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N-Hydroxysuccinimide (NHS) is an organic compound with the formula (CH 2 CO) 2 NOH. It is a white solid that is used as a reagent for preparing active esters in peptide synthesis. It can be synthesized by heating succinic anhydride with hydroxylamine or hydroxylamine hydrochloride. [2]
The ester linkage is formed between the N-hydroxyphthalimide and a carboxylic acid by elimination of water, the coupling achieved with N,N′-dicyclohexylcarbodiimide (DCC). For peptide synthesis, the N-terminus of the growing peptide is protected with tert-butyloxycarbonyl while its C-terminus (Z–NH–CH(R)–COOH) is coupled to N ...
Aside from the acid chloride substrate, three reagents are required: diazomethane, water, and a metal catalyst. Each has been well investigated. The diazomethane is required in excess so as to react with the HCl formed previously. [2] Not taking diazomethane in excess results in HCl reacting with the diazoketone to form chloromethyl ketone and ...
Common uses for this carbodiimide include peptide synthesis, protein crosslinking to nucleic acids, but also in the preparation of immunoconjugates. EDC is often used in combination with N-hydroxysuccinimide (NHS) for the immobilisation of large biomolecules. Recent work has also used EDC to assess the structure state of uracil nucleobases in RNA.
Pentafluorophenyl (PFP) esters are chemical compounds with the generic formula RC(O)OC 6 F 5. They are active esters derived from pentafluorophenol (HOC 6 F 5 ). PFP esters are useful for attaching fluorophores such as fluorescein [ 1 ] or haptens [ 2 ] to primary amines in biomolecules.
Water chemistry analysis is often the groundwork of studies of water quality, pollution, hydrology and geothermal waters. Analytical methods routinely used can detect and measure all the natural elements and their inorganic compounds and a very wide range of organic chemical species using methods such as gas chromatography and mass spectrometry .
Tetrafluorophenyl (TFP) ester chemistry is typically used to attach fluorophores or haptens to the primary amines of biomolecules. They produce the same amide bonds that are formed through conjugation with other amine-reactive groups, such as succinimidyl esters (SE, Hydroxysuccinimide- or NHS-ester), but TFP esters are less susceptible to spontaneous hydrolysis during conjugation reactions.
Trimethyl orthoformate is also an effective reagent for converting compatible carboxylic acids to their corresponding methyl esters. [5] Alternatively, acid-catalyzed esterifications with methanol can be driven closer to completion by employing trimethyl orthoformate to convert water byproduct to methanol and methyl formate .