Specification
Description
Building block for the introduction by Fmoc SPPS. of an amino acid bearing an alkyne side chain. Such derivatives are useful tools for the synthesis of cyclic peptides by an alkyne-alkyne Glaser coupling, involving Cu(OAc)2/pyridine and heating to 60 ℃using microwaves.
Synonyms
Fmoc-homopropargylglycine
IUPAC Name
(2S)-2-(9H-fluoren-9-ylmethoxycarbonylamino)hex-5-ynoic acid
Canonical SMILES
C#CCCC(C(=O)O)NC(=O)OCC1C2=CC=CC=C2C3=CC=CC=C13
InChI
1S/C21H19NO4/c1-2-3-12-19(20(23)24)22-21(25)26-13-18-16-10-6-4-8-14(16)15-9-5-7-11-17(15)18/h1,4-11,18-19H,3,12-13H2,(H,22,25)(H,23,24)/t19-/m0/s1
InChI Key
IISRBJULQYVYGV-IBGZPJMESA-N
Application
Fmoc-Hpg-OH has a wide range of applications in scientific research. It can be used to synthesize peptides with desirable biological properties such as antimicrobial activity, anticancer activity, and enzyme inhibitory activity. These peptides can be used in drug discovery and development, as well as in the treatment of a wide range of diseases.
Functional Group
acetylene
Reaction Suitability
reaction type: Fmoc solid-phase peptide synthesis
Storage Temperature
15-25℃