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Basic Description
| Synonyms | D-Pyroglutamic acid | 4042-36-8 | 5-oxo-D-proline | (R)-5-Oxopyrrolidine-2-carboxylic Acid | D-Pyr-OH | (2R)-5-oxopyrrolidine-2-carboxylic acid | D-Proline, 5-oxo- | (R)-(+)-2-Pyrrolidone-5-carboxylic acid | D-Pidolic acid | (+)-Pyroglutamic acid | D-5-Oxo-2-pyrrolidinecarbo |
|---|---|
| Specifications & Purity | 10mM in DMSO |
| Storage Temp | Store at -80°C |
| Shipped In |
Ice chest + Ice pads This product requires cold chain shipping. Ground and other economy services are not available. |
| Product Description |
Application： (R)-(+)-2-Pyrrolidinone-5-carboxylic acid serves as a building block in the synthesis of diphthamide. |
Taxonomic Classification
Taxonomy Tree
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Kingdom
Organic compounds
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Superclass
Organic acids and derivatives
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Class
Carboxylic acids and derivatives
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Subclass
Amino acids, peptides, and analogues
- Level5 Amino acids and derivatives
- Level6 Alpha amino acids and derivatives
- Level7 Proline and derivatives
- Level6 Alpha amino acids and derivatives
- Level5 Amino acids and derivatives
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Subclass
Amino acids, peptides, and analogues
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Class
Carboxylic acids and derivatives
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Superclass
Organic acids and derivatives
| Kingdom | Organic compounds |
|---|---|
| Superclass | Organic acids and derivatives |
| Class | Carboxylic acids and derivatives |
| Subclass | Amino acids, peptides, and analogues |
| Intermediate Tree Nodes | Amino acids and derivatives - Alpha amino acids and derivatives |
| Direct Parent | Proline and derivatives |
| Alternative Parents | Pyrrolidine carboxylic acids Oxoprolines Pyrrolidine-2-ones Secondary carboxylic acid amides Lactams Monocarboxylic acids and derivatives Carboxylic acids Azacyclic compounds Organopnictogen compounds Organonitrogen compounds Organic oxides Hydrocarbon derivatives Carbonyl compounds |
| Molecular Framework | Aliphatic heteromonocyclic compounds |
| Substituents | Proline or derivatives - Oxoproline - Pyrrolidine carboxylic acid - Pyrrolidine carboxylic acid or derivatives - Pyrrolidone - 2-pyrrolidone - Pyrrolidine - Carboxamide group - Lactam - Secondary carboxylic acid amide - Carboxylic acid - Monocarboxylic acid or derivatives - Azacycle - Organoheterocyclic compound - Organopnictogen compound - Organooxygen compound - Organonitrogen compound - Carbonyl group - Organic oxygen compound - Organic oxide - Hydrocarbon derivative - Organic nitrogen compound - Aliphatic heteromonocyclic compound |
| Description | This compound belongs to the class of organic compounds known as proline and derivatives. These are compounds containing proline or a derivative thereof resulting from reaction of proline at the amino group or the carboxy group, or from the replacement of any hydrogen of glycine by a heteroatom. |
| External Descriptors | D-proline derivative - 5-oxoproline |
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Mechanisms of Action
| Mechanism of Action | Action Type | target ID | Target Name | Target Type | Target Organism | Binding Site Name | References |
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Names and Identifiers
| IUPAC Name | (2R)-5-oxopyrrolidine-2-carboxylic acid |
|---|---|
| INCHI | InChI=1S/C5H7NO3/c7-4-2-1-3(6-4)5(8)9/h3H,1-2H2,(H,6,7)(H,8,9)/t3-/m1/s1 |
| InChIKey | ODHCTXKNWHHXJC-GSVOUGTGSA-N |
| Smiles | C1CC(=O)NC1C(=O)O |
| Isomeric SMILES | C1CC(=O)N[C@H]1C(=O)O |
| WGK Germany | 3 |
| Molecular Weight | 129.11 |
| Beilstein | 82133 |
| Reaxy-Rn | 82131 |
| Reaxys-RN_link_address | https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=82131&ln= |
Certificates（CoA,COO,BSE/TSE and Analysis Chart)
C of A & Other Certificates(BSE/TSE, COO):
Analytical Chart:
Chemical and Physical Properties
| Specific Rotation[α] | 10 ° (C=5, H2O) |
|---|---|
| Melt Point(°C) | 155-162°C |
| Molecular Weight | 129.110 g/mol |
| XLogP3 | -0.800 |
| Hydrogen Bond Donor Count | 2 |
| Hydrogen Bond Acceptor Count | 3 |
| Rotatable Bond Count | 1 |
| Exact Mass | 129.043 Da |
| Monoisotopic Mass | 129.043 Da |
| Topological Polar Surface Area | 66.400 Ų |
| Heavy Atom Count | 9 |
| Formal Charge | 0 |
| Complexity | 154.000 |
| Isotope Atom Count | 0 |
| Defined Atom Stereocenter Count | 1 |
| Undefined Atom Stereocenter Count | 0 |
| Defined Bond Stereocenter Count | 0 |
| Undefined Bond Stereocenter Count | 0 |
| The total count of all stereochemical bonds | 0 |
| Covalently-Bonded Unit Count | 1 |
Citations of This Product
| 1. Seungyeon Lee, You-Rim Lee, Jiyeong Lee, Hee-Gyoo Kang. (2023) Discovery and validation of metabolite markers in bloodstains for bloodstain age estimation. ANALYST, 148 (17): (4180-4188). |
| 2. Xiuzhen Qiu, Yangyang Li, Yongbiao hua, Dongmei Liu, Kailian Zhou, Yulin Wang, Huishi Guo. (2022) A molecularly imprinted gel photonic crystal sensor for recognition of chiral amino acids. SPECTROCHIMICA ACTA PART A-MOLECULAR AND BIOMOLECULAR SPECTROSCOPY, 283 (121719). |
| 3. Ae Eun Seok, Jiyeong Lee, You-Rim Lee, Yoo-Jin Lee, Hyo-Jin Kim, Chunhwa Ihm, Ho Joong Sung, Sung Hee Hyun, Hee-Gyoo Kang. (2018) Estimation of Age of Bloodstains by Mass-Spectrometry: A Metabolomic Approach. ANALYTICAL CHEMISTRY, 90 (21): (12431–12441). |
| 4. Yin-Xia Zhang, Pin-Yi Zhao, Li-Ping Yu. (2013) Highly-sensitive and selective colorimetric sensor for amino acids chiral recognition based on molecularly imprinted photonic polymers. SENSORS AND ACTUATORS B-CHEMICAL, 181 (850). |
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