CAS 82911-77-1

L-Tyrosine, N-[(9H-fluoren-9-ylmethoxy)carbonyl]-, phenylmethyl ester

Description:

L-Tyrosine, N-[(9H-fluoren-9-ylmethoxy)carbonyl]-, phenylmethyl ester, commonly referred to as Fmoc-Tyrosine-OMe, is a derivative of the amino acid tyrosine, modified for use in peptide synthesis. This compound features a fluorenylmethoxycarbonyl (Fmoc) protecting group, which is widely utilized in solid-phase peptide synthesis due to its stability under basic conditions and ease of removal under acidic conditions. The phenylmethyl ester moiety enhances the lipophilicity of the molecule, potentially improving its solubility in organic solvents. Fmoc-Tyrosine-OMe is characterized by its ability to participate in peptide bond formation, making it a valuable building block in the synthesis of peptides and proteins. Its structure includes a phenolic hydroxyl group, which can be involved in various chemical reactions, and the presence of the Fmoc group allows for selective deprotection, facilitating the stepwise assembly of peptides. Overall, this compound is significant in biochemical research and pharmaceutical applications, particularly in the development of peptide-based therapeutics.

Formula: C₃₁H₂₇NO₅

N-Fmoc-L-tyrosine Benzyl Ester

Controlled Product

CAS: 82911-77-1

Applications N-Fmoc-L-tyrosine Benzyl Ester is used to synthesize truncated analogues of preptin-(1-16) as possible osteoblast proliferation stimulant. It is also an intermediate used to prepare phosphotyrosinyl phosphoramidite derivatives useful in the incorporation of multiple reporter groups on synthetic oligonucleotides.
References Kowalczyk, R., et al.: Bioorg. Med. Chem., 22, 3565 (2014); Misiura, K., et al.: Nucl. Acids Res., 18, 4345 (1990)

Formula: C₃₁H₂₇NO₅

Color and Shape: Neat

Molecular weight: 493.55

Ref: TR-F679720