Cyclisation with Multiple S-S Bonds

Novazym is able to build disulfide bridges regio-specifically between cysteines at specified positions. We are able to introduce up to four customized disulfide bridges on one peptide, by applying either native folding or a variety site-specific orthogonal chemistries.

Opis

When peptides contain multiple cysteine residues, challenges arise due to the random formation of disulfide bridges between them. Novazym is able to build disulfide bridges regio-specifically between cysteines at specified positions. We are able to introduce up to four customized disulfide bridges on one peptide, by applying either native folding or a variety site-specific orthogonal chemistries.

A common method for this kind of reactions is native folding. This thermodynamic stability strategy requires to precisely mimic the ideal conditions required for the species to fold, which are very specific for each peptide. However, in several cases isomers may appear in the reaction mixture, which are difficult to remove with prep-HPLC and results in poor yields. Therefore we have developed various methods to couple cysteine-pairs regio-selectively at specified positions. We are capable to introduce up to four customized disulfide bridges on one peptide, via site-specific orthogonal chemistry.

Using a defined combination of cysteine protecting groups we are able to de-protect and oxidize the cysteine couples individually. This leads not only to regio-specific disulfide bridge formation, but also relative high yield and purity compared with traditional methods.

Cys-Cys Cyclization
Peptide Name Peptide Sequence Disulfide bonds
alpha Defensin 1 (human) ACYCRIPACIAGERRYGTCIYQGRLWAFCC C2-C30, C4-C19, C9-C29
alpha Defensin 2 (human) CYCRIPACIAGERRYGTCIYQGRLWAFCC C1-C29, C3-C18, C8-C28
alpha Defensin 3 (human) DCYCRIPACIAGERRYGTCIYQGRLWAFCC C2-C30, C4-C19, C9-C29
alpha Defensin 4 (human) VCSCRLVFCRRTELRVGNCLIGGVSFTYCCTRV C2-C30, C4-C19, C9-C29
alpha Defensin 5 (human) ATCYCRTGRCATRESLSGVCEISGRLYRLCCR C3-C31, C5-C20, C10-C30
alpha Defensin 6 (human) AFTCHCRRSCYSTEYSYGTCTVMGINHRFCCL C4-C31, C6-C20, C10-C30
beta Defensin 1 (human) DHYNCVSSGGQCLYSACPIFTKIQGTCYRGKAKCCK C5-C34, C12-C27, C17-C35
beta Defensin 2 (human) GIGDPVTCLKSGAICHPVFCPRRYKQIGTCpEGTKCCKKP C8-C37, C15-C30, C20-C38
beta Defensin 3 (human) GIINTLQKYYCRVRGGRCAVLSCLPKEEQIGKCSTRGRKCCRRKK C11-C40, C18-C33, C23-C41
beta Defensin 4 (human) ELDRICGYGTARCRKKCRSQEYRIGRCPNTYACCLRK C6-C33, C13-C27, C17-C34

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