Leucine enkephalinamide

Base Information

• Chemical Name: Leucine enkephalinamide
• CAS No.: 60117-24-0
• Molecular Formula: C28H38 N6 O6
• Molecular Weight: 554.646
• NSC Number: 351912
• DSSTox Substance ID: DTXSID60975548
• Mol file: 60117-24-0.mol

Synonyms:enkephalinamide, Leu-;enkephalinamide-Leu;Leu-enkephalinamide;leucine enkephalinamide

Chemical Property of Leucine enkephalinamide

Chemical Property:

• Appearance/Colour: White powder
• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 123-126 °C
• Boiling Point: 1012.8 °C at 760 mmHg
• PKA: 9.97±0.15(Predicted)
• Flash Point: 566.3 °C
• Density: 1.254 g/cm³
• Storage Temp.: −20°C
• XLogP3: 0.7
• Hydrogen Bond Donor Count: 7
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 15
• Exact Mass: 554.28528295
• Heavy Atom Count: 40
• Complexity: 854

Purity/Quality:

99% ^*data from raw suppliers

[Leu5]-Enkephalin,amide 99.44% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC(C)CC(C(=O)N)NC(=O)C(CC1=CC=CC=C1)NC(=O)CNC(=O)CNC(=O)C(CC2=CC=C(C=C2)O)N

Technology Process of Leucine enkephalinamide

There total 37 articles about Leucine enkephalinamide which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 91.0%

Tyr(2,6Cl2Bzl)-Gly-Gly-Phe-Leu-NH2 hydrochloride → H-Tyr-Gly-Gly-Phe-Leu-NH2 (60117-24-0)

Guidance literature:

With formic acid; hydrogen; palladium on activated charcoal; In methanol;

DOI:10.1016/S0960-894X(02)00847-8

Reference yield: 86.0%

N-(fluoren-9-ylmethoxycarbonyl)glycine (29022-11-5) + Fmoc-Leu-OH (35661-60-0) + N-Fmoc L-Phe (35661-40-6) + Fmoc-Tyr(tBu)-OH (71989-38-3,118488-18-9,204384-67-8) → H-Tyr-Gly-Gly-Phe-Leu-NH2 (60117-24-0)

Guidance literature:

Multistep reaction.;

DOI:10.1016/j.tet.2003.12.036

Reference yield: 72.0%

Tyr-Gly-Gly-Phe-Leu-NH2*HCOOH (79396-89-7) → H-Tyr-Gly-Gly-Phe-Leu-NH2 (60117-24-0)

Guidance literature:

With sodium hydrogencarbonate; In water; for 0.5h;

upstream raw materials:

Tyr-Gly-Gly-Phe-Leu-NH₂*HCOOH

N-Trt-Leucin-Enkephalinamid

N-(fluoren-9-ylmethoxycarbonyl)glycine

Fmoc-Leu-OH

Downstream raw materials:

L-Phe-L-Met-NH₂ formate

H-L-Leu-NH₂

L-tyrosylglycylglycyl-L-phenylanine

benzyl N-((1S)-2-[(1S)-1-(aminocarbonyl)-3-(methylsulfanyl)propyl]amino-1-benzyl-2-oxoethyl)carbamate

Refernces

• 1、 Hojo, Keiko,Maeda, Mitsuko,Kawasaki, Koichi. "2-(4-Sulfophenylsulfonyl)ethoxycarbonyl group: A new water-soluble N-protecting group and its application to solid phase peptide synthesis in water". . p. 9293 - 9295. Retrieved 2004.
• 2、 Grepl, Martin,P?ibylka, Adam,Pastorek, Milan,Schütznerová, Eva P?ibylka. "The application of anisole in greener solid-phase peptide synthesis protocols – Compatibility with green bases in Fmoc removal and new green binary mixture for coupling". supporting information. . Retrieved 2021/09/30.
• 3、 Davis, Ryan A.,Drake, Chris,Ippisch, Robin C.,Moore, Melissa,Sutcliffe, Julie L.. "Fully automated peptide radiolabeling from [18F]fluoride". . p. 8638 - 8649. Retrieved 2019/03/21.