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HMBA-ChemMatrix ®

 

HMBA (Hydroxymethylbenzoic acid) is a useful and versatile benzyl ester derived linker, completely resistant to acids. The HMBA ChemMatrix® resin is easily cleavable by a variety of nucleophilic reagents like ammonia or primary amines (amides),1 hydrazine (hydrazides), methanol/triethylamine (methyl esters),2 sodium borohydride (alcohols) and sodium hydroxide (acids) to give access to peptides with diverse C-terminal functionalities.

Since the HMBA ChemMatrix® resin is TFA stable, on-resin side-chain deprotection can also be achieved.  The HMBA ChemMatrix® resin can also be use in a new strategy suitable for the preparation of encoded one bead-one compound cyclic peptide library3.

Category: Peptide synthesis
Synthesis protocol: Click here for synthesis protocols
Cleavage conditions: 
Loading: 0.30-0.60 mmol/g
Bead size: 100-200 mesh dry
Swelling: Click here for swelling graphic

 Storage: +4°C , under dry and inert atmosphere

1. (a) Story, S. C.; Aldrich, J. V. Int. J. Peptide Protein Res., 1992, 39, 87-92; (b) Niu, J.; Lawrence, D. S. J. Biol. Chem., 1997, 272, 1493-1499; (c) Mohan, R.; Chou, Y.-L.; Morrissey, M. M. Tetrahedron Lett., 1996, 37, 3963-3966.
2. (a) Pichette, A.; Voyer, N.; Larouche, R.; Meillon, J.-C. Tetrahedron Lett., 1997, 38, 1279-1282; (b) Hutchins, S. M.; Chapman, K. T. Tetrahedron Lett. 1996, 37, 4869-4872.
3. Giudicessi, S.L.; Gurevich-Messina, J. M. ; Martínez-Ceron, M. C.; Erra-Balsells, R.; Albericio, F.; Cascone, O.; Camperi, S. A. ACS Comb. Sci., 2013, 15, 525-529.

ChemMatrix® Resins Product number  Quantities 
 
HMBA-ChemMatrix ® 4040   10g 25g Order
 

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