4399-40-0

Basic information

• Product Name: PTH-LEUCINE
• Synonyms: PTH-DL-LEUCINE;PTH-LEUCINE;PTH-L-LEUCINE;PHENYLTHIOHYDANTOIN-LEUCINE;5-ISOBUTYL-3-PHENYL-2-THIOHYDANTOIN;PTH-DL-Leucine Phenylthiohydantoin-DL-leucine;5-(2-methylpropyl)-3-phenyl-2-thioxoimidazolidin-4-one;1-Phenyl-2-thioxo-4-isobutylimidazolidine-5-one
• CAS NO: 4399-40-0
• Molecular Formula: C₁₃H₁₆N₂OS
• Molecular Weight: 248.34
• EINECS: 224-529-3
• Product Categories: Amino Acids;Amino Acids (N-Protected);Biochemistry;PTH-Amino Acids;Protein Sequencing;Protein Structural Analysis;Reagents for Protein Sequencing
• Mol File: 4399-40-0.mol
• Article Data: 7

Chemical Properties

• Melting Point: 180 °C
• Boiling Point: 338.1oC at 760 mmHg
• Flash Point: 158.3oC
• Appearance: /
• Density: 1.21g/cm3
• Vapor Pressure: 0.0001mmHg at 25°C
• Refractive Index: 1.621
• Storage Temp.: −20°C
• CAS DataBase Reference: PTH-LEUCINE(CAS DataBase Reference)
• NIST Chemistry Reference: PTH-LEUCINE(4399-40-0)
• EPA Substance Registry System: PTH-LEUCINE(4399-40-0)

Safety Data

• WGK Germany: 3
• Hazardous Substances Data: 4399-40-0(Hazardous Substances Data)

Usage

General Description

PTH-Leucine, also known as Parathyroid Hormone-Leucine, is a synthetic peptide analog of the parathyroid hormone. It is composed of the first 34 amino acids of the parathyroid hormone with the replacement of the natural leucine at position 34 with a d-amino acid. PTH-Leucine is being studied for its potential use in treating bone-related disorders such as osteoporosis. It has been shown to have a longer half-life and greater potency compared to the natural parathyroid hormone, making it a promising candidate for the development of new therapies for bone diseases. Additionally, PTH-Leucine has demonstrated an ability to promote bone formation and increase bone density, highlighting its potential as a therapeutic agent for patients with bone-related conditions.

InChI:InChI=1/C13H16N2OS/c1-9(2)8-11-12(16)15(13(17)14-11)10-6-4-3-5-7-10/h3-7,9,11H,8H2,1-2H3,(H,14,17)

Upstream product

• 86860-47-1 (S)-2-anilino-4-isobutyl-4H-thiazol-5-one; hydrochloride 
• 61-90-5 L-leucine 
• 103-72-0 phenyl isothiocyanate 
• 328-39-2 LEUCINE 
• 701-73-5 methyl N-phenyldithiocarbamate 
• 7647-01-0 hydrogenchloride 
• 123-91-1 1,4-dioxane 
• 4337-37-5 Leucyl-glycyl-glycin 
• 67-64-1 acetone 
• 13139-15-6 Boc-DL-Leu-OH 
• 85915-91-9 2-(2'-Methylpropyl)-5-phenylthiohydantoic acid 
• 85915-91-9 phenylthiocarbamoyl-L-leucine 

Downstream Products

• 1196862-72-2 5-isobutyl-3-phenyl-4-imidazolidone 

Relevant articles and documents

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Asymmetric Synthesis of Adjacent Tri- and Tetrasubstituted Carbon Stereocenters: Organocatalytic Aldol Reaction of an Hydantoin Surrogate with Azaarene 2-Carbaldehydes

A bifunctional amine/squaramide catalyst promoted direct aldol addition of an hydantoin surrogate to pyridine 2-carbaldehyde N-oxides to afford adducts bearing two vicinal tertiary/quaternary carbons in high diastereo- and enantioselectivity (d.r. up to >20:1; ee up to 98 %) is reported. Acid hydrolysis of adducts followed by reduction of the N-oxide group yields enantiopure carbinol-tethered quaternary hydantoin-azaarene conjugates with densely functionalized skeletons. DFT studies of the potential energy surface (B3LYP/6–31+G(d)+CPCM (dichloromethane)) of the reaction correlate the activity of different catalysts and support an intramolecular hydrogen-bond-assisted activation of the squaramide moiety in the transition state of the catalytic reaction.

Microwave assisted synthesis of 1,3,4-oxadiazole/thiohydantoin hybrid derivatives via dehydrative cycliztion of semicarbazide

A series of compounds containing both 1,3,4-oxadiazole and thiohydantoin were synthesized as a promising scaffold for application in medicinal chemistry. The key step of the synthesis is a microwave-assisted cyclization of semicarbazides possessing a thiohydantoin moiety at one of the acyl termini using POCl3 as a dehydrating reagent. A wide range of semicarbazides were prepared through the substitution of hydrazides with an N-acylated thiohydantoin derived from the cyclization of the corresponding isothiocyanate with an amino acid and subsequent N-acylation of the resultant thiohydrantion. Consequently, the 58 number of 1,3,4-oxadiazole derivatives having a thiohydantoin substituent were prepared in good overall yields. Thiohydantoin 134-Oxadiazole Semicarbazide Microwave Amino acid Acknowledgments. This research was conducted under the Industrial Infrastructure Program for Fundamental Technologies and Institute for Advancement of Technology through the Inter-ER Cooperation Projects (R0002016) which are funded by the Ministry of Trade, Industry & Energy, Korea to YDG and Open Translational Research Center for Innovative Drug (2012M3A9C1053532) which are funded by National Research Foundation of Korea.

CHIRAL ANALYSIS OF THE REACTION STAGES IN THE EDMAN METHOD FOR SEQUENCING PEPTIDES

Chiral isothiocyanate reagents suitable for 'Edman sequencing' have been synthesised and used to assess the chiral features of individual stages in the Edman method.Using h.p.l.c. analysis of the diastereoisomeric thiohydantoins obtained, it has been deduced that the cyclisation and cleavage of thiazolinone step is the likely source of racemisation of the chiral centre derived from the N-terminal amino acid.