N-Isovaleroylglycine

Base Information

• Chemical Name: N-Isovaleroylglycine
• CAS No.: 16284-60-9
• Molecular Formula: C7H13NO3
• Molecular Weight: 159.185
• Hs Code.: 2924199090
• European Community (EC) Number: 809-162-4
• UNII: C8D4ZN9HT6
• DSSTox Substance ID: DTXSID00338092
• Nikkaji Number: J208.633F
• Wikidata: Q27139231
• Metabolomics Workbench ID: 37362
• Mol file: 16284-60-9.mol

Synonyms:N-isovalerylglycine

Chemical Property of N-Isovaleroylglycine

Chemical Property:

• Vapor Pressure: 1.5E-06mmHg at 25°C
• Melting Point: 105°C
• Refractive Index: 1.458
• Boiling Point: 371.8°Cat760mmHg
• PKA: 3.58±0.10(Predicted)
• Flash Point: 178.7°C
• PSA: 66.40000
• Density: 1.097g/cm³
• LogP: 0.62420
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility.: DMSO (Slightly), Methanol (Slightly)
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 159.08954328
• Heavy Atom Count: 11
• Complexity: 154

Purity/Quality:

98%,99%, ^*data from raw suppliers

N-Iso Valerylglycine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36
• Safety Statements: 22-24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)CC(=O)NCC(=O)O
• Description: Isovaleroylglycine is a compound found in the urine of patients with isovaleric acidemia, a disorder created by defective leucine metabolism due to a deficiency in the isovaleryl coenzyme A dehydrogenase. It has been used as a diagnostic tool in the diagnosis of various acidemias and mitochondrial fatty acid β-oxidation defects.
• Uses: N-Isovalerylglycine is a useful diagnostic tool in the diagnosis of many organic acidemias and mitochondrial fatty acid β-oxidation defects. N-Isovalerylglycine is found in the urine of patients with isovaleric acidemia, an inborn error of leucine metabolism. N-Isovalerylglycine is a useful diagnostic tool in the diagnosis of many organic acidemias and mitochondrial fatty acid β-oxidation defects. N-Isovalerylglycine is found in the urine of patients with isovaleric acidemia, an inborn error of leucine metabolism.

Technology Process of N-Isovaleroylglycine

There total 4 articles about N-Isovaleroylglycine 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:

glycine (56-40-6,18875-39-3,25718-94-9) + isovaleryl-CoA (6244-91-3) → N-isovaleryl glycine (16284-60-9) + coenzyme A (85-61-0)

Guidance literature:

With bovine liver glycine N-acyltransferase; at 30 ℃; pH=8; Reagent/catalyst; Kinetics; aq. buffer; Enzymatic reaction;

DOI:10.1124/dmd.111.041657

Reference yield:

3-methylbutyric acid (503-74-2) + glycine (56-40-6,18875-39-3,25718-94-9) → N-isovaleryl glycine (16284-60-9)

Guidance literature:

Multistep reaction; (i) SOCl₂, (ii) /BRN= 635782/, aq. NaOH;

DOI:10.1002/bms.1200061007

Reference yield:

glycine (56-40-6,18875-39-3,25718-94-9) + isopentanoyl chloride (108-12-3) → N-isovaleryl glycine (16284-60-9)

Guidance literature:

With sodium hydroxide;

upstream raw materials:

glycine

isopentanoyl chloride

3-methylbutyric acid

isovaleryl-CoA

Refernces

• 1、 Badenhorst, Christoffel P. S.,Jooste, Maritza,Van Dijk, Alberdina A.. "Enzymatic characterization and elucidation of the catalytic mechanism of a recombinant bovine glycine N-acyltransferase". experimental part. p. 346 - 352. Retrieved 2012/06/30.
• 2、 Gregersen,Keiding,Kolvraa. "N-Acylglycines: Gas chromatographic mass spectrometric identification and determination in urine by selected ion monitoring". . p. 439 - 443. Retrieved 2007/10/05.