CAS 81379-52-4

Fmoc-His(Boc)-OH

Description:

Fmoc-His(Boc)-OH, also known as Fmoc-protected histidine with a Boc (tert-butyloxycarbonyl) protecting group on the imidazole side chain, is a compound commonly used in peptide synthesis. It features a fluorene-9-methoxycarbonyl (Fmoc) group that serves as a protective group for the amino group, allowing for selective reactions during peptide assembly. The Boc group protects the nitrogen of the imidazole ring, preventing unwanted reactions during synthesis. This compound is typically a white to off-white solid and is soluble in organic solvents such as dimethylformamide (DMF) and dimethyl sulfoxide (DMSO), but less soluble in water. Its stability under standard laboratory conditions makes it suitable for various synthetic applications. The presence of both Fmoc and Boc groups allows for orthogonal protection strategies, facilitating the synthesis of complex peptides and proteins. Additionally, Fmoc-His(Boc)-OH can be deprotected under mild conditions, making it versatile for further functionalization or incorporation into larger peptide chains.

Formula: C₂₆H₂₇N₃O₆

InChI: InChI=1/C26H27N3O6/c1-26(2,3)35-25(33)29-13-16(27-15-29)12-22(23(30)31)28-24(32)34-14-21-19-10-6-4-8-17(19)18-9-5-7-11-20(18)21/h4-11,13,15,21-22H,12,14H2,1-3H3,(H,28,32)(H,30,31)/t22-/m0/s1

SMILES: CC(C)(C)OC(=O)n1cc(C[C@@H](C(=O)O)N=C(O)OCC2c3ccccc3c3ccccc23)nc1

Synonyms:

• 1-(tert-butoxycarbonyl)-N-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-histidine
• N-Fmoc-N'-Boc-L-histidine
• Fmoc-His(Boc)-OH・CHA
• Fmoc-L-His(Boc)-OH
• Fmoc-His(Boc)-OH

Fmoc-His(1-Boc)-OH

CAS: 81379-52-4

Fmoc-His(Boc)-OH shows a lower tendency to racemize during coupling than the Trt analog. The derivative has been used in the SPPS of oligohistidines and peptide-oligonucleotide conjugates.

Formula: C₂₆H₂₇N₃O₆

Purity: > 99%

Color and Shape: White

Molecular weight: 477.52

Ref: 01-4010990

Fmoc-L-His(Boc)-OH

CAS: 81379-52-4

Formula: C₂₆H₂₇N₃O₆

Purity: 95%

Color and Shape: Solid

Molecular weight: 477.5091

Ref: IN-DA0059N7

Fmoc-His(Boc)-OH

CAS: 81379-52-4

Formula: C₂₆H₂₇N₃O₆

Purity: (Titration) 97.0 - 103.0 %

Color and Shape: White or almost white powder

Molecular weight: 477.52

Ref: 7W-GM7131

Fmoc-His(Boc)-OH

CAS: 81379-52-4

Fmoc-His(Boc)-OH

Formula: C₂₆H₂₇N₃O₆

Purity: 98%

Molecular weight: 477.51g/mol

Ref: 54-OR36375

Fmoc-His(Boc)-OH

CAS: 81379-52-4

Formula: C₂₆H₂₇N₃O₆

Purity: >98.0%(T)(HPLC)

Color and Shape: White to Light yellow powder to crystal

Molecular weight: 477.52

Ref: 3B-D6173

1-[(1,1-Dimethylethoxy)carbonyl]-N-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-histidine

CAS: 81379-52-4

Purity: 95%

Molecular weight: 477.5169983

Ref: 10-F614812

N-α-Fmoc-Nim-Boc-L-histidine

CAS: 81379-52-4

N-α-Fmoc-Nim-Boc-L-histidine is a histidine analog that has been shown to have an acidic pKa value. It is a potential drug candidate for the treatment of tumors, with cytotoxic activity against tumor cells and reduced toxicity against normal cells. N-α-Fmoc-Nim-Boc-L-histidine has been synthesized by solid phase synthesis and characterized using mass spectrometry and nuclear magnetic resonance spectroscopy. The compound was found to be stable in the acidic environment of endosomes, which are membrane bound compartments that play an important role in cellular uptake. NMR data shows that this compound exists as a disulfide bond when it is taken up by cells. This suggests that the compound may be cleaved by reducing agents in the cell before it enters the cytosol.

Formula: C₂₆H₂₇N₃O₆

Purity: Min. 95%

Color and Shape: Powder

Molecular weight: 477.51 g/mol

Ref: 3D-FF48583