Fmoc-Tyr(Bzl)-OH (CAS 71989-40-7), also known as Nα-Fmoc-O-benzyl-L-tyrosine, is a Fmoc-protected tyrosine with an O-benzyl (Bzl) side chain protection. Under Fmoc-SPPS coupling conditions, the benzyl group protects the phenolic OH of tyrosine. It can be removed by hydrogenolysis (H2/Pd-C), making this an orthogonally protected building block for synthesis strategies that use hydrogenolytic deprotection instead of TFA. Some uses are hybrid Fmoc/Cbz synthesis and selective phenol deprotection strategies in complicated peptide chemistry.
Tyrosine is essential in various therapeutic peptides, including GnRH (Tyr5), GLP-1 analogues (Tyr13 in Semaglutide), Leuenkephalin, Leucine enkephalin, Goserelin (D-Ser(tBu)6, Pro9-NHEt-GnRH contains Tyr5), and endorphins.
ApiSyn sells Fmoc-Tyr(Bzl)-OH (CAS 71989-40-7) as a pharmaceutical-grade specialty Fmoc amino acid for peptide synthesis strategies that use orthogonal deprotection.
| Chemical Name | (S)-2-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)-3-(4-(benzyloxy)phenyl)propanoic acid |
| Molecular Formula | C31H27NO5 |
| Molecular Weight | 493.6 |
| CAS Number | 71989-40-7 |