DL-Glutamic acid-5-13C

Base Information

• Chemical Name: DL-Glutamic acid-5-13C
• CAS No.: 95388-01-5
• Molecular Formula: C₅H₉NO₄
• Molecular Weight: 149.113
• DSSTox Substance ID: DTXSID20583941
• Mol file: 95388-01-5.mol

Synonyms:DL-Glutamic acid-5-13C;95388-01-5;2-amino(513C)pentanedioic acid;Glutamic-5-13C acid(9CI);(5-~13~C)Glutamic acid;DTXSID20583941;DL-Glutamic acid-5-13C, 99 atom % 13C

Chemical Property of DL-Glutamic acid-5-13C

Chemical Property:

• Melting Point: 185 °C (dec.)(lit.)
• Refractive Index: 1.522
• PSA: 100.62000
• Density: 1.409 g/cm³
• LogP: -0.03660
• XLogP3: -3.7
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 4
• Exact Mass: 148.05651260
• Heavy Atom Count: 10
• Complexity: 145

Purity/Quality:

99% ^*data from raw suppliers

DL-GLUTAMIC ACID-5-13C 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C(CC(=O)O)C(C(=O)O)N
• Isomeric SMILES: C(C[13C](=O)O)C(C(=O)O)N

Technology Process of DL-Glutamic acid-5-13C

There total 12 articles about DL-Glutamic acid-5-13C 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: 75.0%

C4(13)CH6O5 (108395-16-0) → (5-13C)-L-Glutamic acid (81202-00-8,95388-01-5)

Guidance literature:

With 1,4-dihydronicotinamide adenine dinucleotide; ethanol; ammonium chloride; adenosine 5'-diphosphate; L-glutamic dehydrogenase; at 30 ℃; for 2h; tris-acetate buffer, pH 8.5;

Reference yield: 74.0%

C5(13)C5H13(2)H2(15)NO5 (1259016-71-1) → (2S,3S,4R)-[3,4-(2)H2;1,2,3,4,5-(13)C5;2-(15)N]glutamic acid (554428-56-7,108395-12-6,1202063-54-4,206983-94-0,95388-01-5)

Guidance literature:

C₅⁽¹³⁾C₅H₁₃⁽²⁾H₂⁽¹⁵⁾NO₅; With hydrogenchloride; In water; at 110 ℃; for 3h;

With water; sodium hydroxide; In dichloromethane; for 24h; pH=3; Cooling;

DOI:10.1021/ol1026766

Reference yield:

(2S)-[2,3,4,5,6-(13)C5;1-(15)N]N-tert-butoxycarbonyl-5-(tert-butyldimethylsilyloxymethyl)-1H-pyrrol-2(5H)-one (1259016-65-3) → (2S,3S,4R)-[3,4-(2)H2;1,2,3,4,5-(13)C5;2-(15)N]glutamic acid (554428-56-7,108395-12-6,1202063-54-4,206983-94-0,95388-01-5)

Guidance literature:

Multi-step reaction with 4 steps

1.1: palladium 10% on activated carbon; deuterium / ethyl [2]alcohol / 2 h

2.1: acetic acid / 21 h / 20 °C

3.1: sodium periodate; ruthenium trichloride / water; acetone / 5 - 20 °C

4.1: hydrogenchloride / water / 3 h / 110 °C

4.2: 24 h / pH 3 / Cooling

With hydrogenchloride; ruthenium trichloride; sodium periodate; palladium 10% on activated carbon; acetic acid; deuterium; In ethyl [2]alcohol; water; acetone;

DOI:10.1021/ol1026766

upstream raw materials:

C₄⁽¹³⁾CH₆O₅

C₈⁽¹³⁾CH₁₄O₅

C₈⁽¹³⁾CH₁₅NO₆

[¹³C]-potassium cyanide

Downstream raw materials:

(5-13C)-L-Glutamine

C₉⁽¹³⁾C₅H₁₆N₂O₆

C₇⁽¹³⁾C₅H₁₄N₂O₅

SAIL proline

Refernces

• 1、 Lee, Sujin,Wen, He,Cha, Jin Wook,Park, Sunghyouk. "Specific detection of cellular glutamine hydrolysis in live cells using HNCO triple resonance NMR". . p. 3140 - 3145. Retrieved 2016/11/29.
• 2、 Terauchi, Tsutomu,Kamikawai, Tomoe,Vinogradov, Maxim G.,Starodubtseva, Eugenia V.,Takeda, Mitsuhiro,Kainosho, Masatsune. "Synthesis of stereoarray isotope labeled (SAIL) lysine via the "head-to-tail" conversion of SAIL glutamic acid". . p. 161 - 163. Retrieved 2011/03/20.