Specification
Description
Fmoc-L-Lys(Nvoc)-OH is a lysine derivative compatible with solid-phase peptide synthesis (SPPS).
Synonyms
(S)-2-(((9H-Fluoren-9-yl)methoxy)carbonylamino)-6-((4,5-dimethoxy-2-nitrobenzyloxy)carbonylamino)hexanoic acid, N2-(((9H-Fluoren-9-yl)methoxy)carbonyl)-N6-(((4,5-dimethoxy-2-nitrobenzyl)oxy)carbonyl)-L-lysine, Lysine with photoremovable NVOC, Photocaged amino acid, Photocleavable lysine derivative
IUPAC Name
(2S)-6-[(4,5-dimethoxy-2-nitrophenyl)methoxycarbonylamino]-2-(9H-fluoren-9-ylmethoxycarbonylamino)hexanoic acid
Canonical SMILES
COC1=C(C=C(C(=C1)COC(=O)NCCCCC(C(=O)O)NC(=O)OCC2C3=CC=CC=C3C4=CC=CC=C24)[N+](=O)[O-])OC
InChI
1S/C31H33N3O10/c1-41-27-15-19(26(34(39)40)16-28(27)42-2)17-43-30(37)32-14-8-7-13-25(29(35)36)33-31(38)44-18-24-22-11-5-3-9-20(22)21-10-4-6-12-23(21)24/h3-6,9-12,15-16,24-25H,7-8,13-14,17-18H2,1-2H3,(H,32,37)(H,33,38)(H,35,36)/t25-/m0/s1
InChI Key
UOEGMVQGRMCJDM-VWLOTQADSA-N
Boiling Point
848.4±65.0 ℃
Melting Point
108 ℃(decomp.)
Application
Photocaged amino acids such as these are useful in the synthesis of photocleavable chemical tools for spatial and temporal control over released molecules in biological applications.
Feature
The photolabile, N-terminal protecting group nitroveratryloxycarbonyl (NVOC) can be cleaved by photolysis at 350 nm.
Type
Unlabeled Standard Amino Acids, Lysine (Lys)