24593-59-7

Usage

Uses

Used in Peptide Synthesis:
O-Benzyl-L-histidine bis(toluene-p-sulphonate) is utilized as a building block in the synthesis of complex proteins and peptides. Its special reactivity and solubility properties facilitate various chemical reactions, contributing to the creation of intricate biomolecular structures.
Used in Biochemistry Research:
In the field of biochemistry, O-Benzyl-L-histidine bis(toluene-p-sulphonate) serves as a valuable tool for studying the interactions and mechanisms of proteins and peptides. The presence of the benzyl group and sulphonate moieties can influence the behavior of these biomolecules, providing insights into their functions and potential applications.

InChI:InChI=1/C13H15N3O2.2C7H8O3S/c14-12(6-11-7-15-9-16-11)13(17)18-8-10-4-2-1-3-5-10;2*1-6-2-4-7(5-3-6)11(8,9)10/h1-5,7,9,12H,6,8,14H2,(H,15,16);2*2-5H,1H3,(H,8,9,10)/t12-;;/m0../s1

Upstream product

• 104-15-4 toluene-4-sulfonic acid 
• 71-00-1 L-histidine 
• 100-51-6 benzyl alcohol 
• 645-35-2 L-histidine monohydrochloride 

Downstream Products

• 119206-37-0 (S)-2-((S)-2-tert-Butoxycarbonylamino-4-methyl-pentanoylamino)-3-(1H-imidazol-4-yl)-propionic acid benzyl ester 
• 119155-07-6 (S)-2-{(S)-2-[(S)-2-((2S,3R)-3-Benzyloxy-2-tert-butoxycarbonylamino-butyrylamino)-propionylamino]-4-methyl-pentanoylamino}-3-(1H-imidazol-4-yl)-propionic acid benzyl ester 
• 119155-14-5 (S)-2-[(S)-2-((S)-2-tert-Butoxycarbonylamino-propionylamino)-4-methyl-pentanoylamino]-3-(1H-imidazol-4-yl)-propionic acid benzyl ester 

Relevant academic research and scientific papers

Synthesis and biological activity of Δ-5,6-norcantharimides: importance of the 5,6-bridge

Cantharidin (1) and norcantharidin (2) are potent protein phosphatase 1 and 2A inhibitors that also display high levels of anticancer activity against a broad range of tumor cells lines. Surprisingly, Δ-5,6-ethyl norcantharidin (3, cis-tetrahydrofurano[3,4-c]furan-1,3-dione) displays neither phosphatase inhibition nor anticancer activity. This suggests that the 5,6-ethyl bridge is pivotal to both anti-cancer and protein phosphatase activity. Additionally bioisosteric replacement of the ethereal oxygen has no effect on biological activity nor does modification of the anhydride moiety. Unlike the parent norcantharidin, anhydride ring opening has no effect on either protein phosphatase inhibition or anti-cancer activity. Additionally, this work highlights the discovery of the octyl substituted, cis-5-benzyl-2-hexyltetrahydro-2H,3aH-pyrrolo[3,4-c]pyrrole-1,3-dione, 9p, and the octyl substituted, cis-octyltetrahydro-5H-furo[3,4-c]pyrrole-4,6-dione, 8p, as two new cytotoxic agents which are equipotent (9p) with, and more potent (8p) than norcantharidin. Crown Copyright

L-HISTIDINE BENZYL ESTER

L-Histidine benzyl ester di-p-toluenesulphonate is, contrary to a previous report, easily prepared by a very simple direct esterification procedure.