Specification
Description
Fmoc-Cys(Thp)-OH is a new building block for Fmoc SPPS, in which the sulfhydryl group is protected with the acid-cleavable tetrahydropyranyl (Thp) group. The use of Fmoc-Cys(Thp)-OH has been shown to give superior results to the corresponding S-Trt, S-Dpm, S-Acm, and S-StBu derivatives.
Synonyms
Fmoc-Cys(THP)-OH, N-α-Fmoc-S-(tetrahydropyranyl)-L-cysteine
IUPAC Name
(2R)-2-(9H-fluoren-9-ylmethoxycarbonylamino)-3-(oxan-2-ylsulfanyl)propanoic acid
Canonical SMILES
C1CCOC(C1)SCC(C(=O)O)NC(=O)OCC2C3=CC=CC=C3C4=CC=CC=C24
InChI
S/C23H25NO5S/c25-22(26)20(14-30-21-11-5-6-12-28-21)24-23(27)29-13-19-17-9-3-1-7-15(17)16-8-2-4-10-18(16)19/h1-4,7-10,19-21H,5-6,11-14H2,(H,24,27)(H,25,26)/t20-,21?/m0/s1
InChI Key
HNOVKLHBTNHTHA-BGERDNNASA-N
Application
The identification and purity of Fmoc-L-Cys(Thp)-OH can be determined through various analytical methods, including nuclear magnetic resonance (NMR) spectroscopy, high-resolution mass spectrometry (HR-MS), and HPLC. These methods provide information on the molecular structure, molecular weight, and purity of the compound.
Reaction Suitability
reaction type: Fmoc solid-phase peptide synthesis
Storage Temperature
15-25℃