Journal article
Synthesis of homogeneous glycopeptides and their utility as DNA condensing agents
Carbohydrate research, Vol.323(1-4), pp.176-184
01/12/2000
DOI: 10.1016/s0008-6215(99)00245-1
PMID: 10782299
Abstract
Two glycopeptides were synthesized by attaching purified glycosylamines (N-glycans) to a 20 amino acid peptide. Triantennary and Man9 Boc-tyrosinamide N-glycans were treated with trifluoroacetic acid to remove the Boc group and expose a tyrosinamide amine. The amine group was coupled with iodoacetic acid to produce N-iodoacetyl-oligosaccharides. These were reacted with the sulfhydryl group of a cysteine-containing peptide (CWK18), resulting in the formation of glycopeptides in good yield that were characterized by 1H NMR and ESIMS. Both glycopeptides were able to bind to plasmid DNA and form DNA condensates of approximately 110 nm mean diameter with zeta potential of +31 mV. The resulting homogeneous glycopeptide DNA condensates will be valuable as receptor-mediated gene-delivery agents.
Details
- Title: Subtitle
- Synthesis of homogeneous glycopeptides and their utility as DNA condensing agents
- Creators
- Wendy T Collard - Division of Pharmaceutics, College of Pharmacy, University of Michigan, Ann Arbor 48109-1065, USAD L EversDonald L MckenzieKevin G Rice
- Resource Type
- Journal article
- Publication Details
- Carbohydrate research, Vol.323(1-4), pp.176-184
- DOI
- 10.1016/s0008-6215(99)00245-1
- PMID
- 10782299
- NLM abbreviation
- Carbohydr Res
- ISSN
- 0008-6215
- eISSN
- 1873-426X
- Publisher
- Netherlands
- Grant note
- GM07767 / NIGMS NIH HHS GM48049 / NIGMS NIH HHS
- Language
- English
- Date published
- 01/12/2000
- Academic Unit
- Pharmaceutical Sciences and Experimental Therapeutics; Craniofacial Anomalies Research Center; Medicinal and Natural Products Chemistry
- Record Identifier
- 9984065699502771
Metrics
9 Record Views