File:L-Glutaminsäure_-_L-Glutamic_acid.svg · Wikimedia Commons · See Wikimedia Commons
DL-glutamic acid
Sign in to saveAlso known as Glu, 2-aminopentanedioic acid, glutamic acid, GLU, E, DL-glutaminic acid
amino acid and neurotransmitter
OverviewAI-generated
DL-glutamic acid is a chemical compound with the formula C₅H₉NO₄. Its IUPAC name is 2-azaniumyl-5-hydroxy-5-oxopentanoate. The substance has a mass of 147.053 and a pKa of 4.07. It melts at 160 and decomposes at 205. The MCN code for this compound is 2922.42.10.
According to PubChem data, the compound has a weight of 147.13, an xlogp of -3, and a tpsa of 105. It features 2 hydrogen bond donors and 4 hydrogen bond acceptors, with a charge of 0. The canonical SMILES notation is C(CC(=O)O)C(C(=O)O)N. A PubMed query for DL-glutamic acid returns 58 results.
Synthesized by Vinony from 23 facts across 4 sources: Wikidata, PubChem, PubMed, Vinony graph. Generated from structured data (not the Wikipedia text) and checked against those facts — may still contain errors.
Chemical data
- Formula
- C5H9NO4
- Molecular weight
- 147.13 g/mol
- IUPAC name
- 2-azaniumyl-5-hydroxy-5-oxopentanoate
- SMILES
- C(CC(=O)O)C(C(=O)[O-])[NH3+]
- InChIKey
- WHUUTDBJXJRKMK-UHFFFAOYSA-N
- XLogP
- -3
- Polar surface area
- 105 Ų
- H-bond donors
- 2
- H-bond acceptors
- 4
- Formal charge
- 0
via PubChem
Research
58 papers- Pressure-induced phase transitions in DL-glutamic acid monohydrate crystal.Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy · 2020Victor FMS, Rêgo FSC, de Paiva FM et al.DOI: 10.1016/j.saa.2020.118059
- Effects of D-, DL-and L-glutamic acid on chicks.The Journal of nutrition · 1975Maruyama K, Harper AE, Sunde MLDOI: 10.1093/jn/105.8.1012
- Conformation of poly(γ-glutamic acid) in aqueous solution.Biopolymers · 2016Muroga Y, Nakaya A, Inoue A et al.DOI: 10.1002/bip.22776
- Synthesis of N-acetyl-DL-glutamic acid 5-dimethylaminoethyl ester.Journal of pharmaceutical sciences · 1969Tamagnone GF, De Marchi FDOI: 10.1002/jps.2600580729
- History of glutamate production.ReviewThe American journal of clinical nutrition · 2009Sano CDOI: 10.3945/ajcn.2009.27462F
- Key role of poly-gamma-DL-glutamic acid in immune evasion and virulence of Staphylococcus epidermidis.The Journal of clinical investigation · 2005Kocianova S, Vuong C, Yao Y et al.DOI: 10.1172/JCI23523
- The optical resolution of DL-aspartic acid, DL-glutamic acid, DL-asparagine and DL-glutamine by preferential crystallization.Bulletin of the Chemical Society of Japan · 1965Harada KDOI: 10.1246/bcsj.38.1552
- Preparation of D-glutamic acid from DL-glutamic acid by a decarboxylase method.Archives of biochemistry · 1950CAMIEN MN, McCLURE LE, DUNN MS
via PubMed
~16 min read
Encyclopedic overview
Names
IUPAC name Glutamic acid
Excerpted from Wikipedia’s “DL-glutamic acid” article, available under the CC BY-SA 4.0 licence.
Gallery (9)
Available in 67 languages
- Español
- Français
- Deutsch
- 中文
- 日本語
- Русский
- Português
- Italiano
- العربية
- हिन्दी
- Armenian
- azb
- Bahasa Indonesia
- Bangla
- Basque
- be_x_old
- Belarusian
- Bosnian
Show 48 more
- Bulgarian
- Catalan
- Croatian
- Czech
- Danish
- Esperanto
- Estonian
- Finnish
- Galician
- Greek
- Hebrew
- Hungarian
- Icelandic
- Ido
- Kazakh
- Kurdish
- Kyrgyz
- Latin
- Latvian
- Lithuanian
- Macedonian
- Malay
- Mongolian
- Nederlands
- Norwegian
- Norwegian Nynorsk
- Occitan
- Polski
- Romanian
- Serbian
- Serbian (Latin)
- simple
- Slovak
- Slovenian
- Svenska
- Tamil
- Tiếng Việt
- Türkçe
- Ukrainian
- Urdu
- Uzbek
- Wu Chinese
- Yoruba
- zh_min_nan
- zh_yue
- فارسی
- ไทย
- 한국어
via Wikidata sitelinks · CC0