Fmoc-3,4-dihydroxy-L-phenylalanine

• CAS: 137018-93-0
• Catalog Number: ACM137018930
• Category: Amino Acids
• Molecular Weight: 419.4
• Molecular Formula: C24H21NO6
• Description: Fmoc-DOPA is a synthetic derivative of L-DOPA, a naturally occurring amino acid that is a precursor to dopamine and other catecholamines. It is synthesized by attaching a fluorenylmethoxycarbonyl (Fmoc) group to the amino group of DOPA, which results in increased solubility and stability. Fmoc-DOPA has been widely used in peptide synthesis and as a building block in the preparation of bioconjugates due to its unique chemical and physical properties.
• Synonyms: (R)-Fmoc-nipecotic acid, (R)-N-Fmoc-piperidine-3-carboxylic acid, (r)-fmoc-piperidine-3-carboxylic acid, N-(9-fluorenylmethyloxycarbonyl)-3,4-dihydroxy-L-phenylalanine, (R)-Fmoc-Nip-OH, (r)-1-fmoc-piperidine-3-carboxylic acid, Fmoc-L-DOPA
• IUPAC Name: (2S)-3-(3,4-dihydroxyphenyl)-2-(9H-fluoren-9-ylmethoxycarbonylamino)propanoic acid
• Canonical SMILES: C1=CC=C2C(=C1)C(C3=CC=CC=C32)COC(=O)NC(CC4=CC(=C(C=C4)O)O)C(=O)O
• InChI: 1S/C24H21NO6/c26-21-10-9-14(12-22(21)27)11-20(23(28)29)25-24(30)31-13-19-17-7-3-1-5-15(17)16-6-2-4-8-18(16)19/h1-10,12,19-20,26-27H,11,13H2,(H,25,30)(H,28,29)/t20-/m0/s1
• InChI Key: NIJSCWCPASSJPI-FQEVSTJZSA-N
• Application: Fmoc-DOPA has been widely used in peptide synthesis and as a building block in the preparation of bioconjugates. It has also been studied for its potential use in tissue engineering and regenerative medicine, due to its ability to promote cell adhesion and differentiation. Fmoc-DOPA has also been studied for its potential use in drug delivery, due to its ability to cross the blood-brain barrier.
• Exact Mass: 419.137
• Functional Group: Fmoc
• HS Code: 2924299090
• LogP: 3.8366
• MDL Number: MFCD02682263
• PSA: 119.58
• Storage Temperature: 4 ℃
• Type: Unusual Amino Acids, Analogs of Phenylalanine and Tyrosine