Hup-19

Compound Hup19 was grafted to a chromatographic support ECH-4B Sepharose to give an affinity gel Hupresin for efficient purification of BChE

General

Type : Derivative of Huperzine

Chemical_Nomenclature : 3-Chloro-6,8-[2-(2-aminoethyl)-1-propene-1,3-diyl]-5,6,7,8-tetrahydroacridine-9-amine

Canonical SMILES : C1C2CC3=NC4=C(C=CC(=C4)Cl)C(=C3C1CC(=C2)CCN)N

InChI : InChI=1S\/C18H20ClN3\/c19-13-1-2-14-15(9-13)22-16-8-11-5-10(3-4-20)6-12(7-11)17(16)18(14)21\/h1-2,5,9,11-12H,3-4,6-8,20H2,(H2,21,22)

InChIKey : NHYOUQQOKSFBKN-UHFFFAOYSA-N

Other name(s) : SCHEMBL14665857  ||  Hupresin  ||  HUP-19  ||  Huprine 19


MW : 313.82

Formula : C18H20ClN3

CAS_number :

PubChem : 53491574

UniChem : NHYOUQQOKSFBKN-UHFFFAOYSA-N

Target

Families : Hup-19 ligand of proteins in family
ACHE BCHE

Structure :
6EQQ

Protein :
human-BCHE

References (5)

Title : Human butyrylcholinesterase in Cohn fraction IV-4 purified in a single chromatography step on Hupresin - Schopfer_2023_PLoS.One_18_e0280380
Author(s) : Schopfer LM , David E , Hinrichs SH , Lockridge O
Ref : PLoS ONE , 18 :e0280380 , 2023
Abstract :
PubMedSearch : Schopfer_2023_PLoS.One_18_e0280380
PubMedID: 36638134

Title : Use of Hupresin To Capture Red Blood Cell Acetylcholinesterase for Detection of Soman Exposure - Onder_2018_Anal.Chem_90_974
Author(s) : Onder S , Schopfer LM , Cashman JR , Tacal O , Johnson RC , Blake TA , Lockridge O
Ref : Analytical Chemistry , 90 :974 , 2018
Abstract :
PubMedSearch : Onder_2018_Anal.Chem_90_974
PubMedID: 29172437

Title : Comparison of the Binding of Reversible Inhibitors to Human Butyrylcholinesterase and Acetylcholinesterase: A Crystallographic, Kinetic and Calorimetric Study - Rosenberry_2017_Molecules_22_
Author(s) : Rosenberry TL , Brazzolotto X , Macdonald IR , Wandhammer M , Trovaslet-Leroy M , Darvesh S , Nachon F
Ref : Molecules , 22 : , 2017
Abstract :
PubMedSearch : Rosenberry_2017_Molecules_22_
PubMedID: 29186056
Gene_locus related to this paper: human-BCHE

Title : Human butyrylcholinesterase produced in insect cells: huprine-based affinity purification and crystal structure - Brazzolotto_2012_Febs.J_279_2905
Author(s) : Brazzolotto X , Wandhammer M , Ronco C , Trovaslet M , Jean L , Lockridge O , Renard PY , Nachon F
Ref : Febs J , 279 :2905 , 2012
Abstract :
PubMedSearch : Brazzolotto_2012_Febs.J_279_2905
PubMedID: 22726956
Gene_locus related to this paper: human-BCHE

Title : New huprine derivatives functionalized at position 9 as highly potent acetylcholinesterase inhibitors - Ronco_2011_ChemMedChem_6_876
Author(s) : Ronco C , Foucault R , Gillon E , Bohn P , Nachon F , Jean L , Renard PY
Ref : ChemMedChem , 6 :876 , 2011
Abstract :
PubMedSearch : Ronco_2011_ChemMedChem_6_876
PubMedID: 21344648