CROSS-LINKERS

See also: Protein modifyers - Buffers - Labeling reagents (biotin)

Heterobifunctional cross-linkers contain 2 different chemical reactive groups. They allow to target a defined reactive group on one molecule (i.e. SH or CHO) that is choosen for particular reasons, as localisation on the peptidic chain, absence on other molecules, insertion of a terminal Cys residue... It is taken to good account to design oriented conjugates of 2 different molecules :

• antibody conjugates (immunoreagents, immunotoxins...)
• study and isolation of ligand/receptors complexes
• studies of protein structure
• conjugation and immobilization of Cys-terminated peptides

Heterobifunctional cross-linkers SH / Maleimide -- NHS / NH2 (page 2...page6)

MAL-PEO4-NHS

100mg

MAL-PEO8-NHS

100mg

The new superior analog of sulfo-SMCC, with an hydrophilic spacer !

• Crosslinks amine-bearing (via NHS) and sulfhydryl-bearing proteins (via maleimide)

• 24.8Å, flexilble spacer, non cleavable

The analog of MAL-PEO4-NHS with an extender spacer

• Benefits of MAL-PEO4-NHS

• 39.2Å, flexilble spacer, non cleavable

MW 513.51

MW 689.71

Technical Sheet

Technical Sheet

MAL-PEO12-NHS

100mg

The new superior analog of sulfo-SMCC, with an hydrophilic spacer !

• Crosslinks amine-bearing (via NHS) and sulfhydryl-bearing proteins (via maleimide)

• 53.3Å, flexilble spacer, non cleavable

MW 865.92

Technical Sheet

MBS

100mg

Sulfo-MBS

100mg

UP21608B

50mg

50mg

A classic SH- and NH2 crosslinker

• Crosslinks amine-bearing (via NHS) and sulfhydryl-bearing proteins (via maleimide)

• 9.9Å, rigid spacer, non cleavable

Water soluble analog of MBS

• Benefits of MBS

• Soluble directly in aqueous buffer (no need DMSO)

• Do not cross biological membranes

m-maleimidoBenzoyl-N-hydroxySuccinimidyl ester
MW 314.2
CAS [58626-38-3]

m-MaleimidoBenzoyl-N-hydroxySulfoSuccinimidyl ester
MW 416.2

Technical Sheet - Security Sheet

Applications / Literature
Immuno-conjugates
To prepare peptide-carriers, use better the GMBS
Lemer (1981), Chamberlain (1989), Dell’Arciprete (1988), Kitagawa (1976), Myers (1989), Chrisey (1996)

Technical Sheet

Applications / Literature
Cell membrane studies
In vivo targetting
Suter (1986), Hnatowich (1987)

SMPB

100mg

Sulfo-SMPB

100mg

UP28072B

50mg

50mg

Alternative to MBS, with extended spacer

• Features of the MBS

• Extended spacer

• Conjugates more stable in serum than SPDP(Pi36)

Water soluble analog of SMPB

• Features of the SMPB

• Soluble directly in aqueous buffer (no need DMSO)

• Do not cross biological membranes

Succinimidyl-4-(p-MaleimidoPhenyl)-Butyrate
MW 356.3
CAS [79886-55-8]

SulfoSuccinimidyl-4-(p-maleimidophenyl)-butyrate
MW 458.4

Technical Sheet

Applications / Literature
Immuno-conjugates
Iwai(1988), Chrisey (1996), Kitagawa (1976), Teale (1986)

Technical Sheet

Applications / Literature

Bangs (1986), Myers (1989), Iwai (1988), Teale (1986)

SMCC

100mg

Sulfo-SMCC

100mg

50mg

50mg

The most popular NH2- and SH- crosslinker

• Reacts with sulfhydryls (with maleimide) and amines (with NHS)

• Maleimide stabilized by the cyclohexane ring

• 11.6 A spacer (9 atoms)

Water soluble analog of SMCC

• Features of the SMCC

• Soluble directly in aqueous buffer (no need DMSO)

• Do not cross biological membranes / label inside cells

Succinimidyl-4-(N-Maleimidomethyl)Cyclohexane-1-Carboxylate
MW 334.3
CAS [64987-85-5]

SulfoSuccinimidyl-4-(N-Maleimidomethyl)Cyclohexane-1-Carboxylate
MW 436.4
CAS [92921-24-9]

Technical Sheet

Applications / Literature
Widely used to make Immuno-conjugates
Yoshitake (1982), Imagawa (1982),Mahan (1987), Uto (1991), Bieniarz (1996), Kuijpers (1993), Chrisey (1996)

Technical Sheet

Applications / Literature
Coupling of the hinge of (Fab’)2 (Hashida (1984))
Samoszuk (1989), Staros (1989)

GMBS

100mg

Sulfo-GMBS

100mg

50mg

50mg

Better than MBS in several immuno-applications

• Crosslinks amine-bearing (via NHS) and sulfhydryl-bearing proteins (via maleimide)

• 6.8Å flexible spacer, non cleavable

• Maleimide more stable

• Spacer less immunogenic than MBS and SMCC, for more antigen-specific antibodies

Water soluble analog of GMBS

• Benefits of the GMBS

• Soluble directly in aqueous buffer (no need DMSO)

• Do not cross biological membranes

m-MaleimidoButyryloxySuccinimide ester
MW 280.3

m-MaleimidoButyryloxy-SulfoSuccinimide ester
MW 362.2

Technical Sheet

Applications / Literature

Immuno-conjugates: immunocarriers, delivery conjugates, enzyme-antibodies, Fujiwara (1988)

Other conjugates: DNA-monolayers immobilization, Chrisey (1996)

Kitagawa (1983)

Technical Sheet

Applications / Literature
Chrisey (1996), Fujiwara (1988), Kitagawa (1983)

EMCS

100mg

Sulfo-EMCS

100mg

50mg

50mg

Longer spacer than MbuS

• Reacts with sulfhydryls (with maleimide) at pH 6.5-7.5 and amines (with NHS) at pH 7-9

• Maleimide stabilized by the cyclohexane ring

• 9.4 spacer

Water soluble analog of EMCS

• Features of the EMCS

• Soluble directly in aqueous buffer (no need DMSO)

• Do not cross biological membranes / label inside cells

N-(e-MaleimidoCaproyloxy)Succinimie ester
MW 308.3
CAS [55750-63-5]

N-(e-MaleimidoCaproyloxy)SulfoSuccinimie ester
MW 410.3

Technical Sheet

Applications / Literature
Widely used to make Immuno-conjugates
Fujirawara (1988), Peeters (1989), Hermanson (1996), Partis (1983), Kitagawa (1981)

Technical Sheet

Applications / Literature
Fujiwara (1988), Peeters (1989), Hermanson (1996), Kitagawa (1981)

Associated Products

SATA

DTT

Introduce SH in your protein

Sulfo-NHS acetate

TCEP

For the blockage of amines

For the reduction of proteins to generate SH groups, and to dissociate polymeric proteins.

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