Pyrrolidonyl-β-naphthylamide

{{chembox

| Verifiedfields = changed

| verifiedrevid = 464377852

| ImageFile=Pyrrolidonyl-β-naphthylamide.svg

| ImageSize=200px

| IUPACName=N1-(Naphthalen-2-yl)-5-oxo-L-prolinamide

| SystematicName=(2S)-N-(Naphthalen-2-yl)-5-oxopyrrolidine-2-carboxamide

| OtherNames=Pyrrolidonyl-beta-naphthylamide

|Section1={{Chembox Identifiers

| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}}

| ChemSpiderID = 81932

| 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)

| InChIKey = BZEPQNMASTUAMY-UHFFFAOYAS

| StdInChI_Ref = {{stdinchicite|correct|chemspider}}

| StdInChI = 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)

| StdInChIKey_Ref = {{stdinchicite|correct|chemspider}}

| StdInChIKey = BZEPQNMASTUAMY-UHFFFAOYSA-N

| CASNo_Ref = {{cascite|changed|??}}

| CASNo=22155-91-5

| UNII_Ref = {{fdacite|correct|FDA}}

| UNII = 6G5U8A2YEH

| PubChem=90745

| SMILES = O=C(Nc2cc1ccccc1cc2)C3NC(=O)CC3

}}

|Section2={{Chembox Properties

| C=15 | H=14 | N=2 | O=2

| Appearance=

| Density=

| MeltingPt=

| BoilingPt=

| Solubility=

}}

|Section3={{Chembox Hazards

| MainHazards=

| FlashPt=

| AutoignitionPt =

}}

}}

Pyrrolidonyl-β-naphthylamide (PYR) is a molecule used in microbiology to detect the presence of pyrrolidonyl peptidase.{{Cite journal | doi = 10.1016/0732-8893(86)90055-6| title = Value of the l-pyrrolidonyl-β-naphthylamide hydrolysis test for identification of select gram-positive cocci| journal = Diagnostic Microbiology and Infectious Disease| volume = 4| pages = 43–47| year = 1986| last1 = Oberhofer| first1 = Thomas R.}} 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.

References

{{reflist}}

{{Clinical microbiology techniques}}

Category:Carboxamides

Category:Pyrrolidones

Category:Naphthylamines

{{heterocyclic-stub}}