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Synthesis of charge-labelled peptide nucleic acids as a probe for determination of gene sequences
KTH, School of Industrial Engineering and Management (ITM), Industrial Economics and Management (Dept.).
2006 (English)In: Development and Promotion of Science and Technology Talents Project 50th Anniversary Conference, 2006Conference paper, Published paper (Other academic)
Abstract [en]

In this study, three PNA nonamers labeled with two charge tags were synthesized. These consisted of N-terminal N-methylmorpholinum-labeled, N-terminal arginine-labeled and C-terminal arginine-labeled PNAs. The PNAs consisted of alternate sequences of pyrrolidinyl thymine monomer and trans-(1S,2S)-2-aminocyclopentane carboxylic acid pentafluorophenyl ester spacer. Synthesis of the homothymine PNA nonamer (T9) was achieved by solid phase peptide synthesis methodology. Charge tags were attached to the PNA nonamers through amide bond.

MALDI-TOF mass spectrometry revealed that Ac-Arg-T9-NH2, which has permanent positively charge tag, and Ac-Lys-T9-NH2, which has none, could be detected at amounts down to 6.1×10-2 fmol and 4.9 fmol respectively. This means that the sensitivity difference of both PNAs is 80 times since Ac-Arg-T9-NH2 can be protonated much easier than Ac-Lys-T9-NH2. The positive charge increases amount of ions which can be detected by MALDI-TOF mass spectrometry.

Place, publisher, year, edition, pages
2006.
National Category
Organic Chemistry
Identifiers
URN: urn:nbn:se:kth:diva-70286OAI: oai:DiVA.org:kth-70286DiVA: diva2:486190
Conference
Development and Promotion of Science and Technology Talents Project 50th Anniversary Conference, Bangkok, Thailand
Note

QC 20160429

Available from: 2012-01-30 Created: 2012-01-30 Last updated: 2016-04-29Bibliographically approved

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Sriwannawit, Pranpreya
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