H-Ile-gly-OH

Base Information

• Chemical Name: H-Ile-gly-OH
• CAS No.: 868-28-0
• Molecular Formula: C8H16 N2 O3
• Molecular Weight: 188.227
• DSSTox Substance ID: DTXSID301316190
• Nikkaji Number: J265.924G
• Wikidata: Q27144379
• Metabolomics Workbench ID: 78843
• ChEMBL ID: CHEMBL301979
• Mol file: 868-28-0.mol

Synonyms:H-ILE-GLY-OH;868-28-0;L-isoleucylglycine;ile-gly;L-Isoleucyl-glycine;Isoleucyl-Glycine;CHEMBL301979;CHEBI:74066;2-((2S,3S)-2-Amino-3-methylpentanamido)acetic acid;Ile-Gly-OH;2-[(2S,3S)-2-amino-3-methylpentanamido]acetic acid;L-Ile-Gly;N-L-Isoleucylglycine;SCHEMBL8728266;DTXSID301316190;Ig;BDBM50407434;MFCD00037777;HY-W047902;AS-56429;CS-0099850;Q27144379;2-[[(2S,3S)-2-amino-3-methylpentanoyl]amino]acetic acid

Chemical Property of H-Ile-gly-OH

Chemical Property:

• PSA: 92.42000
• LogP: 0.65180
• Storage Temp.: -15°C
• XLogP3: -2.3
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 5
• Exact Mass: 188.11609238
• Heavy Atom Count: 13
• Complexity: 194

Purity/Quality:

99% ^*data from raw suppliers

Ile-Gly-OH ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCC(C)C(C(=O)NCC(=O)O)N
• Isomeric SMILES: CC[C@H](C)[C@@H](C(=O)NCC(=O)O)N
• Uses: H-ILE-GLY-OH is used for masking unpleasant tastes of Amino Acids and peptides.

Technology Process of H-Ile-gly-OH

There total 4 articles about H-Ile-gly-OH 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: 83.9%

(S)-4-((S)-sec-butyl)oxazolidine-2,5-dione (5860-63-9,45895-88-3,45895-89-4,45895-90-7,51829-75-5,338796-38-6) + L-Glycin (56-40-6,18875-39-3,25718-94-9) → isoleucyl‐glycine (868-28-0) + N-carbamoylglycine (462-60-2)

Guidance literature:

With potassium hydroxide; potassium borate buffer; In water; at 3 ℃; pH 10.2;

Reference yield: 83.9%

(S)-4-((S)-sec-butyl)oxazolidine-2,5-dione (5860-63-9,45895-88-3,45895-89-4,45895-90-7,51829-75-5,338796-38-6) + L-Glycin (56-40-6,18875-39-3,25718-94-9) → L-isoleucine (73-32-5,959215-79-3,18875-42-8) + isoleucyl‐glycine (868-28-0) + N-carbamoylglycine (462-60-2)

Guidance literature:

With water; potassium hydroxide; potassium borate buffer; at 3 ℃; Product distribution; effect of use of various amino acid and NCA with various concentrations; effect of use various temp.; extent of hydrolysis;

Reference yield:

phenyl isothiocyanate (103-72-0) + Ac-Ala-DAPA-Ile-Gly-OH (121574-53-6) → isoleucyl‐glycine (868-28-0) + (S)-2-Acetylamino-N-((S)-6-oxo-2-phenylamino-5,6-dihydro-4H-[1,3]thiazin-5-yl)-propionamide

Guidance literature:

With N-ethylmorpholine;; acetic acid; In ethanol; at 37 ℃; for 2.5h; Product distribution; other reagents, other times, other temp.;

DOI:10.1021/ja00199a049

upstream raw materials:

(S)-4-((S)-sec-butyl)oxazolidine-2,5-dione

L-Glycin

phenyl isothiocyanate

Ac-Ala-DAPA-Ile-Gly-OH

Downstream raw materials:

D-Isoleucine

glycine

Fmoc-Ile-Gly-OH

Refernces

• 1、 Kircher, K.,Berndt, H.,Zahn, H.. "Peptides 119. - Peptide Synthesis with N-Carboxy-α-amino Acid Anhydrides". . p. 275 - 284. Retrieved 2007/10/02.