D-Pyroglutamic acid - 10mM in DMSO , CAS No.4042-36-8

CAS: 4042-36-8 Cat. No.: D423847 Peso molecular: 129.11 Beilstein Registry Number: 82133 Número EC: 223-735-0

GRADE & PURITY 10mM in DMSO

Synonyms

(R)-pyroglutamic acid | 5-oxo-D-proline | P1354 | (+)-D-Pyroglutamic acid | (R)-5-Oxopyrrolidine-2-carboxylic Acid | (R)-2-Pyrrolidinone-5-carboxylic Acid | RecPGA 100k | s3107 | Z812534840 | MFCD00066212 | D-(+)-Pyroglutamic Acid | D-Proline, 5-oxo- | D-

Storage

Store at -80°C

Shipped In

Dry ice packs + Cold packs

Descripción general

Application：

(R)-(+)-2-Pyrrolidinone-5-carboxylic acid serves as a building block in the synthesis of diphthamide.

Specifications

Sinónimos

(R)-pyroglutamic acid | 5-oxo-D-proline | P1354 | (+)-D-Pyroglutamic acid | (R)-5-Oxopyrrolidine-2-carboxylic Acid | (R)-2-Pyrrolidinone-5-carboxylic Acid | RecPGA 100k | s3107 | Z812534840 | MFCD00066212 | D-(+)-Pyroglutamic Acid | D-Proline, 5-oxo- | D-

Especificaciones y pureza

10mM in DMSO

Condiciones de almacenamiento de almacenamiento

Store at -80°C

Enviado en

Dry ice packs + Cold packs

Este producto requiere envío en cadena de frío. Los servicios terrestres y otros servicios económicos no están disponibles.

Nombres e identificadores

• Sonrisas canónicas: C1CC(=O)NC1C(=O)O
• IUPAC Name: (2R)-5-oxopyrrolidine-2-carboxylic acid
• InChIKey: ODHCTXKNWHHXJC-GSVOUGTGSA-N
• 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
• Isómeros SMILES: C1CC(=O)N[C@H]1C(=O)O
• WGK Alemania: 3
• Peso molecular: 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=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organic acids and derivatives
    • Clase Carboxylic acids and derivatives
      • Subclass Amino acids, peptides, and analogues
        • Level5 Amino acids and derivatives
          • Level6 Alpha amino acids and derivatives
            • Level7 Proline and derivatives

• Kingdom: Organic compounds
• Superclass: Organic acids and derivatives
• Clase: 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
• Descripción: 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

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Mecanismos de acción

Propiedades químicas y físicas

• Rotación específica [α]: 10 ° (C=5, H2O)
• Punto de fusión (°C): 155-162°C
• Peso molecular: 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

Referencias

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).  [PMID:37526270] [10.1039/D3AN00603D]

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,      [PMID:35952590] [10.1016/j.saa.2022.121719]

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,      [PMID:30350957] [10.1021/acs.analchem.8b01367]

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,      [PMID:] [10.1016/j.snb.2013.02.079]

5. Zhongfei Shang, Meimei Wang, Honghong Li, Jiahao Dong, Luyan Yang, Xincun Dou, Baiyi Zu.  (2025)  A High Anti-interference Trimode Hydrogen Peroxide Sensing Strategy via Inner Filter Effect between the Anthracene-Based Probes and NaYF4:Yb/Tm/Er Nano Hexagonal Prisms.  ACS Applied Nano Materials,      [PMID:] [10.1021/acsanm.5c02445]