Valylglutamic acid

Base Information

• Chemical Name: Valylglutamic acid
• CAS No.: 3062-07-5
• Molecular Formula: C₁₀H₁₈N₂O₅
• Molecular Weight: 246.263
• Hs Code.: 2924199090
• Nikkaji Number: J150.482G
• Wikidata: Q27145070
• Metabolomics Workbench ID: 79042
• Mol file: 3062-07-5.mol

Synonyms:H-Val-Glu-OH;Val-Glu;3062-07-5;valylglutamic acid;(S)-2-((S)-2-Amino-3-methylbutanamido)pentanedioic acid;L-VALYL-L-GLUTAMIC ACID;L-Val-L-Glu;L-Valyl-L-Glutamate;424-59-9;Valylglutamate;Valyl-Glutamate;VE dipeptide;V-E Dipeptide;Valyl-glutamic acid;Valine Glutamate dipeptide;Valine-Glutamate dipeptide;N-L-Valyl-L-glutamic acid;SCHEMBL156084;CHEBI:75011;HY-P4662;MFCD00037298;AKOS010408433;BS-16473;CS-0655691;D81741;Q27145070;(2S)-2-[(2S)-2-AMINO-3-METHYLBUTANAMIDO]PENTANEDIOIC ACID;(2S)-2-[[(2S)-2-amino-3-methylbutanoyl]amino]pentanedioic acid

Chemical Property of Valylglutamic acid

Chemical Property:

• Melting Point: 190-194 °C
• Boiling Point: 513.0±50.0 °C(Predicted)
• PKA: 3.01±0.10(Predicted)
• PSA: 129.72000
• Density: 1.272±0.06 g/cm3(Predicted)
• LogP: 0.49510
• Storage Temp.: -15°C
• XLogP3: -3.9
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 7
• Exact Mass: 246.12157168
• Heavy Atom Count: 17
• Complexity: 303

Purity/Quality:

98%Min ^*data from raw suppliers

L-Valyl-L-glutamic acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)C(C(=O)NC(CCC(=O)O)C(=O)O)N
• Isomeric SMILES: CC(C)[C@@H](C(=O)N[C@@H](CCC(=O)O)C(=O)O)N

Technology Process of Valylglutamic acid

There total 14 articles about Valylglutamic acid 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%

Boc-Val-Glu(OH)2 → N-L-valyl-L-glutamic acid (3062-07-5)

Guidance literature:

With trifluoroacetic acid; for 8h;

DOI:10.1039/c1ob05757j

Reference yield:

(S)-N-(benzyloxycarbonyl)valine (1149-26-4) → N-L-valyl-L-glutamic acid (3062-07-5)

Guidance literature:

Multi-step reaction with 2 steps

1: dicyclohexylcarbodiimide

2: catalytic hydrogenation

With dicyclohexyl-carbodiimide;

Reference yield:

Benzyloxycarbonyl-L-valyl-L-glutaminsaeure-dibenzylester (3062-06-4) → N-L-valyl-L-glutamic acid (3062-07-5)

Guidance literature:

With hydrogen; palladium on activated charcoal; In acetic acid;

DOI:10.1246/bcsj.38.215

upstream raw materials:

Z-Val-Glu

Benzyloxycarbonyl-L-valyl-L-glutaminsaeure-dibenzylester

N--L-glutaminsaeure

dibenzyl L-glutamate

Downstream raw materials:

Val-Glu(OBzl)-OBzl

N-Z-γ-Benzyl-glutamyl-valyl-valyl-glutamic Acid

(S)-2-((S)-2-{(S)-2-[(S)-2-((S)-2,6-Bis-benzyloxycarbonylamino-hexanoylamino)-4-carboxy-butyrylamino]-3-methyl-butyrylamino}-3-methyl-butyrylamino)-pentanedioic acid

Refernces

• 1、 Naskar, Jishu,Roy, Subhasish,Joardar, Anindita,Das, Sumantra,Banerjee, Arindam. "Self-assembling dipeptide-based nontoxic vesicles as carriers for drugs and other biologically important molecules". . p. 6610 - 6615. Retrieved 2011/11/07.
• 2、 Ohyama, Satoshi,Ishibashi, Norio,Tamura, Masahiro,Nishizaki, Hiroshi,Okai, Hideo. "Synthesis of Bitter Peptides Composed of Aspartic Acid and Glutamic acid". . p. 871 - 872. Retrieved 2007/10/02.