Molecular Probes heterobifunctional crosslinkers—Table 5.1

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Cat # Crosslinker Reactivity
Thiol (R–SH) Amine (R–NH2) Azide * (R–N3) Alkyne *Photoreactive †
S1553 succinimidyl acetylthioacetate (SATA) ‡XX 
 
S1534 succinimidyl trans-4-(maleimidylmethyl) cyclohexane-1-carboxylate (SMCC) ‡ X X  
 
S1531 succinimidyl 3-(2-pyridyldithio)propionate (SPDP) X X  
 
E2247 1-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
B1577 4-benzoylbenzoic acid, succinimidyl ester X 
X
I10188 iodoacetamide azide *X

X
I10189 iodoacetamide alkyne *X
X
C10413Click-iT maleimide DIBO alkyne *X
X

A10280 azido (PEO)4 propionic acid, succinimidyl ester *
X
X
A10279 alkyne, 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 carboyxlic acids (Derivatization Reagents for Carboxylic Acids and Carboxamides—Section 3.4).