Gly-pro-gly-gly

Base Information

• Chemical Name: Gly-pro-gly-gly
• CAS No.: 13054-03-0
• Molecular Formula: C11H18 N4 O5
• Molecular Weight: 286.288
• NSC Number: 89624
• Mol file: 13054-03-0.mol

Synonyms:Gly-Pro-Gly-Gly;glycyl-prolyl-glycyl-glycine;T-GPGG

Chemical Property of Gly-pro-gly-gly

Chemical Property:

• Vapor Pressure: 1.43E-24mmHg at 25°C
• Boiling Point: 749.3°Cat760mmHg
• Flash Point: 407°C
• PSA: 141.83000
• Density: 1.397g/cm³
• LogP: -1.32690
• Storage Temp.: −20°C
• XLogP3: -4.7
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 6
• Exact Mass: 286.12771969
• Heavy Atom Count: 20
• Complexity: 412

Purity/Quality:

99%+, ^*data from raw suppliers

Gly-Pro-Gly-Gly ^*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: C1CC(N(C1)C(=O)CN)C(=O)NCC(=O)NCC(=O)O

Technology Process of Gly-pro-gly-gly

There total 6 articles about Gly-pro-gly-gly 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:

1,2-dipalmitoyl-rac-glycero-3-phosphatidylcholine (2644-64-6,2797-68-4) + bee-venom phospholipase A2 + 1-palmitoyl-2-(Gly-Pro-Gly-Gly)-sn-glycero-3-phosphocholine hydrochloride → 1-palmitoyl-sn-glycero-3-phosphocholine (17364-16-8,17364-17-9,17364-18-0,14863-27-5) + H-Gly-Pro-Gly-Gly-OH (13054-03-0)

Guidance literature:

1,2-dipalmitoyl-rac-glycero-3-phosphatidylcholine; 1-palmitoyl-2-(Gly-Pro-Gly-Gly)-sn-glycero-3-phosphocholine hydrochloride; With calcium chloride; In aq. buffer; at 40 ℃; for 0.25h; pH=8.5;

bee-venom phospholipase A₂; In aq. buffer; at 40 ℃; for 1.5h; Enzymatic reaction;

DOI:10.1016/j.chemphyslip.2014.06.001

Reference yield:

(S)-1-(2-tert-butoxycarbonylaminoacetyl)pyrrolidine-2-carboxylic acid benzyl ester (29776-78-1) → H-Gly-Pro-Gly-Gly-OH (13054-03-0)

Guidance literature:

Multi-step reaction with 4 steps

1: H₂ / 10percent Pd/charcoal

2: dicyclohexylcarbodiimide, 1-hydroxybenzotriazole

3: H₂ / 10percent Pd/charcoal

4: HCl / dioxane

With hydrogenchloride; hydrogen; benzotriazol-1-ol; dicyclohexyl-carbodiimide; palladium on activated charcoal; In 1,4-dioxane;

Reference yield:

(S)-1-(2-(tert-butoxycarbonylamino)acetyl)pyrrolidine-2-carboxylic acid (14296-92-5) → H-Gly-Pro-Gly-Gly-OH (13054-03-0)

Guidance literature:

Multi-step reaction with 3 steps

1: dicyclohexylcarbodiimide, 1-hydroxybenzotriazole

2: H₂ / 10percent Pd/charcoal

3: HCl / dioxane

With hydrogenchloride; hydrogen; benzotriazol-1-ol; dicyclohexyl-carbodiimide; palladium on activated charcoal; In 1,4-dioxane;

upstream raw materials:

t-BuOCO-Gly-L-Pro-Gly-Gly-OH

(S)-1-(2-tert-butoxycarbonylaminoacetyl)pyrrolidine-2-carboxylic acid benzyl ester

(S)-1-(2-(tert-butoxycarbonylamino)acetyl)pyrrolidine-2-carboxylic acid

H-Pro-OBzl

Refernces

• 1、 Pettit, Leslie D.,Steel, Ian,Formicka-Kozlowska, Grazyna,Tatarowski, Tomasz,Bataille, Michael. "The L-Proline Residue as a 'Break-point' in Metal - Peptide Systems". . p. 535 - 540. Retrieved 2007/10/02.