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PDBsum entry 2q70

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protein ligands Protein-protein interface(s) links
Transcription PDB id
2q70
Jmol
Contents
Protein chains
235 a.a. *
211 a.a. *
Ligands
DC8 ×2
Waters ×44
* Residue conservation analysis
PDB id:
2q70
Name: Transcription
Title: Estrogen receptor alpha ligand-binding domain complxed to a benzopyran ligand
Structure: Estrogen receptor. Chain: a, b. Fragment: ligand-binding domain (residues 304-551). Synonym: er, estradiol receptor, er-alpha. Engineered: yes. Mutation: yes
Source: Homo sapiens. Human. Organism_taxid: 9606. Gene: esr1. Expressed in: escherichia coli. Expression_system_taxid: 562
Resolution:
1.95Å     R-factor:   0.260     R-free:   0.303
Authors: Y.Wang
Key ref: T.I.Richardson et al. (2007). Benzopyrans as selective estrogen receptor beta agonists (SERBAs). Part 3: synthesis of cyclopentanone and cyclohexanone intermediates for C-ring modification. Bioorg Med Chem Lett, 17, 4824-4828. PubMed id: 17614275 DOI: 10.1016/j.bmcl.2007.06.052
Date:
05-Jun-07     Release date:   07-Aug-07    
PROCHECK
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 Headers
 References

Protein chain
Pfam   ArchSchema ?
P03372  (ESR1_HUMAN) -  Estrogen receptor
Seq:
Struc:
 
Seq:
Struc:
595 a.a.
235 a.a.*
Protein chain
Pfam   ArchSchema ?
P03372  (ESR1_HUMAN) -  Estrogen receptor
Seq:
Struc:
 
Seq:
Struc:
595 a.a.
211 a.a.*
Key:    PfamA domain  Secondary structure  CATH domain
* PDB and UniProt seqs differ at 4 residue positions (black crosses)

 Gene Ontology (GO) functional annotation 
  GO annot!
  Cellular component     nucleus   1 term 
  Biological process     steroid hormone mediated signaling pathway   2 terms 
  Biochemical function     DNA binding     3 terms  

 

 
DOI no: 10.1016/j.bmcl.2007.06.052 Bioorg Med Chem Lett 17:4824-4828 (2007)
PubMed id: 17614275  
 
 
Benzopyrans as selective estrogen receptor beta agonists (SERBAs). Part 3: synthesis of cyclopentanone and cyclohexanone intermediates for C-ring modification.
T.I.Richardson, J.A.Dodge, G.L.Durst, L.A.Pfeifer, J.Shah, Y.Wang, J.D.Durbin, V.Krishnan, B.H.Norman.
 
  ABSTRACT  
 
Benzopyrans are selective estrogen receptor (ER) beta agonists (SERBAs), which bind the ER subtypes alpha and beta in opposite orientations. Here we describe the syntheses of cyclopentanone and cyclohexanone intermediates for SAR studies of the C-ring on the benzopyran scaffold. Modification of the C-ring disrupts binding to ERalpha, thus improving ERbeta selectivity up to 100-fold. X-ray cocrystal structures confirm previously observed binding modes.
 

Literature references that cite this PDB file's key reference

  PubMed id Reference
  19967775 F.Minutolo, M.Macchia, B.S.Katzenellenbogen, and J.A.Katzenellenbogen (2011).
Estrogen receptor β ligands: recent advances and biomedical applications.
  Med Res Rev, 31, 364-442.  
19063592 A.Amadasi, A.Mozzarelli, C.Meda, A.Maggi, and P.Cozzini (2009).
Identification of xenoestrogens in food additives by an integrated in silico and in vitro approach.
  Chem Res Toxicol, 22, 52-63.  
  19293997 J.P.Salisbury, and J.C.Williams (2009).
Docking study of triphenylphosphonium cations as estrogen receptor alpha modulators.
  Bioinformation, 3, 303-307.  
The most recent references are shown first. Citation data come partly from CiteXplore and partly from an automated harvesting procedure. Note that this is likely to be only a partial list as not all journals are covered by either method. However, we are continually building up the citation data so more and more references will be included with time.