(2S)-N-2-Naphthalenyl-5-Oxo-2-Pyrrolidinecarboxamide - ≥97% , CAS No.22155-91-5

CAS: 22155-91-5 Cat. No.: L754987 Molecular Weight: 254.28 Beilstein Registry Number: 5066652 EC Number: 244-809-9

GRADE & PURITY ≥97%

Synonyms

L-Pyroglutamic acid 2-naphthylamide | L-Pyroglutamic acid β-naphthylamide | L-Pyrrolidonyl-β-naphthylamide | N1-(2-Naphthyl)-L-pyroglutamic acid | PYR | N-(2-Naphthyl)-5-Oxo-Pyrrolidine-2-Carboxamide | N-(2-Naphthyl)-5-Oxo-2-Pyrrolidinecarboxamide | 5-Ket

Storage

Store at 2-8°C

Shipped In

Wet ice

Overview

A substrate for pyroglutamate aminopeptidase.Used for differentiation of Group A streptococci and enterococci from other streptococci.

Specifications

Synonyms

L-Pyroglutamic acid 2-naphthylamide | L-Pyroglutamic acid β-naphthylamide | L-Pyrrolidonyl-β-naphthylamide | N1-(2-Naphthyl)-L-pyroglutamic acid | PYR | N-(2-Naphthyl)-5-Oxo-Pyrrolidine-2-Carboxamide | N-(2-Naphthyl)-5-Oxo-2-Pyrrolidinecarboxamide | 5-Ket

Specifications & Purity

≥97%

Biochemical and Physiological Mechanisms

Pyroglutamic acid is known to participate in the gamma-glutamyl cycle. Recent studies show that a congenital metabolic error was associated with increased pyroglutamic excretion in urine.

Storage

Store at 2-8°C

Shipped In

Wet ice

This product requires cold chain shipping. Ground and other economy services are not available.

Purity

≥97%

Names and Identifiers

• Canonical Smiles: O=C1CC[C@H](N1)C(=O)Nc2ccc3ccccc3c2
• IUPAC Name: (2S)-N-naphthalen-2-yl-5-oxopyrrolidine-2-carboxamide
• InChIKey: BZEPQNMASTUAMY-ZDUSSCGKSA-N
• INCHI: 1S/C15H14N2O2/c18-14-8-7-13(17-14)15(19)16-12-6-5-10-3-1-2-4-11(10)9-12/h1-6,9,13H,7-8H2,(H,16,19)(H,17,18)/t13-/m0/s1
• Isomeric SMILES: C1CC(=O)N[C@@H]1C(=O)NC2=CC3=CC=CC=C3C=C2
• WGK Germany: 3
• UN Number: 3077
• Packing Group: III
• Molecular Weight: 254.28
• Beilstein: 5066652

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organic acids and derivatives
    • Class 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
• 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: Alpha amino acid amides Naphthalenes Pyrrolidinecarboxamides N-arylamides Pyrrolidine-2-ones Secondary carboxylic acid amides Lactams Azacyclic compounds Organopnictogen compounds Organic oxides Hydrocarbon derivatives Carbonyl compounds
• Molecular Framework: Aromatic heteropolycyclic compounds
• Substituents: Proline or derivatives - Alpha-amino acid amide - Naphthalene - Pyrrolidine carboxylic acid or derivatives - N-arylamide - Pyrrolidine-2-carboxamide - Benzenoid - 2-pyrrolidone - Pyrrolidone - Pyrrolidine - Carboxamide group - Lactam - Secondary carboxylic acid amide - Azacycle - Organoheterocyclic compound - Organic nitrogen compound - Hydrocarbon derivative - Organooxygen compound - Organonitrogen compound - Organic oxide - Organopnictogen compound - Organic oxygen compound - Carbonyl group - Aromatic heteropolycyclic 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: Not available

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

Chemical and Physical Properties

• Molecular Weight: 254.280 g/mol
• XLogP3: 1.800
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 254.106 Da
• Monoisotopic Mass: 254.106 Da
• Topological Polar Surface Area: 58.200 Ų
• Heavy Atom Count: 19
• Formal Charge: 0
• Complexity: 369.000
• 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