Yggfl

Base Information

• Chemical Name: Yggfl
• CAS No.: 58822-25-6
• Molecular Formula: C28H37 N5 O7
• Molecular Weight: 569.658
• NSC Number: 350588
• Wikidata: Q27080195
• Mol file: 58822-25-6.mol

Synonyms:5 Leucine Enkephalin;5-Leucine Enkephalin;Enkephalin, 5-Leucine;Enkephalin, Leucine;Leu Enkephalin;Leu(5)-Enkephalin;Leu-Enkephalin;Leucine Enkephalin

Chemical Property of Yggfl

Chemical Property:

• Appearance/Colour: White lyophilized powder
• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 130-133 °C
• Boiling Point: 998.8 °C at 760 mmHg
• PKA: 3.40±0.10(Predicted)
• Flash Point: 557.8 °C
• PSA: 199.95000
• Density: 1.274 g/cm³
• LogP: 2.10130
• Storage Temp.: −20°C
• Solubility.: ≥54.6 mg/mL in H2O; ≥54.8 mg/mL in EtOH; ≥55.6 mg/mL in DMSO
• Water Solubility.: Soluble in water (1 mg/ml ).
• XLogP3: -2.3
• Hydrogen Bond Donor Count: 7
• Hydrogen Bond Acceptor Count: 8
• Rotatable Bond Count: 15
• Exact Mass: 555.26929854
• Heavy Atom Count: 40
• Complexity: 854

Purity/Quality:

99% ^*data from raw suppliers

[Leu5]-Enkephalin ^*data from reagent suppliers

Safty Information:

• Safety Statements: 22-24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC(C)CC(C(=O)O)NC(=O)C(CC1=CC=CC=C1)NC(=O)CNC(=O)CNC(=O)C(CC2=CC=C(C=C2)O)N
• Uses: Endogenous opioid neurotransmitter/neuromodulator that is an agonist at ? and δ opioid receptors, localization in brain parallels the localization of δ receptors.

Technology Process of Yggfl

There total 153 articles about Yggfl 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: 96.0%

benzyl ester of N-benzyloxycarbonyl-O-benzyltyrosylglycylglycylphenylalanylleucine (74974-13-3) → Leu-enkephalin (58822-25-6)

Guidance literature:

With hydrogen; palladium on activated charcoal; In acetic acid; for 6h;

DOI:10.1007/BF00597660

Reference yield: 95.0%

N-tert-butoxycarbonyl-L-leucine (13139-15-6,53296-34-7) + N-(fluoren-9-ylmethoxycarbonyl)glycine (29022-11-5) + N-Fmoc L-Phe (35661-40-6) + Fmoc-Tyr(tBu)-OH (71989-38-3,118488-18-9,204384-67-8) → Leu-enkephalin (58822-25-6)

Guidance literature:

N-tert-butoxycarbonyl-L-leucine; at 50 ℃; Ionic liquid; Inert atmosphere;

With water; sodium hydroxide; In tetrahydrofuran;

N-(fluoren-9-ylmethoxycarbonyl)glycine; N-Fmoc L-Phe; Fmoc-Tyr(tBu)-OH; Temperature; Further stages;

Reference yield: 94.3%

methyl (L)-leucinate hydrochloride (7517-19-3) + methyl (2S)-2-amino-3-phenylpropanoate hydrochloride (7524-50-7) + L-tyrosine methyl ester HCl (3417-91-2) + methoxycarbonylmethylamine (616-34-2) → Leu-enkephalin (58822-25-6)

Guidance literature:

L-tyrosine methyl ester HCl; at 50 ℃; Ionic liquid; Inert atmosphere;

With trifluoroacetic acid;

methyl (L)-leucinate hydrochloride; methyl (2S)-2-amino-3-phenylpropanoate hydrochloride; methoxycarbonylmethylamine; Temperature; Further stages;

upstream raw materials:

O-benzyl-N-tert-butoxycarbonyl-L-tyrosine

Glycyl-glycyl-(S)-phenylalanyl-(S)-leucinmethylesterhydrochlorid

N-tert-butyloxycarbonyl-L-tyrosyl-glycyl-glycyl-L-phenylalanyl-L-leucine

glycine ethyl ester hydrochloride

Downstream raw materials:

Q-Tyr-Gly-Gly-Phe-Leu-OH

FMOC-L-Tyr-Gly-Gly-L-Phe-L-Leu-OH

Tert-butyloxycarbonylmethionyl-tyrosyl-glycyl-glycyl-phenylalanyl-leucine

acetyl leucine enkephalin

Refernces

• 1、 Gudmundsson, Olafur S.,Pauletti, Giovanni M.,Wang, Wei,Shan, Daxian,Zhang, Huijuan,Wang, Binghe,Borchardt, Ronald T.. "Coumarinic acid-based cyclic prodrugs of opioid peptides that exhibit metabolic stability to peptidases and excellent cellular permeability". . p. 7 - 15. Retrieved 1999.
• 2、 Galanis, Athanassios S.,Albericio, Fernando,Grotli, Morten. "Solid-phase peptide synthesis in water using microwave-assisted heating". . p. 4488 - 4491. Retrieved 2009.
• 3、 Fujiwara, Suzuko,Hojo, Keiko,Inai, Hoshito,Manabe, Yuki,Tsuda, Yuko. "Environmentally Conscious In-Water Peptide Synthesis Using Boc Strategy". . . Retrieved 2022/01/24.
• 4、 Avrutina, Olga,Knauer, Sascha,Koch, Niklas,Kolmar, Harald,Meusinger, Reinhard,Uth, Christina. "Sustainable Peptide Synthesis Enabled by a Transient Protecting Group". supporting information. p. 12984 - 12990. Retrieved 2020/06/01.