Catalog Number
ACM478183583
Product Name
Fmoc-3-chloro-L-tyrosine
Description
Fmoc-3-chloro-L-tyrosine is a derivative of tyrosine that incorporates a fluorine group into the aromatic ring. This compound is commonly used in peptide synthesis as a building block for constructing peptides with spectroscopically detectable fluorescent labels. The Fmoc ('9-fluorenylmethyloxycarbonyl') group is a commonly used protecting group in peptide chemistry that is attached to the amino group of a peptide building block to prevent unwanted reactions during the synthesis process.
Synonyms
Fmoc-Tyr(3-Cl)-OH, Fmoc-3-chlorotyrosine, Fmoc-3-chloro-L-tyrosine
IUPAC Name
(2S)-3-(3-chloro-4-hydroxyphenyl)-2-(9H-fluoren-9-ylmethoxycarbonylamino)propanoic acid
Molecular Formula
C24H20ClNO5
Canonical SMILES
C1=CC=C2C(=C1)C(C3=CC=CC=C32)COC(=O)NC(CC4=CC(=C(C=C4)O)Cl)C(=O)O
InChI
1S/C24H20ClNO5/c25-20-11-14(9-10-22(20)27)12-21(23(28)29)26-24(30)31-13-19-17-7-3-1-5-15(17)16-6-2-4-8-18(16)19/h1-11,19,21,27H,12-13H2,(H,26,30)(H,28,29)/t21-/m0/s1
InChI Key
KHDGYTHHDSEGNQ-NRFANRHFSA-N
Boiling Point
674.9℃at 760 mmHg
Application
Fmoc-3-chloro-L-tyrosine has a range of applications in scientific experiments, including as a building block for peptide synthesis, as a fluorescent tag for protein and peptide labeling, and as a potential antibacterial and anticancer agent. The compound has also been used as a probe for studying protein-protein interactions.
Optical Activity
[a]D20 = -22 ± 2 ° (C=1 in DMF)
Type
Unusual Amino Acids, Analogs of Phenylalanine and Tyrosine
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