Combinatorial Library Screening Coupled to Mass Spectrometry to Identify Valuable Cyclic Peptides.
Combinatorial library screening coupled to mass spectrometry (MS) analysis is a practical approach to identify useful peptides. Cyclic peptides can have high biological activity, selectivity, and affinity for target proteins, and high stability against proteolytic degradation. Here we describe two strategies to prepare combinatorial libraries suitable for MS analysis to accelerate the discovery of cyclic peptide structures. Both approaches use ChemMatrix resin and the linker 4-hydroxymethylbenzoic acid. One strategy involves the synthesis of a one-bead-two-peptides library in which each bead contains both the cyclic peptide and its linear counterpart to facilitate MS analysis. The other protocol is based on the synthesis of a cyclic depsipeptide library in which a glycolamidic ester group is incorporated by adding glycolic acid. After library screening, the ring is opened and the peptide is released simultaneously for subsequent MS analysis. © 2016 by John Wiley & Sons, Inc.
NANOBIOTEC Institute, UBA-CONICET, Cathedra of Biotechnology, School of Pharmacy and Biochemistry, University of Buenos Aires, Buenos Aires, Argentina.|National Scientific and Technological Research Council (CONICET), Buenos Aires, Argentina.
Silvia A
SA
Camperi
NANOBIOTEC Institute, UBA-CONICET, Cathedra of Biotechnology, School of Pharmacy and Biochemistry, University of Buenos Aires, Buenos Aires, Argentina.|National Scientific and Technological Research Council (CONICET), Buenos Aires, Argentina.
Silvana L
SL
Giudicessi
NANOBIOTEC Institute, UBA-CONICET, Cathedra of Biotechnology, School of Pharmacy and Biochemistry, University of Buenos Aires, Buenos Aires, Argentina.|National Scientific and Technological Research Council (CONICET), Buenos Aires, Argentina.
María C
MC
Martínez-Ceron
NANOBIOTEC Institute, UBA-CONICET, Cathedra of Biotechnology, School of Pharmacy and Biochemistry, University of Buenos Aires, Buenos Aires, Argentina.|National Scientific and Technological Research Council (CONICET), Buenos Aires, Argentina.
Juan M
JM
Gurevich-Messina
NANOBIOTEC Institute, UBA-CONICET, Cathedra of Biotechnology, School of Pharmacy and Biochemistry, University of Buenos Aires, Buenos Aires, Argentina.
Soledad L
SL
Saavedra
Department of Organic Chemistry, Barcelona Science Park, University of Barcelona, Barcelona, Spain.|CIBER-BBN, Networking Centre on Bioengineering, Biomaterials and Nanomedicine, Barcelona Science Park, Barcelona, Spain.
Gerardo
G
Acosta
NANOBIOTEC Institute, UBA-CONICET, Cathedra of Biotechnology, School of Pharmacy and Biochemistry, University of Buenos Aires, Buenos Aires, Argentina.|National Scientific and Technological Research Council (CONICET), Buenos Aires, Argentina.
Osvaldo
O
Cascone
National Scientific and Technological Research Council (CONICET), Buenos Aires, Argentina.|CIHDECAR-CONICET, Department of Organic Chemistry, School of Exact and Natural Sciences, University of Buenos Aires, Buenos Aires, Argentina.
Rosa
R
Erra-Balsells
Department of Organic Chemistry, Barcelona Science Park, University of Barcelona, Barcelona, Spain.|CIBER-BBN, Networking Centre on Bioengineering, Biomaterials and Nanomedicine, Barcelona Science Park, Barcelona, Spain.|School of Chemistry & Physics, University of Kwazulu-Natal, Durban, South Africa.
Fernando
F
Albericio
D000595:Amino Acid Sequence; D013058:Mass Spectrometry / Q000379:methods*; D019151:Peptide Library; D010456:Peptides, Cyclic / Q000737:chemistry*
D019151:Peptide Library; D010456:Peptides, Cyclic
ChemMatrix; MALDI MS; affinity; combinatorial; depsipeptides