Fmoc-D-Trp(Boc)-OH (CAS 163619-04-3), also known as Nα-Fmoc-N(in)-Boc-D-tryptophan, is a Fmoc-protected D-tryptophan with Boc protection on the indole NH. It belongs to the Fmoc-D-tryptophan Boc-indole class. The indole nitrogen protection (Boc) is very important in Fmoc-SPPS because it stops Fmoc-protected amino acid-OPfp esters and other reactive intermediates from alkylating the electron-rich indole ring. D-Trp is located at position 3 in Octreotide and various somatostatin analogues (Lanreotide includes D-Trp3), providing receptor selectivity and resistance to tryptophan-specific proteases. Oxidizing the indole ring to oxindole is one way that it could break down.
ApiSyn sells Fmoc-D-Trp(Boc)-OH (CAS 163619-04-3) as a pharmaceutical-grade specialty building block for quality control and SPPS of Octreotide, Lanreotide, and somatostatin analogues.
| Chemical Name | 1-[(1,1-Dimethylethoxy)carbonyl]-N-[(9H-fluoren-9-ylmethoxy)carbonyl]-D-tryptophan |
| Molecular Formula | C31H30N2O6 |
| Molecular Weight | 526.6 |
| CAS Number | 163619-04-3 |