BPPSA

BPPSA
Names
	IUPAC name N-(2-Bromophenyl)-1-pyrrolidinesulfonamide
Identifiers
CAS Number	1042644-43-8 ;
3D model (JSmol)	Interactive image;
Abbreviations	BPPSA
ChemSpider	28542574;
PubChem CID	28785182;
	InChI InChI=1S/C10H13BrN2O2S/c11-9-5-1-2-6-10(9)12-16(14,15)13-7-3-4-8-13/h1-2,5-6,12H,3-4,7-8H2 Key: SKZKXVWQIHWABR-UHFFFAOYSA-N;
	SMILES C1CCN(C1)S(=O)(=O)NC2=CC=CC=C2Br;
Properties
Chemical formula	C10H13BrN2O2S
Molar mass	305.19 g·mol−1
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references

BPPSA (N‐(2‐bromophenyl)pyrrolidine‐1‐sulfonamide) is a small molecular chaperone that helps partially stabilize the P187S variant of NQO1, recovering part of its lost catalytic activity.^[1]

Isothermal titration calorimetry shows that it binds the P187S variant at 20.0 uM, as compared to 7.95 uM for wildtype NQO1.

It is contrasted to dicoumarol, which binds the enzyme and acts as a competitive inhibitor.

An X-ray crystal structure of wild-type human NQO1 in complex with BPPSA is in the Protein Data Bank under the code PDB: 6FY4.

References

↑ Strandback, Emilia; Lienhart, Wolf-Dieter; Hromic-Jahjefendic, Altijana; Bourgeois, Benjamin; Högler, Anja; Waltenstorfer, Daniel; Winkler, Andreas; Zangger, Klaus; Madl, Tobias; Gruber, Karl; Macheroux, Peter (2020). "A small molecule chaperone rescues the stability and activity of a cancer-associated variant of NAD(P)H:quinone oxidoreductase 1 in vitro". FEBS Letters. 594 (3): 424–438. doi:10.1002/1873-3468.13636. PMC 7027498. PMID 31605637.

[Strandback2020-1] Strandback, Emilia; Lienhart, Wolf-Dieter; Hromic-Jahjefendic, Altijana; Bourgeois, Benjamin; Högler, Anja; Waltenstorfer, Daniel; Winkler, Andreas; Zangger, Klaus; Madl, Tobias; Gruber, Karl; Macheroux, Peter (2020). "A small molecule chaperone rescues the stability and activity of a cancer-associated variant of NAD(P)H:quinone oxidoreductase 1 in vitro". FEBS Letters. 594 (3): 424–438. doi:10.1002/1873-3468.13636. PMC 7027498. PMID 31605637.

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