Welcome to Iris Biotech
For better service please confirm your country and language we detected.
Currency
USD
Quick contact
Please send me more information about
Fmoc-L-His(MBom)-OH
Chemical name: N-alpha-(9-Fluorenylmethyloxycarbonyl)-N-pi-(4-methoxybenzyloxymethyl)-L-histidine // Synonyms: Fmoc-His(MBom)-OH, (S)-2-(((9H-fluoren-9-yl)methoxy)carbonylamino)-3-(1-((4-methoxybenzyloxy)methyl)-1H-imidazol-5-yl)propanoic acid
- Product code:FAA7530
- CAS No.:1327338-56-6
- Formula:C30H29N3O6
- Molecular weight:527.57 g/mol
Starting at $338.00
description
MBom (4-Methoxybenzyloxymethyl) as protecting group on the pi position of the imidazole ring of histidine was found to prevent side-chain-induced racemization during incorporation of the His residue even at elevated temperature, as in the case of MW-assisted SPPS. Furthermore, at low acidic conditions, like 1% TFA in DCM or AcOH/TFE/DCM (1:1:3) MBom remains fully detached to histidine, while standard protecting group tau-trityl already is partially being cleaved. Back alkylation of MBom is being prevented by addition of scavengers, e.g. Reagent K (TFA/water/phenol/thioanisole/EDT [82.5:5:5:5:2.5]) or with MeONH2*HCl and addition of thiophenol.
references
Synthesis and application of N-alpha-Fmoc-N-pi-4-methoxybenzyloxymethylhistidine in solid phase peptide synthesis; Hajime Hibino, Yasuyoshi Miki and Yuji Nishiuchi; J. Pept. Sci. 2012; 18: 763–769. DOI 10.1002/psc.2464
4-Methoxybenzyloxymethyl group as an N-pi-protecting group for histidine to eliminate side-chain-induced racemization in the Fmoc strategy; Hajime Hibino and Yuji Nishiuchi, Tetrahedron Lett. 2011; 52: 4947-4949. DOI: 10.1016/j.tetlet.2011.07.065
Bulk or large quantity order?
Do you need larger quantities for your development or production?
Do you need further information about this product?
get in contact
Related Products
We found other products you might like!
