Ala-Gly

Base Information

• Chemical Name: Ala-Gly
• CAS No.: 687-69-4
• Molecular Formula: C5H10N2O3
• Molecular Weight: 146.146
• Hs Code.: 2924199090
• European Community (EC) Number: 211-699-9
• UNII: QXQ6Y9X6ZS
• DSSTox Substance ID: DTXSID101316944
• Nikkaji Number: J79.786C
• Wikidata: Q27144089
• Metabolomics Workbench ID: 78663
• ChEMBL ID: CHEMBL94250
• Mol file: 687-69-4.mol

Synonyms:Ala-Gly;alanylglycine;alanylglycine monohydrobromide, (L)-isomer;alanylglycine, (D)-isomer;alanylglycine, (DL)-isomer;L-alanine-glycine

Chemical Property of Ala-Gly

Chemical Property:

• Melting Point: 249-255 °C
• Boiling Point: 417.4 °C at 760 mmHg
• PKA: 3.14±0.10(Predicted)
• Flash Point: 206.2 °C
• PSA: 92.42000
• Density: 1.263 g/cm³
• LogP: -0.37440
• Storage Temp.: −20°C
• XLogP3: -3.7
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 146.06914219
• Heavy Atom Count: 10
• Complexity: 146

Purity/Quality:

99%+, ^*data from raw suppliers

H-Ala-Gly-OH ^*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(=O)NCC(=O)O)N
• Isomeric SMILES: C[C@@H](C(=O)NCC(=O)O)N
• Uses: H-ALA-GLY-OH is an amino acid reagent used in the synthesis of ternary copper(II)?-?L-?dipeptide-?neocuproine complexes used in cancer treatment.

Technology Process of Ala-Gly

There total 24 articles about Ala-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: 76.0%

tetrabutylphosphonium glycinate + L-alanine methyl ester hydrochloride (2491-20-5) → alanylglycine (687-69-4)

Guidance literature:

tetrabutylphosphonium glycinate; L-alanine methyl ester hydrochloride; at 60 ℃; for 3h; Inert atmosphere;

With acetic acid; In chloroform; at 20 ℃; for 3h;

DOI:10.1002/chem.201501783

Reference yield:

PChd-L-Ala-Gly-OH → alanylglycine (687-69-4) + 2,6-di(t-butyl)-4-phenylphenol (2668-47-5)

Guidance literature:

With hydrogen; palladium on activated charcoal; In methanol; for 3h; Yield given. Yields of byproduct given;

DOI:10.1002/jlac.198219820608

Reference yield:

Gly-Gly-Ala (19729-30-7,855529-09-8) → L-alanin (56-41-7,25191-17-7,18875-37-1) + alanylglycine (687-69-4) + glycyl-L-alanine (3695-73-6,2325-50-0) + glycine (56-40-6,18875-39-3,25718-94-9) + (S)-3-methyl-2,5-piperazinedione (4526-77-6)

Guidance literature:

With [D]-sodium hydroxide; Zr-MOF-808; In water-d2; at 60 ℃; Kinetics;

DOI:10.1021/jacs.8b01902

upstream raw materials:

N-(2-bromo-propionyl)-glycine

Cbz-L-ala-L-gly-Cbz

N-benzyloxycarbonyl-L-alanylglycine

Trt-Ala-Gly-OH

Downstream raw materials:

C₉H₁₇N₂O₄

C₉H₁₇N₃O₄^(1-)

DL-5-methyl-3-<4-<(2S)-Fmocamino-2-methoxycarbonylethyl>phenyl>-2-thiohydantoin

N-tert.-Butyloxycarbonyl-S-trityl-L-cysteinyl-S-diphenylmethyl-L-cysteinyl-alanyl-glycin

Refernces

• 1、 Ly, Hong Giang T.,Fu, Guangxia,Kondinski, Aleksandar,Bueken, Bart,De Vos, Dirk,Parac-Vogt, Tatjana N.. "Superactivity of MOF-808 toward Peptide Bond Hydrolysis". . p. 6325 - 6335. Retrieved 2018/05/14.
• 2、 Liu, Zhijian,Yasuda, Nobuyoshi,Simeone, Michael,Reamer, Robert A.. "N -boc deprotection and isolation method for water-soluble zwitterionic compounds". . p. 11792 - 11796. Retrieved 2015/02/19.