Molecular Probes heterobifunctional crosslinkers—Table 5.1

Cat # Crosslinker Reactivity
Thiol (R–SH) Amine (R–NH2) Azide * (R–N3) Alkyne *Photoreactive †
S1553succinimidyl acetylthioacetate (SATA) ‡XX   
S1534 succinimidyl trans-4-(maleimidylmethyl) cyclohexane-1-carboxylate (SMCC) ‡ X X     
S1531 succinimidyl 3-(2-pyridyldithio)propionate (SPDP) X X     
E22471-ethyl-3-(3-dimethylaminopropyl)carbodiimide (EDAC) § X   
P6317 N-((2-pyridyldithio)ethyl)-4-azidosalicylamide (PEAS; AET) ‡ X      X
A2522 4-azido-2,3,5,6-tetrafluorobenzoic acid, succinimidyl ester (ATFB, SE)   X    X
B1508 benzophenone-4-maleimide X      X
B1526 benzophenone-4-isothiocyanate   X    X
B15774-benzoylbenzoic acid, succinimidyl ester X  X
I10188iodoacetamide azide *X  X 
I10189iodoacetamide alkyne *X X   
C10413Click-iT maleimide DIBO alkyne *X X  
A10280azido (PEO)4 propionic acid, succinimidyl ester * X X 
A10279alkyne, succinimidyl ester * XX  
C10414Click-iT succinimidyl ester DIBO alkyne * XX  
* Azides react with alkynes via the copper-catalyzed azide–alkyne cycloaddition reaction, as discussed in Click Chemistry—Section 3.1 (where these products are also described).
† Reacts nonspecifically with available sites upon UV illumination.
‡ These reagents contain cryptic thiols that are exposed by disulfide reduction (SPDP or PEAS) or deacetylation (SATA) and can be subsequently disulfide-coupled to other thiolated molecules or thioether-coupled to maleimides or iodoacetamides.
§ EDAC couples amines to carboxylic acids (Derivatization Reagents for Carboxylic Acids and Carboxamides—Section 3.4).
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