(2S)-2-amino(1,2,3,4,5-13C5)pentanedioic acid

• ChemBase ID: 139769
• Molecular Formular: C5H9NO4
• Molecular Mass: 152.09253419
• Monoisotopic Mass: 152.06993196
• SMILES: [13CH2]([13CH2][13C](=O)O)[13C@@H]([13C](=O)O)N
• Canonical SMILES: O[13C](=O)[13CH2][13CH2][13C@@H]([13C](=O)O)N
• InChI: InChI=1S/C5H9NO4/c6-3(5(9)10)1-2-4(7)8/h3H,1-2,6H2,(H,7,8)(H,9,10)/t3-/m0/s1/i1+1,2+1,3+1,4+1,5+1
• InChIKey: WHUUTDBJXJRKMK-WIAREEORSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-amino(1,2,3,4,5-^1^3C₅)pentanedioic acid
• IUPAC Traditional name: (2S)-2-amino(1,2,3,4,5-^1^3C₅)pentanedioic acid
• Synonyms: L-Glutamic acid-UL-13C; L-Glutamic acid-13C5; (2S)-2-Aminopentanedioic Acid-13C5,15N; L-Glutamic Acid-13C5,15N

Database IDs

• MDL Number: MFCD00144595
• PubChem SID: 162234017
• PubChem CID: 71310326

CALCULATED PROPERTIES

• Acid pKa: 1.8777773
• H Acceptors: 5
• H Donor: 3
• LogD (pH = 5.5): -4.4458017
• LogD (pH = 7.4): -6.180975
• Log P: -3.241447
• Molar Refractivity: 31.2877 cm^3
• Polarizability: 12.69048 Å^3
• Polar Surface Area: 100.62 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 205 °C (dec.)(lit.)
• Optical Rotation: [α]25/D +31.0°, c = 2 in 5 M HCl
• Mass Shift: M+5

Safety Information

• German water hazard class: 3

Product Information

• Purity: 95% (CP)
• Isotopic Purity: 98 atom % 13C
• Mol. Weight: mol wt 152.05 by atom % calculation
• Linear Formula: HO213C(13CH2)213CH(NH2)13CO2H

DETAILS

Sigma Aldrich - 604860

Packaging
250 mg in glass bottle
This product may be available from bulk stock and can be packaged on demand. For information on pricing, availability and packaging, please contact Stable Isotopes Customer Service.

Toronto Research Chemicals - G596962

An isotope labelled derivative of L-Glutamic Acid (G596960), a non-essential amino acid. Its salt form (glutamate) is an important neurotransmitter that plays a key role in long-term potentiation and is important for learning and memory. It is also a key

REFERENCES

• McEntee, W., et al.: Psychopharmacology, 111, 391 (1993)
• Manev, H., et al.: Mol. Pharmacol., 36, 106 (1993)