Synthetic peptides for the immunodiagnosis of hepatitis A virus infection

Gauna, Adriana; Losada, Sandra; Lorenzo, Marı́a M.; Bermúdez, Henry; Toledo, Marilyan; Pérez, Hilda Garay; Chacón, Edgar A.; Noya, Óscar

doi:10.1016/j.jim.2015.08.013

Cited by 7 publications

(1 citation statement)

References 28 publications

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“…First developed by Ronald Frank and subsequently automated, SPOT synthesis is a robust, rapid, and cost‐effective method for the simultaneous parallel solid phase synthesis of hundreds and even thousands of addressable peptides. In most of the cases, plain cellulose filter paper is used as the solid support, although alternative supporting materials were also developed . Peptide arrays are powerful tools for advanced studies in biochemistry and medicine.…”

Section: Introductionmentioning

confidence: 99%

New methodology for automated SPOT synthesis of peptides on cellulose using 1,3,5‐triazine derivatives as linkers and as coupling reagents

Frączyk

Walczak

Kamiński

2018

Journal of Peptide Science

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Two new rigid bi-aromatic linkers for synthesis of peptide arrays by SPOT methodology were obtained from cellulose treated with 2,4-dichloro-6-methoxy-1,3,5-triazine. Reaction with m-phenylenediamine gave non-cleavable TYPE I linker which enabled attachment of the peptides via resistant to harsh reaction conditions amide, ether, and amine bonds. Reaction with 3-Fmoc-aminobenzoic acid followed by thermal isomerization of the intermediate "superactive" ester producing an amide-like bond gave TYPE II linker that was very stable during peptide synthesis. However, the peptide was cleavable, with fragment of the linker, in the presence of 1 M LiOH solution. The uniform loading of the cellulose and efficient synthesis of the peptide array was achieved by using N-(4,6-dimethoxy-1,3,5-triazin-1-yl)-N-methylmorpholinium 4-toluenesulfonate as the coupling reagent.

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Section: Introductionmentioning

confidence: 99%