Fmoc-Asn-OH (CAS 71989-16-7), also known as Nα-Fmoc-L-asparagine, is a fundamental Nα-Fmoc-protected amino acid building block for the introduction of asparagine residues in Fmoc-based solid-phase peptide synthesis (SPPS). The molecule consists of the L-asparagine amino acid with its Nα position protected by the base-labile 9-fluorenylmethyloxycarbonyl (Fmoc) group, while the side chain carboxamide remains unprotected.
Fmoc-Arg(Pmc)-OH (CAS 119831-72-0) is a premium Nα-Fmoc-protected arginine derivative featuring the Pmc (2,2,5,7,8-pentamethylchroman-6-sulfonyl) protecting group on the guanidinium side chain. The molecule combines the base-labile 9-fluorenylmethyloxycarbonyl (Fmoc) group for temporary Nα-protection during peptide chain assembly with the acid-labile Pmc group that safeguards the highly reactive guanidinium functionality of arginine.
Fmoc-N-Me-Arg(Pbf)-OH (CAS 913733-27-4) is a specialized Nα-Fmoc-protected Nα-methylated arginine derivative featuring the acid-labile Pbf (2,2,4,6,7-pentamethyldihydrobenzofuran-5-sulfonyl) protecting group on the guanidinium side chain. The molecule incorporates three key structural elements: the base-labile 9-fluorenylmethyloxycarbonyl (Fmoc) group for temporary Nα-protection during peptide chain assembly, the Nα-methylation that introduces conformational constraint and enhances metabolic stability in peptide therapeutics, and the Pbf-protected guanidinium group on the arginine side chain that prevents undesired side reactions during coupling.
Fmoc-Tyr(Me)-OH (Nα-[(9H-fluoren-9-ylmethoxy)carbonyl]-O-methyl-L-tyrosine, also known as Fmoc-4-methoxy-L-phenylalanine) is a Fmoc-protected tyrosine derivative featuring a methyl ether protecting group on the phenolic hydroxyl side chain. The tyrosine side chain phenol is methylated to form a stable 4-methoxyphenylalanine residue — a non-canonical amino acid that serves as a tyrosine surrogate in peptide research.
Fmoc-Tyr(tBu)-OH (Nα-[(9H-fluoren-9-ylmethoxy)carbonyl]-O-tert-butyl-L-tyrosine) is a Fmoc-protected tyrosine derivative featuring a tert-butyl (tBu) ether protecting group on the phenolic hydroxyl side chain. The tyrosine side chain — a phenol ring with a free hydroxyl group — is susceptible to unwanted side reactions during peptide synthesis, including acylation, oxidation, and formation of O-acylated byproducts.
Fmoc-His(Boc)-OH (Nα-[(9H-fluoren-9-ylmethoxy)carbonyl]-Nτ-tert-butoxycarbonyl-L-histidine) is a doubly protected histidine derivative featuring the base-labile Fmoc (9-fluorenylmethoxycarbonyl) group at the α-amino position and the acid-labile Boc (tert-butoxycarbonyl) group on the imidazole side-chain Nτ nitrogen. This orthogonal protection strategy — Fmoc removable under mild basic conditions and Boc cleaved under acidic conditions — enables precise, sequential deprotection during solid-phase peptide synthesis (SPPS).
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