4-Methylbenzhydryl-Resins - the Better Wang-Resin alternative

4-Methylbenzhydryl-Resins - the Better Wang-Resin alternative

Published on 03/03/2015

Wang resins are widely used for peptide synthesis. However, certain side reactions, like diketopiperazin formation limit their use. 4-Methylbenzhydryl resin needs more space and leaves less room for this type of side reactions. Standard “Wang-typical” Fmoc/tBu coupling protocols can be applied.

Wang resins are widely used for peptide synthesis. However, certain side reactions, like diketopiperazin formation limit their use. 4-Methylbenzhydryl resin needs more space and leaves less room for this type of side reactions.
Standard “Wang-typical” Fmoc/tBu coupling protocols can be applied.

The difference between Wang-Resin and 4-Methylbenzhydryl-Resin is the additional toluyl residue, which will increase the sensitivity towards acids only slightly, so Wang-typical protocols for coupling and cleavage still can be used.

An increased acid sensitivity can be gained by introduction of a methoxy function. This resin is highly acid sensitive and therefore ideal for synthesis of peptide fragments. It also is a good alternative to 2-Chlorotrityl-Resin in case of use of amino acids with high sterical hindrance.

Preloaded resins with all natural amino acids on both 4-Methylbenzhydryl-Resin and 4-Methoxybenzhydryl-Resins are commercially available and can be supplied from lab scale to bulk:

➔ Amino-Acid-4-Methylbenzhydryl-Resins