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  • A convenient route to thiol terminated peptides for conjugation and surface functionalization strategies.

A convenient route to thiol terminated peptides for conjugation and surface functionalization strategies.

Bioconjugate chemistry (1995-05-01)
T M Winger, P J Ludovice, E L Chaikof
ABSTRACT

The derivatization of poly(p-(chloromethyl)styrene-co-divinylbenzene) (Merrifield resin) with N-(tert-butoxycarbonyl)-2-aminoethanethiol is presented as a convenient route for the generation of thiol terminated peptides using a solid phase methodology. Maximum resin substitution reached 92% (773 mumol/g) after 24 h. However, at 30 min, yields exceeded 400 mumol/g, above which the resin is suitable for solid phase peptide synthesis. Thiol terminated peptides are well-suited for subsequent chemical conjugation reactions or for the formation of organic monolayers on metal substrates.

MATERIALS
Product Number
Brand
Product Description

Sigma-Aldrich
2-(Boc-amino)ethanethiol, 97%
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5 mL
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CN¥970.36
CN¥291.11
25 mL
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CN¥2,191.93
Sigma-Aldrich
di-Boc-cystamine, ≥98.0% (TLC)
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5 g
Estimated to ship on April 22, 2025
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CN¥1,162.28