2017年4月17日星期一

Defensin Synthesis from Pepmic

When peptides contain multiple cysteine residues, challenges arise due to the random formation of disulfide bridges between them. Pepmic is able to build disulfide bridges regiospecifically 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 Pepmic has developed various methods to couple cysteine-pairs regioselectively 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 regiospecific 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

Please contact me at eva@pepmic.com for any questions.

Eva He
eva@pepmic.com
Pepmic Co., Ltd
www.pepmic.com

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