Synthesis and screening of libraries of synthetic tripodal receptor molecules with three different amino acid or peptide arms : identification of iron binders

Autoren

T Opatz
RMJ Liskamp

Autoren-URL

https://www.webofscience.com/api/gateway?GWVersion=2&SrcApp=fis-test-1&SrcAuth=WosAPI&KeyUT=WOS:000176818100006&DestLinkType=FullRecord&DestApp=WOS_CPL

DOI

10.1021/cc020009s

Externe Identifier

Clarivate Analytics Document Solution ID: 573FF
PubMed Identifier: 12099844

ISSN

1520-4766

Ausgabe der Veröffentlichung

4

Zeitschrift

JOURNAL OF COMBINATORIAL CHEMISTRY

Artikelnummer

UNSP CC020009S

Paginierung

275 - 284

Datum der Veröffentlichung

2002

Status

Published

Titel

Synthesis and screening of libraries of synthetic tripodal receptor molecules with three different amino acid or peptide arms: Identification of iron binders

Sub types

Article

Ausgabe der Zeitschrift

4

Datenquelle: Web of Science (Lite)

Autoren

Till Opatz
Rob MJ Liskamp

DOI

10.1021/cc020009s

eISSN

1520-4774

ISSN

1520-4766

Ausgabe der Veröffentlichung

4

Zeitschrift

Journal of Combinatorial Chemistry

Sprache

en

Online publication date

2002

Paginierung

275 - 284

Datum der Veröffentlichung

2002

Status

Published

Herausgeber

American Chemical Society (ACS)

Herausgeber URL

http://dx.doi.org/10.1021/cc020009s

Datum der Datenerfassung

2021

Titel

Synthesis and Screening of Libraries of Synthetic Tripodal Receptor Molecules with Three Different Amino Acid or Peptide Arms: Identification of Iron Binders

Ausgabe der Zeitschrift

4

Datenquelle: Crossref

Abstract

A novel selectively deprotectable triazacyclophane scaffold was used for the design and split-mix synthesis of two libraries of solid-phase bound tripodal synthetic receptors possessing three different amino acid or peptidic arms. In the synthesis of the first library, the two outer arms consisted of amino acid Ala, Arg, Asp, Gln, Gly, Lys, Phe, Ser, Tyr, or Val and the middle arm consisted of amino acid Asn, Glu, His, Leu, or Pro. The second library contained amino acid and/or (di)peptide arms. The arms were different in all library members. The first outer arm consisted of amino acid(s) Ala, Arg, Gln, Phe, or Ser, the second outer arm consisted of amino acid(s) Asp, Gly, Lys, Tyr, or Val, and the middle arm consisted of amino acid(s) Asn, Glu, His, Leu, or Pro, leading to a 27 000 member library of synthetic tripodal receptor molecules. In on-bead screening experiments, a remarkable selectivity of some library members for Fe(3+) was observed and decoding of their structures by Edman degradation revealed consensus sequences with structural resemblance to non-heme iron proteins.

Addresses

Department of Medicinal Chemistry, Utrecht Institute for Pharmaceutical Sciences, Utrecht University, P.O. Box 80082, 3508 TB Utrecht, The Netherlands.

Autoren

Till Opatz
Rob MJ Liskamp

DOI

10.1021/cc020009s

eISSN

1520-4774

Externe Identifier

PubMed Identifier: 12099844

Open access

false

ISSN

1520-4766

Ausgabe der Veröffentlichung

4

Zeitschrift

Journal of combinatorial chemistry

Schlüsselwörter

Iron
Amino Acids
Peptides
Chromatography, High Pressure Liquid
Magnetic Resonance Spectroscopy
Spectrometry, Mass, Electrospray Ionization
Combinatorial Chemistry Techniques

Sprache

eng

Medium

Print

Paginierung

275 - 284

Datum der Veröffentlichung

2002

Status

Published

Datum der Datenerfassung

2002

Titel

Synthesis and screening of libraries of synthetic tripodal receptor molecules with three different amino acid or peptide arms: identification of iron binders.

Sub types

Research Support, Non-U.S. Gov't
Journal Article

Ausgabe der Zeitschrift

4

Datenquelle: Europe PubMed Central

Abstract

A novel selectively deprotectable triazacyclophane scaffold was used for the design and split-mix synthesis of two libraries of solid-phase bound tripodal synthetic receptors possessing three different amino acid or peptidic arms. In the synthesis of the first library, the two outer arms consisted of amino acid Ala, Arg, Asp, Gln, Gly, Lys, Phe, Ser, Tyr, or Val and the middle arm consisted of amino acid Asn, Glu, His, Leu, or Pro. The second library contained amino acid and/or (di)peptide arms. The arms were different in all library members. The first outer arm consisted of amino acid(s) Ala, Arg, Gln, Phe, or Ser, the second outer arm consisted of amino acid(s) Asp, Gly, Lys, Tyr, or Val, and the middle arm consisted of amino acid(s) Asn, Glu, His, Leu, or Pro, leading to a 27 000 member library of synthetic tripodal receptor molecules. In on-bead screening experiments, a remarkable selectivity of some library members for Fe(3+) was observed and decoding of their structures by Edman degradation revealed consensus sequences with structural resemblance to non-heme iron proteins.

Autoren

Till Opatz
Rob MJ Liskamp

Autoren-URL

https://www.ncbi.nlm.nih.gov/pubmed/12099844

DOI

10.1021/cc020009s

ISSN

1520-4766

Ausgabe der Veröffentlichung

4

Zeitschrift

J Comb Chem

Schlüsselwörter

Amino Acids
Chromatography, High Pressure Liquid
Combinatorial Chemistry Techniques
Iron
Magnetic Resonance Spectroscopy
Peptides
Spectrometry, Mass, Electrospray Ionization

Sprache

eng

Country

United States

Paginierung

275 - 284

PII

cc020009s

Datum der Veröffentlichung

2002

Status

Published

Datum, an dem der Datensatz öffentlich gemacht wurde

2002

Titel

Synthesis and screening of libraries of synthetic tripodal receptor molecules with three different amino acid or peptide arms: identification of iron binders.

Sub types

Journal Article
Research Support, Non-U.S. Gov't

Ausgabe der Zeitschrift

4

Datenquelle: PubMed

Synthesis and screening of libraries of synthetic tripodal receptor molecules with three different amino acid or peptide arms : identification of iron binders

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