HyTdb

Fur-Boc3Arg

HyT-043 | Boc3Arg | Published 2012.05.25

Basic Information

NBD chloride
Linker
Boc3Arg
POIGSTA1 — Glutathione S transferase alpha 1(GST-a1)
Degradation Pathway
Published2012.05.25

Remarks

Chemical Identifiers

SMILESO=C([C@@H](NC(OC(C)(C)C)=O)CCC/N=C(NC(OC(C)(C)C)=O)/NC(OC(C)(C)C)=O)NCCCCCCSC1=CC=C(C2=NON=C21)[N+]([O-])=O
Molecular FormulaC28H42N8O10S
InChIInChI=1S/C28H42N8O10S/c1-26(2,3)43-23(38)31-16(21(37)30-15-47-18-13-12-17(36(41)42)19-20(18)35-46-34-19)11-10-14-29-22(32-24(39)44-27(4,5)6)33-25(40)45-28(7,8)9/h12-13,16H,10-11,14-15H2,1-9H3,(H,30,37)(H,31,38)(H2,29,32,33,39,40)/t16-/m0/s1
InChI KeyYMCBHBFKPHYCKY-INIZCTEOSA-N
IUPAC NameNA
PubChem CIDNA

Basic Properties

TPSAComputing…
RingsComputing…
FSP3Computing…
Heavy Atom CountComputing…

Lipinski RO5

RO5 ViolationComputing…
MWComputing…
ClogPComputing…
HBDComputing…
HBAComputing…
RBComputing…

Hydrophobic Tag Properties

Tag Structure
Tag TypeBoc3Arg
Tag SMILESO=C(O)[C@@H](NC(OC(C)(C)C)=O)CCCN/C(NC(OC(C)(C)C)=O)=N\C(OC(C)(C)C)=O
Tag ClogP3.9052
HydrophobicityMedium(2<ClogP<5)

Mechanism of Action

POI (Protein of Interest)

POI NameGlutathione S transferase alpha 1(GST-a1)
GeneGSTA1
UniProt IDP08263

Amino Acid Sequence

MAEKPKLHYFNARGRMESTRWLLAAAGVEFEEKFIKSAEDLDKLRNDGYLMFQQVPMVEIDGMKLVQTRAILNYIASKYNLYGKDIKERALIDMYIEGIADLGEMILLLPVCPPEEKDAKLALIKEKIKNRYFPAFEKVLKSHGQDYLVGNKLSRADIHLVELLYYVEELDSSLISSFPLLKALKTRISNLPTVKKFLQPGSPRKPPMDEKSLEEARKIFRF

3D Structure (/structures/AF-P08263-F1-model_v6.cif)

Loading /structures/AF-P08263-F1-model_v6.cif …

Function

Glutathione S-transferase that catalyzes the nucleophilic attack of the sulfur atom of glutathione on the electrophilic groups of a wide range of exogenous and endogenous compounds (Probable). Involved in the formation of glutathione conjugates of both prostaglandin A2 (PGA2) and prostaglandin J2 (PGJ2). It also catalyzes the isomerization of D5-androstene-3,17-dione (AD) into D4-androstene-3,17-dione and may therefore play an important role in hormone biosynthesis. Through its glutathione-dependent peroxidase activity toward the fatty acid hydroperoxide (13S)-hydroperoxy-(9Z,11E)-octadecadienoate/13-HPODE it is also involved in the metabolism of oxidized linoleic acid.

Degradation Pathway

Activity Data

TypeDC50
Value<40 μM
POI NameGST-α1
Cell LineNIH 3T3
Cell Line IDCVCL_0594
Assay MethodWB
Reference10.1016/j.chembiol.2012.04.008

Description

Fur-Boc3Arg-modified GST-α1 was readily degraded in lysates from NIH 3T3 cells (Figure 1F). (F) Degradation of GST-α1 by Fur-Boc3Arg. Purified C-terminally HA-tagged GST-α1 was modified with Fur-Boc3Arg (40 μM) and added to NIH 3T3 cell lysates supplemented with an ATP regenerating system.

Disease Information

DiseaseICD-11Source
Hemorrhagic CystitisGC00.1Gene-Disease Association
Hepatic Veno-Occlusive DiseaseDB98.6Gene-Disease Association
metabolic disease5D2ZGene-Disease Association