Crosslinkers

Sigma-Aldrich is proud to offer you a variety of different crosslinkers for all of your biological needs. Crosslinking reagents generally contain two or more reactive groups that are often ′activated′ to react with certain functional groups such as amines and sulfhydryls, but also may be less specific in the case of photoreactive crosslinkers. The usefulness of crosslinking chemistry is realized in applications such as:
  • protein structure and/or function determination
  • protein or other biomolecule immobilization
  • general biomolecule-biomolecule conjugation
  • antibody-drug conjugates

Some of the most common crosslinkers contain maleimide, or sulfhydryl reactive groups, or succinimidyl esters (often referred to as NHS esters), which react with amines. Our selection offers several options containing these functional groups and more with a variety of linker lengths and solubilities. Sulfosuccinimidyl esters allow for a more water soluble crosslinker which can be useful when working with large biomolecules that are not amenable to using organic solvents. Crosslinkers with cleavable linkers such as disulfides are also available where a permanent linkage is not desired.

Amine to Amine

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73361 Bis[2-(N-succinimidyl-oxycarbonyloxy)ethyl] sulfone ≥97.0% (CHN) C14H16N2O12S
713783 O,O′-Bis[2-(N-Succinimidyl-succinylamino)ethyl]polyethylene glycol 2,000  
15961 O,O′-Bis[2-(N-Succinimidyl-succinylamino)ethyl]polyethylene glycol 3,000  
713791 O,O′-Bis[2-(N-Succinimidyl-succinylamino)ethyl]polyethylene glycol 10,000  
803537 BS(PEG)5 (PEGylated bis(sulfosuccinimidyl)suberate) C22H32N2O13
803464 BS(PEG)9 (PEGylated bis(sulfosuccinimidyl)suberate) C30H48N2O17
D3514 4,4′-Diisothiocyanatostilbene-2,2′-disulfonic acid disodium salt hydrate ≥80% (elemental analysis), powder C16H8N2Na2O6S4 · xH2O
D2388 Dimethyl 3,3′-dithiopropionimidate dihydrochloride powder C8H16N2O2S2 · 2HCl
D8388 Dimethyl pimelimidate dihydrochloride powder C9H18N2O2 · 2HCl
80424 Di(N-succinimidyl) glutarate ≥97.0% (CHN) C13H14N2O8
D3669 3,3′-Dithiodipropionic acid di(N-hydroxysuccinimide ester) powder C14H16N2O8S2
803375 DST (disuccinimidyl tartrate) C12H12O10N2
803200 DTSSP (3,3′-dithiobis(sulfosuccinimidyl propionate)) C14H14N2O14S4Na2
E3257 Ethylene glycol-bis(succinic acid N-hydroxysuccinimide ester) powder C18H20N2O12
671630 4,7,10,13,16,19,22,25,32,35,38,41,44,47,50,53-Hexadecaoxa-28,29-dithiahexapentacontanedioic acid di-N-succinimidyl ester ≥94% (oligomer purity) C46H80N2O24S2
258555 p-Phenylene diisothiocyanate 98% C8H4N2S2
90336 Sebacic acid bis(N-succinimidyl) ester ≥97.0% C18H24N2O8
S1885 Suberic acid bis(N-hydroxysuccinimide ester) ≥95%, powder C16H20N2O8
S5799 Suberic acid bis(3-sulfo-N-hydroxysuccinimide ester) sodium salt ≥95% (H-NMR), powder C16H18N2Na2O14S2
803219 Sulfo-EGS (ethylene glycol bis(sulfosuccinimidyl succinate)) C18H18O18N2Na2S2

Amine to Sulfhydryl

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806021 APN-CHO C10H5NO
B8271 Bromoacetic acid N-hydroxysuccinimide ester ≥95%, powder C6H6BrNO4
807664 CBTF C16H4F4NNaO5S
I9760 Iodoacetic acid N-hydroxysuccinimide ester powder C6H6INO4
803383 LC-SMCC (succinimidyl-4-(N-maleimidomethyl)cyclohexane-1-carboxy-(6-amidocaproate)) C22H29N3O7
803642 LC-SPDP (succinimidyl 6-[3(2-pyridyldithio)propionamido]hexanoate) C18 H23 O5 N3 S2
746223 Maleimide-PEG2-succinimidyl ester 99% C18H23N3O9
746207 Maleimide-PEG8-succinimidyl ester C30H47N3O15
746215 Maleimide-PEG12-succinimidyl ester C38H63N3O19
746193 Maleimide-PEG6-succinimidyl ester C26H39N3O13
M3884 Maleimidoacetic acid N-hydroxysuccinimide ester ≥95% C10H8N2O6
M2786 3-Maleimidobenzoic acid N-hydroxysuccinimide ester crystalline C15H10N2O6
63175 4-Maleimidobutyric acid N-hydroxysuccinimide ester ≥98.0% (HPLC) C12H12N2O6
M9794 6-Maleimidohexanoic acid N-hydroxysuccinimide ester ≥98%, powder C14H16N2O6
63177 6-Maleimidohexanoic acid N-hydroxysuccinimide ester ≥98.0% (HPLC) C14H16N2O6
568600 6-Maleimidohexanoic acid N-hydroxysuccinimide ester 98% C14H16N2O6
M5525 4-(N-Maleimidomethyl)cyclohexanecarboxylic acid N-hydroxysuccinimide ester ≥98%, powder C16H18N2O6
M6035 4-(N-Maleimidomethyl)cyclohexane-1-carboxylic acid 3-sulfo-N-hydroxysuccinimide ester sodium salt powder C16H17N2NaO9S
M6286 4-(4-Maleimidophenyl)butyric acid N-hydroxysuccinimide ester C18H16N2O6
63179 3-(Maleimido)propionic acid N-hydroxysuccinimide ester ≥98.5% (HPLC) C11H10N2O6
358657 3-Maleimidopropionic acid N-hydroxysuccinimide ester 99% C11H10N2O6
689777 O-[N-(3-Maleimidopropionyl)aminoethyl]-O′-[3-(N-succinimidyloxy)-3-oxopropyl]heptacosaethylene glycol ≥90% (oligomer purity) C70H127N3O35
712582 O-[N-(3-Maleimidopropionyl)aminoethyl]-O′-[3-(N-succinimidyloxy)-3-oxopropyl]triethylene glycol ≥90% (NMR) C22H31N3O11
803553 PEG12-SPDP (PEGylated, long-chain SPDP crosslinker) C39H65N3O17S2
803499 PEG4-SPDP (PEGylated, long-chain SPDP crosslinker) C23 H33 N3 O9 S2
P3415 3-(2-Pyridyldithio)propionic acid N-hydroxysuccinimide ester ≥95%, powder C12H12N2O4S2
803650 SBAP (succinimidyl 3-(bromoacetamido)propionate) C9H11N2O5Br
803669 SIAB (N-succinimidyl (4-iodoacetyl)aminobenzoate) C13H11N2O5I
803391 SM(PEG)24 (PEGylated, long-chain SMCC crosslinker) C62H111N3O31
803626 SMPH (succinimidyl-6-((b-maleimidopropionamido)hexanoate) C17H21N3O7
803472 SMPT (4-succinimidyloxycarbonyl-alpha-methyl-alpha(2-pyridyldithio)toluene) C18H20N2O2S2
803235 Sulfo-EMCS (N-(ε-maleimidocaproyloxy) sulfosuccinimide ester) C14H13O9SN2Na
803251 Sulfo-KMUS (N-(κ-maleimidoundecanoyloxy) sulfosuccinimide ester) C19H25N2O9SNa
803316 Sulfo-LC-SPDP (sulfosuccinimidyl 6-[3′-(2-pyridyldithio)propionamido]hexanoate) C14H16N3NaO8S3
803227 Sulfo-MBS (m-maleimidobenzoyl-N-hydroxysulfosuccinimide ester) C15H9O9N2NaS
803324 Sulfo-SIAB (sulfosuccinimidyl (4-iodoacetyl)aminobenzoate) C13H10O8N2SINa
803243 Sulfo-SMPB (sulfosuccinimidyl 4-(N-maleimidophenyl)butyrate) C18H15N2O9SNa
42002 Sulfo-N-succinimidyl 4-maleimidobutyrate sodium salt ~90% C12H11N2NaO9S

Other Reactivities

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Molecular Formula

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A0638 Adipic acid dihydrazide ≥98% (titration) C6H14N4O2
764205 Alkyne-PEG4-maleimide 90% (HPLC) C18H26N2O7
764191 Alkyne-PEG5-N-hydroxysuccinimidyl ester C18H27NO9
806005 APN-Amine HCl 95% C12H10N5Cl
806595 APN-Azide 95% C9H4N4
806013 APN-BCN 97% C20H18N2O2
807745 APN-COCI C10H4ClNO
744867 (1R,8S,9s)-Bicyclo[6.1.0]non-4-yn-9-ylmethyl N-succinimidyl carbonate for Copper-free Click Chemistry C15H17NO5
793329 Biotin-benzyl-tetrazine 95% C19H23N7O2S
ALD00031 Biotin-PEG4-TPG hydrate C29H42N6O9S
803529 BMPH (N-(β-maleimidopropionic acid) hydrazide, trifluoroacetic acid salt) C7H9N3O3 · CF3CO2H
765953 1,11-Diazido-3,6,9-trioxaundecane C8H16N6O3
761524 Dibenzocyclooctyne-N-hydroxysuccinimidyl ester for Copper-free Click Chemistry C23H18N2O5
761532 Dibenzocyclooctyne-S-S-N-hydroxysuccinimidyl ester for Copper-free Click Chemistry C28H27N3O6S2
760668 Dibenzocyclooctyne-maleimide for Copper-free Click Chemistry C25H21N3O4
760676 Dibenzocyclooctyne-PEG4-maleimide for Copper-free Click Chemistry C36H42N4O9
803677 EMCH (N-(ε-maleimidocaproic acid) hydrazide, trifluoroacetic acid salt) C10H15N3O3 · CF3CO2H
803456 KMUH (N-(κ-maleimidoundecanoic acid) hydrazide, trifluoroacetic acid salt) C15H25N3O3 · CF3CO2H
49667 4-(Maleinimido)phenyl isocyanate purum, ≥97.0% (CHN) C11H6N2O3
256439 4,4′-Methylenebis(phenyl isocyanate) 98% C15H10N2O2
803502 MPBH (4-(4-N-Maleimidophenyl)butyric acid hydrazide hydrochloride + 1/2 dioxane) C14H16N3ClO3 · 0.5C4H8O2
803480 PDPH (3-(2-pyridyldithio)propionyl hydrazide) C8N3S2OH11
764221 Propargyl-N-hydroxysuccinimidyl ester C10H11NO5
ALD00344 PTAD-Azide C10H10N6O3
760706 Sulfo-dibenzocyclooctyne-biotin conjugate for Copper-free Click Chemistry C37H50N6O7S2
803367 Sulfo-SDAD (Sulfo-NHS-SS-Diazirine) (sulfosuccinimidyl 2-[(4,4′-azipentanamido)ethyl]-1,3′-dithiopropionate] C14H19N4NaO8S3
803340 Sulfo-SDA (Sulfo-NHS-Diazirine) (sulfosuccinimidyl 4,4′-azipentanoate) C9H10N3Na7S

Photoactive

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A3282 5-Azido-2-nitrobenzoic acid N-hydroxysuccinimide ester ≥95%, powder C11H7N5O6
A6057 4-Azidophenacyl bromide powder C8H6BrN3O
775924 4-Benzoylbenzoic acid N-succinimidyl ester 97% C18H13NO5
900600 3-(Fluorosulfonyl)-5-((trimethylsilyl)ethynyl)benzoic acid ≥95% C12H13FO4SSi
803421 LC-SDA (NHS-LC-Diazirine) (succinimidyl 6-(4,4′-azipentanamido)hexanoate) C15H22N4O5
M9775 4-(N-Maleimido)benzophenone C17H11NO3
900602 4-(4-(Prop-2-yn-1-yloxy)benzoyl)benzoic acid ≥95% C17H12O4
803448 SDAD (NHS-SS-Diazirine) (succinimidyl 2-[(4,4′-azipentanamido)ethyl]-1,3′-dithiopropionate) C14H20N4O5S2
803413 SDA (NHS-Diazirine) (succinimidyl 4,4′-azipentanoate) C9H11N3O4
803545 SPB (succinimidyl-[4-(psoralen-8-yloxy)]butyrate) C19H15NO8
803359 Sulfo-LC-SDA (Sulfo-NHS-LC-Diazirine) (sulfosuccinimidyl 6-(4,4′-azipentanamido)hexanoate), C15H21N4NaO8S
803332 Sulfo-SANPAH (sulfosuccinimidyl 6-(4′-azido-2′-nitrophenylamino)hexanoate) C16H17O9N6NaS

Sulfhydryl to Sulfhydryl

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16646 1,4-Bis[3-(2-pyridyldithio)propionamido]butane ≥85% (HPLC) C20H26N4O2S4
803561 BMOE (bis-maleimidoethane) C10H8N2O4
803588 BM(PEG)2 (1,8-bismaleimido-diethyleneglycol) C14H16N2O6
803596 BM(PEG)3 (1,11-bismaleimido-triethyleneglycol) C16H20N2O7
803618 DTME (dithio-bis-maleimidoethane) C12H12N2S2O4