products
 
작성일 : 22-04-21
[Iris Biotech] Permanent Linkers with Maleimide Function

 

Permanent Linkers with Maleimide Function

 

Michael addition of a thiol to a maleimide is commonly used for numerous bioconjugations. Several

commercial constructs like Brentuximab vedotin, Trastuzumab emtansine, and Cimzia contain a thiol-

maleimide adduct. However, this reaction is reversible. During the journey of an appropriate thioether

containing drug through physiological media, this bond can break, and fragments are released which might

contribute to certain unwanted or even toxic reactions.

 

클릭하시면 닫힙니다.이미지 저장을 원하시면 마우스 오른쪽클릭후 '다른이름으로 저장'을 하세요

Fig. 1: Maleimides bind reversibly to thiols resulting in thioethers. This linkage turns stable once the

maleimide ring is opened through hydrolysis.

 

However, if the succinimide moiety of a maleimide-thiol conjugate is hydrolyzed, the ring-opened product is

fully stabilized towards cleavage (Fig. 1). The rates of ring-opening hydrolysis are greatly accelerated by

electron withdrawing N-substituents and good nucleophiles in the proximity of the carbonyl functions. Thus,

conjugates made with nucleophilic side chains and electron-withdrawing maleimides may be purposefully

hydrolyzed to their ring-opened counterparts and ensure good in vivo stability.

 

Mal-Et-OH

Chemical name:

 

N-(2-Hydroxyethyl)maleimide

Cas-no.:

 

1585-90-6

Formula:

 

C6H7NO3

Molecular weight:

 

141.12 g/mol

 

 

 클릭하시면 닫힙니다.이미지 저장을 원하시면 마우스 오른쪽클릭후 '다른이름으로 저장'을 하세요

 

Mal-NH2*HCl

Chemical name:

 

2-Maleimidoethylamine hydrochloride

Cas-no.:

 

134272-64-3

Formula:

 

C6H8N2O2*HCl

Molecular weight:

 

140.14*36,45 g/mol

 

 

 클릭하시면 닫힙니다.이미지 저장을 원하시면 마우스 오른쪽클릭후 '다른이름으로 저장'을 하세요

 

DBCO-mal

Chemical name:

 

Dibenzoazacyclooctyne-maleimide

Cas-no.:

 

1395786-30-7

Formula:

 

C25H21N3O4

Molecular weight:

 

427.45 g/mol

 

 

 클릭하시면 닫힙니다.이미지 저장을 원하시면 마우스 오른쪽클릭후 '다른이름으로 저장'을 하세요

 

DBCO-PEG(4)-mal

Chemical name:

 

Dibenzoazacyclooctyne-tetra(ethylene glycol)-maleimide

Cas-no.:

 

1480516-75-3

Formula:

 

C36H42N4O9

Molecular weight:

 

674.74 g/mol

 

 

 클릭하시면 닫힙니다.이미지 저장을 원하시면 마우스 오른쪽클릭후 '다른이름으로 저장'을 하세요

 

MeTz-PEG(4)-mal

Chemical name:

 

Methyltetrazine-PEG(4)-maleimide

Cas-no.:

 

1802908-02-6

Formula:

 

C24H30N6O7

Molecular weight:

 

514.53 g/mol

 

 

 클릭하시면 닫힙니다.이미지 저장을 원하시면 마우스 오른쪽클릭후 '다른이름으로 저장'을 하세요

  

Ordering informations

    

Catalog No.

Product Name

Size

RL-3000

Mal-Et-OH

1 & 5g

RL-2780

Mal-NH2*HCl

250mg, 1 & 5g

RL-2490

DBCO-mal

25, 100mg & 1g

RL-2500

DBCO-PEG(4)-mal

10, 25, 100 & 500mg

RL-2340

MeTz-PEG(4)-mal

10, 25 & 100mg

 

 

▣ 관련 페이지 ; Iris Biotech GMBH