CAS 136590-09-5

fmoc-3-nitro-L-tyrosine

Description:

Fmoc-3-nitro-L-tyrosine is a derivative of the amino acid tyrosine, characterized by the presence of a 3-nitro group and a fluorenylmethyloxycarbonyl (Fmoc) protective group. The Fmoc group is commonly used in peptide synthesis to protect the amino group of the amino acid, allowing for selective reactions at the carboxyl group. The nitro group at the meta position of the aromatic ring introduces electron-withdrawing characteristics, which can influence the reactivity and properties of the compound. Fmoc-3-nitro-L-tyrosine is typically utilized in the synthesis of peptides and proteins, particularly in the context of solid-phase peptide synthesis. Its unique structural features can also affect the biological activity and interactions of the resulting peptides. The compound is generally stable under standard laboratory conditions but should be handled with care due to the presence of the nitro group, which can be sensitive to reduction reactions. Overall, Fmoc-3-nitro-L-tyrosine serves as a valuable building block in the field of medicinal chemistry and peptide research.

Formula: C₂₄H₂₀N₂O₇

InChI: InChI=1/C24H20N2O7/c27-22-10-9-14(12-21(22)26(31)32)11-20(23(28)29)25-24(30)33-13-19-17-7-3-1-5-15(17)16-6-2-4-8-18(16)19/h1-10,12,19-20,27H,11,13H2,(H,25,30)(H,28,29)

SMILES: c1ccc2c(c1)c1ccccc1C2COC(=NC(Cc1ccc(c(c1)N(=O)=O)O)C(=O)O)O

Synonyms:

• Fmoc-3-nitro-Tyr-OH
• Fmoc-Tyr(3-NO2)-OH
• N-[(9H-fluoren-9-ylmethoxy)carbonyl]-3-nitro-L-tyrosine
• N-[(9H-fluoren-9-ylmethoxy)carbonyl]-3-nitrotyrosine

Fmoc-3-nitro-Tyr-OH

CAS: 136590-09-5

Building block for FRET substrates, in which Tyr(NO₂) acts as a quencher. SPPS employing this derivative requires a base treatment preceding the final TFA cleavage.

Formula: C₂₄H₂₀N₂O₇

Purity: 98.66%

Color and Shape: Yellow Powder

Molecular weight: 448.43

Ref: 01-4026244

L-Tyrosine, N-[(9H-fluoren-9-ylmethoxy)carbonyl]-3-nitro-

CAS: 136590-09-5

Formula: C₂₄H₂₀N₂O₇

Purity: 95%

Color and Shape: Solid

Molecular weight: 448.4248

Ref: IN-DA00124N

Fmoc-Tyr(3-NO2)-OH

CAS: 136590-09-5

Ref: 7W-GM7269

Fmoc-Tyr(3-NO2)-OH

CAS: 136590-09-5

Fmoc-Tyr(3-NO2)-OH

Purity: 98%

Molecular weight: 448.42g/mol

Ref: 54-OR1013395

Fmoc-3-nitro-L-tyrosine

CAS: 136590-09-5

Fmoc-3-nitro-L-tyrosine is an intermediate in the synthesis of a fluorogenic substrate for the determination of tyrosine residues in peptides by reverse phase high performance liquid chromatography (RP-HPLC). The product is synthesized by solid phase methods. Fmoc-3-nitro-L-tyrosine is prepared by reacting 3,4,5,6-tetrafluoroacetophenone with L-tyrosine in piperidine. The product can be cleaved to yield the residues and hydroxyl groups. The fluorogenic nature of Fmoc-3-nitro-L-tyrosine enables it to be used as a quenching reagent for the fluorescence of other compounds. This product can also be modified to become fluorescent or enzymatically active.

Formula: C₂₄H₂₀N₂O₇

Purity: Min. 95%

Color and Shape: Powder

Molecular weight: 448.42 g/mol

Ref: 3D-FF48289

Fmoc-3-Nitro-tyrosine

CAS: 136590-09-5

M03247 - Fmoc-3-Nitro-tyrosine

Formula: C₂₄H₂₀N₂O₇

Purity: 95%

Color and Shape: Powder

Molecular weight: 448.431

Ref: 10-M03247

N-Fmoc-3-nitro-L-tyrosine

CAS: 136590-09-5

N-Fmoc-3-nitro-L-tyrosine is a useful organic compound for research related to life sciences. The catalog number is T65730 and the CAS number is 136590-09-5.

Formula: C₂₄H₂₀N₂O₇

Color and Shape: Solid

Molecular weight: 448.431

Ref: TM-T65730