Pyrrolidonyl-β-naphthylamide

Pyrrolidonyl-β-naphthylamide (PYR) is a molecule used in microbiology to detect the presence of pyrrolidonyl peptidase.[1] In the presence of bacteria with pyrrolidonyl peptidase, it is broken down to pyroglutamic acid and 2-naphthylamine. To detect this process, p-dimethylaminocinnamaldehyde is added and a change to a pink color can then be detected.

Pyrrolidonyl-β-naphthylamide
Names
IUPAC name
N1-(Naphthalen-2-yl)-5-oxo-L-prolinamide
Systematic IUPAC name
(2S)-N-(Naphthalen-2-yl)-5-oxopyrrolidine-2-carboxamide
Other names
Pyrrolidonyl-beta-naphthylamide
Identifiers
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.040.721
UNII
  • 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) checkY
    Key: BZEPQNMASTUAMY-UHFFFAOYSA-N checkY
  • InChI=1/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)
    Key: BZEPQNMASTUAMY-UHFFFAOYAS
  • O=C(Nc2cc1ccccc1cc2)C3NC(=O)CC3
Properties
C15H14N2O2
Molar mass 254.289 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Infobox references

References
  1. Oberhofer, Thomas R. (1986). "Value of the l-pyrrolidonyl-β-naphthylamide hydrolysis test for identification of select gram-positive cocci". Diagnostic Microbiology and Infectious Disease. 4: 43–47. doi:10.1016/0732-8893(86)90055-6.


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