates. Mechanistic data suggest that the hydrolysis of the oxidized adducts proceeds by a free-radical mechanism.

New heterocycles from the reaction between some natural α-amino acid hydrazides and formaldehyde

The ring forming condensation between some natural α-amino acid phenylhydrazides (1) and aqueous formaldehyde (2) has opened a novel synthetic route to hexahydro-1,2,4-triazin-6-one derivatives (3). Polycyclic systems were obtained from the same reaction carried out with L-aspartic acid 1,4-bis(2-phenylhydrazide) (1d), L-histidine phenylhydrazide (1e) and L- tryptophan phenylhydrazide (1f) which gave perhydro-4,6-dioxo-2,8- diphenyl[1,2,4]triazino[4,5-d][1,2,4]triazepine (5) perhydro-1-oxo-3- phenylimidazo[5,4-d][1,2,4]triazino[4,5-a]pyridine (7) and 1,2,3-H-3-(2- phenylcarbazoyl)-β-carboline (8), respectively. Substrates 1 were conveniently obtained by direct reaction of phenylhydrazine with L-α-amino acid esters retaining the original chirality.