PDBsum entry 2i0j

Transcription

PDB id

2i0j

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Contents

			Protein chains

					221 a.a. *

			Ligands

					I0G ×4

* Residue conservation analysis

PDB id:

2i0j

Links

Name:

Transcription

Title:

Benzopyrans are selective estrogen receptor beta agonists (serbas) with novel activity in models of benign prostatic hyperplasia

Structure:

Estrogen receptor alpha. Chain: a, b, c, d. Fragment: steroid binding domain. Synonym: er, estradiol receptor, er-alpha. Engineered: yes. Mutation: yes

Source:

Homo sapiens. Human. Organism_taxid: 9606. Gene: esr1, esr, nr3a1. Expressed in: escherichia coli bl21(de3). Expression_system_taxid: 469008.

Biol. unit:

Dimer (from PQS)

Resolution:

2.90Å

R-factor:

0.242

R-free:

0.263

Authors:

Y.Wang

Key ref:

B.H.Norman et al. (2006). Benzopyrans are selective estrogen receptor beta agonists with novel activity in models of benign prostatic hyperplasia. J Med Chem, 49, 6155-6157. PubMed id: 17034120 DOI: 10.1021/jm060491j

Date:

10-Aug-06

Release date:

24-Oct-06

PROCHECK

	Headers

	References

Protein chains

P03372 (ESR1_HUMAN) - Estrogen receptor from Homo sapiens

Seq: Struc:

Seq: Struc:					595 a.a. 221 a.a.*

Key:

PfamA domain

Secondary structure

CATH domain

* PDB and UniProt seqs differ at 2 residue positions (black crosses)

DOI no: 10.1021/jm060491j	J Med Chem 49:6155-6157 (2006)
PubMed id: 17034120

Benzopyrans are selective estrogen receptor beta agonists with novel activity in models of benign prostatic hyperplasia.
B.H.Norman, J.A.Dodge, T.I.Richardson, P.S.Borromeo, C.W.Lugar, S.A.Jones, K.Chen, Y.Wang, G.L.Durst, R.J.Barr, C.Montrose-Rafizadeh, H.E.Osborne, R.M.Amos, S.Guo, A.Boodhoo, V.Krishnan.

ABSTRACT

Benzopyran selective estrogen receptor beta agonist-1 (SERBA-1) shows potent, selective binding and agonist function in estrogen receptor beta (ERbeta) in vitro assays. X-ray crystal structures of SERBA-1 in ERalpha and beta help explain observed beta-selectivity of this ligand. SERBA-1 in vivo demonstrates involution of the ventral prostate in CD-1 mice (ERbeta effect), while having no effect on gonadal hormone levels (ERalpha effect) at 10x the efficacious dose, consistent with in vitro properties of this molecule.

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.

21481497

S.Bertini, A.De Cupertinis, C.Granchi, B.Bargagli, T.Tuccinardi, A.Martinelli, M.Macchia, J.R.Gunther, K.E.Carlson, J.A.Katzenellenbogen, and F.Minutolo (2011).
Selective and potent agonists for estrogen receptor beta derived from molecular refinements of salicylaldoximes.

Eur J Med Chem, 46, 2453-2462.

20924370

J.B.Bruning, A.A.Parent, G.Gil, M.Zhao, J.Nowak, M.C.Pace, C.L.Smith, P.V.Afonine, P.D.Adams, J.A.Katzenellenbogen, and K.W.Nettles (2010).
Coupling of receptor conformation and ligand orientation determine graded activity.

Nat Chem Biol, 6, 837-843.

PDB codes:

2qxs 2qzo 3os8 3os9 3osa

20039342

J.Tummatorn, S.Ruchirawat, and P.Ploypradith (2010).
A convergent general strategy for the functionalized 2-aryl cycloalkyl-fused chromans: intramolecular hetero-Diels-Alder reactions of ortho-quinone methides.

Chemistry, 16, 1445-1448.

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.

18301783

C.Zhao, K.Dahlman-Wright, and J.A.Gustafsson (2008).
Estrogen receptor beta: an overview and update.

Nucl Recept Signal, 6, e003.

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. Where a reference describes a PDB structure, the PDB codes are shown on the right.