Journal article
A Convergent Synthesis of Homogeneous Reducible Polypeptides
Tetrahedron letters, Vol.54(35), pp.4746-4748
08/28/2013
DOI: 10.1016/j.tetlet.2013.06.118
PMCID: PMC3908824
PMID: 24493905
Abstract
The convergent syntheses of homogeneous disulfide cross-linked polypeptides are reported. Reducible polypeptides were synthesized containing four and eight dodecapeptides in two and three linear conjugation steps. Critical for the convergent methodology was the use of orthogonally protected cysteines as either acetamidomethyl (Acm) or Fmoc-thiazolidine (Thz). Both groups could be selectively deprotected with silver trifluoromethanesulfonate in the presence of internal disulfide bonds using TFA and aqueous conditions, respectively. This approach allows for large, reducible polypeptides to be synthesized in efficient yields and minimizes the number of conjugation steps, allowing the development and optimization of gene delivery polypeptides containing multiple peptide components necessary to overcome the numerous
barriers for efficacious gene delivery.
Details
- Title: Subtitle
- A Convergent Synthesis of Homogeneous Reducible Polypeptides
- Creators
- Mark D Ericson - Division of Medicinal & Natural Products Chemistry, College of Pharmacy, University of Iowa, Iowa City IA 52242Kevin G Rice - Division of Medicinal & Natural Products Chemistry, College of Pharmacy, University of Iowa, Iowa City IA 52242
- Resource Type
- Journal article
- Publication Details
- Tetrahedron letters, Vol.54(35), pp.4746-4748
- DOI
- 10.1016/j.tetlet.2013.06.118
- PMID
- 24493905
- PMCID
- PMC3908824
- NLM abbreviation
- Tetrahedron Lett
- ISSN
- 0040-4039
- eISSN
- 1873-3581
- Publisher
- England
- Grant note
- T32 GM008365 / NIGMS NIH HHS R01 GM087653 / NIGMS NIH HHS
- Language
- English
- Date published
- 08/28/2013
- Academic Unit
- Pharmaceutical Sciences and Experimental Therapeutics; Craniofacial Anomalies Research Center; Medicinal and Natural Products Chemistry
- Record Identifier
- 9984065695902771
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