Cyclic Peptides and Branched Peptides

Constraints by cyclization at either the backbone or side chain of the peptide are expected to reinforce and enhance the stability of the 3D-structure, such as α-helix, as well as the increment of the resistance to the enzymatic digestion.

Cyclized Peptides

cyclo(X1-X2——–Xn)
Head-to-tail cyclization

cyclo(X1-X2--------Xn) Head-to-tail cyclization

X = NH : polypeptide
X = O : depsipeptide
e.g.) Code 4464-v [D-Leu7]-(-)-Ternatin
(including N-methyl amino acids)

Diketopiperazine
 

Diketopiperazine

R=H : cyclo(X-Pro)
R=OH : cyclo(X-Hyp)

Diketopiperazine

cyclo(X-X)

Staple peptide

Staple peptide

site-specific ligation using olefin metathesis

Cyclization at side chain

Cyclization at side chain

Lactone/Thiolactone

Lactone/Thiolactone

X=O : lactone
X=S : thiolactone

Thioether

Thioether

Deamino-dicarba

Deamino-dicarba
e.g.) Code 4025-v
[Asu 1,6]-Oxytocin
(Deamino-Dicarba-Oxytocin)

 

Code 4084-v Oxytocin

Branched Peptides(Isopeptides)

Branched at Asp/Glu

Branched at Asp/Glu

n=1 : Asp
n=2 : Glu

Branched at Lys

Branched at Lys

Branched at Ser/Thr

Branched at Ser/Thr

X=H : Ser
X=CH3 : Thr

We have lots of successful syntheses of the cyclic peptides as well as the branched peptides.
Please contact us at the department of custom services when you intend to modify your peptide by cyclization or branching.


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