N-(N-(N-Glycylglycyl)-L-phenylalanyl)-L-leucine

Base Information

• Chemical Name: N-(N-(N-Glycylglycyl)-L-phenylalanyl)-L-leucine
• CAS No.: 60254-83-3
• Molecular Formula: C19H28 N4 O5
• Molecular Weight: 392.455
• Hs Code.: 2924299090
• Nikkaji Number: J371.903K
• ChEMBL ID: CHEMBL3809116
• Mol file: 60254-83-3.mol

Synonyms:1-de-Tyr-Leu-enkephalin;des-Tyr-LE;enkephalin-Leu, des-Tyr(1)-;enkephalin-Leu, des-Tyr(1)-, monoacetate all, (L)-isomer;enkephalin-Leu, des-tyrosine(1)-;GGFL;Leu-enkephalin, des-Tyr(1)-;leucine-enkephalin, des-Tyr(1)-

Chemical Property of N-(N-(N-Glycylglycyl)-L-phenylalanyl)-L-leucine

Chemical Property:

• Vapor Pressure: 6.3E-26mmHg at 25°C
• Boiling Point: 784.6°C at 760 mmHg
• PKA: 3.39±0.10(Predicted)
• Flash Point: 428.3°C
• PSA: 150.62000
• Density: 1.222g/cm³
• LogP: 1.27730
• Storage Temp.: -15°C
• XLogP3: -1.9
• Hydrogen Bond Donor Count: 5
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 11
• Exact Mass: 392.20597001
• Heavy Atom Count: 28
• Complexity: 546

Purity/Quality:

99% ^*data from raw suppliers

(Des-Tyr1)-Leu-Enkephalin ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)CC(C(=O)O)NC(=O)C(CC1=CC=CC=C1)NC(=O)CNC(=O)CN
• Isomeric SMILES: CC(C)C[C@@H](C(=O)O)NC(=O)[C@H](CC1=CC=CC=C1)NC(=O)CNC(=O)CN

Technology Process of N-(N-(N-Glycylglycyl)-L-phenylalanyl)-L-leucine

There total 7 articles about N-(N-(N-Glycylglycyl)-L-phenylalanyl)-L-leucine 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:

phospho-Tyr-Gly-Gly-Phe-Leu-OH (129785-81-5) → Leu-enkephalin (58822-25-6) + O-phosphono-L-tyrosine (21820-51-9) + [des-tyr1]-leucine enkephalin (60254-83-3)

Guidance literature:

With aminopeptidase M (EC_3.4.11.2); 2-amino-2-hydroxymethyl-1,3-propanediol; at 37 ℃; for 1h; pH=7.02; Kinetics;

DOI:10.1016/0024-3205(96)00057-4

Reference yield:

leucine enkephalin acetate (81678-16-2) → L-phenylalanine (63-91-2,25191-15-5,658-69-5,67675-33-6) + YG (673-08-5) + L-Phe-Leu (3303-55-7) + tyrosylglycylglycine (21778-69-8) + L-tyrosine (60-18-4,18875-48-4,25619-78-7,30704-25-7) + [des-tyr1]-leucine enkephalin (60254-83-3)

Guidance literature:

In water; at 37 ℃; for 6h; Product distribution; Rate constant; enzymes: leucine aminopeptidase , carboxypeptidase B; degradation in extracts of various mucosae (nasal, rectal, vaginal); female White Albino rabbits; different inhibitors (amastatin, thimerosal, thiorphan); pH=5-8;

DOI:10.1002/jps.2600821124

Reference yield:

BOC-glycine (4530-20-5) → [des-tyr1]-leucine enkephalin (60254-83-3)

Guidance literature:

With 1H-imidazole; polymer-bound 4-hydroxy-3-nitrobenzophenone,DCC; triethylamine; N-ethyl-N,N-diisopropylamine; dicyclohexyl-carbodiimide; Yield given. Multistep reaction; 1.) CH₂Cl₂, THF, 1 H, 25 deg C, -10 -0 deg C,10 h; 2.) 0 deg C, CH₂Cl₂, 24 h;

DOI:10.1021/ja00300a029

upstream raw materials:

leucine enkephalin acetate

BOC-glycine

phospho-Tyr-Gly-Gly-Phe-Leu-OH

N-benzyloxycarbonyl-glycyl-glycyl-(S)phenylalanyl-(S)leucine methyl ester

Downstream raw materials:

L-phenylalanine

H-Gly-Gly-L-Phe(4-I)-L-Leu-OH