(2S)-2-amino(2H5)pentanedioic acid

• ChemBase ID: 139728
• Molecular Formular: C5H9NO4
• Molecular Mass: 147.12926
• Monoisotopic Mass: 147.05315777
• SMILES: [C@@H](C(=O)O)(CCC(=O)O)N
• Canonical SMILES: OC(=O)CC[C@@H](C(=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
• InChIKey: WHUUTDBJXJRKMK-VKHMYHEASA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-amino(^2H₅)pentanedioic acid
• IUPAC Traditional name: (2S)-2-amino(^2H₅)pentanedioic acid
• Synonyms: (2S)-2-Aminopentanedioic Acid-d5; (S)-(+)-Glutamic Acid-d5; (S)-2-Amino-1,5-pentanedioic Acid-d5; (S)-2-Aminopentanedioic Acid-d5; 1-Aminopropane-1,3-dicarboxylic Acid-d5; Glusate-d5; Glutacid-d5; Glutamicol-d5; Glutamidex-d5; Glutaminol-d5; Glutaton-d5; L-(+)-Glutamic Acid-d5; L-α-Aminoglutaric Acid-d5; α-Glutamic Acid; L-Glutamic Acid-d5; L-Glutamic acid-2,3,3,4,4-d5

Database IDs

• CAS Number: 2784-50-1
• MDL Number: MFCD00144590
• PubChem SID: 162233976
• PubChem CID: 12248503

CALCULATED PROPERTIES

• Polar Surface Area: 100.62 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true
• 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

PROPERTIES

Physical Property

• Solubility: Water
• Apperance: White Solid
• Melting Point: 188-193°C; 205 °C (dec.)(lit.)
• Optical Rotation: [α]25/D +31°, c = 2 in 5 M HCl
• Mass Shift: M+5

Safety Information

• Storage Condition: Refrigerator
• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Product Information

• Isotopic Purity: 98 atom % D
• Mol. Weight: mol wt 152.06 by atom % calculation
• Linear Formula: HO2C(CD2)2CD(NH2)CO2H

DETAILS

Sigma Aldrich - 616281

Packaging
100 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 - G596963

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 molecule in cellular metabolism.

REFERENCES

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