CAS 352351-63-4

N-[(9H-Fluoren-9-ylmethoxy)carbonyl]-2-methyl-D-phenylalanine

Description:

N-[(9H-Fluoren-9-ylmethoxy)carbonyl]-2-methyl-D-phenylalanine, commonly referred to as Fmoc-D-Met-Phe, is a synthetic amino acid derivative primarily used in peptide synthesis and research. This compound features a fluorenylmethoxycarbonyl (Fmoc) protecting group, which is widely utilized in solid-phase peptide synthesis due to its stability under basic conditions and ease of removal under mild acidic conditions. The presence of the D-phenylalanine and 2-methyl substituents contributes to its unique steric and electronic properties, influencing the conformation and reactivity of peptides in which it is incorporated. The compound is typically a white to off-white solid and is soluble in organic solvents such as dimethyl sulfoxide (DMSO) and methanol, but less soluble in water. Its molecular structure allows for specific interactions in biological systems, making it valuable in the development of pharmaceuticals and bioconjugates. As with many synthetic amino acids, proper handling and storage are essential to maintain its stability and efficacy in laboratory applications.

Formula: C₂₅H₂₃NO₄

InChI: InChI=1S/C25H23NO4/c1-16-8-2-3-9-17(16)14-23(24(27)28)26-25(29)30-15-22-20-12-6-4-10-18(20)19-11-5-7-13-21(19)22/h2-13,22-23H,14-15H2,1H3,(H,26,29)(H,27,28)/t23-/m1/s1

InChI key: InChIKey=GYFMRMRGTNDDAT-HSZRJFAPSA-N

SMILES: C(OC(N[C@H](CC1=C(C)C=CC=C1)C(O)=O)=O)C2C=3C(C=4C2=CC=CC4)=CC=CC3

Synonyms:

• <span class="text-smallcaps">D</span>-Phenylalanine, N-[(9H-fluoren-9-ylmethoxy)carbonyl]-2-methyl-
• Fmoc-D-2-Methylphenylalanine
• N-[(9H-Fluoren-9-ylmethoxy)carbonyl]-2-methyl-<span class="text-smallcaps">D</span>-phenylalanine
• 1005: PN: WO2006135786 PAGE: 72 claimed sequence
• 313: PN: US20070042401 PAGE: 39 claimed sequence
• D-Phenylalanine, N-[(9H-fluoren-9-ylmethoxy)carbonyl]-2-methyl-
• N-[(9H-Fluoren-9-ylmethoxy)carbonyl]-2-methyl-D-phenylalanine

FMOC-D-2-METHYLPHENYLALANINE

CAS: 352351-63-4

Formula: C₂₅H₂₃NO₄

Purity: 97%

Color and Shape: Solid

Molecular weight: 401.4544

Ref: IN-DA00BXAB

2-Methyl-D-phenylalanine, N-FMOC protected

CAS: 352351-63-4

2-Methyl-D-phenylalanine, N-FMOC protected

Purity: 98%

Molecular weight: 401.45442g/mol

Ref: 54-OR14567

(R)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-3-(o-tolyl)propanoic acid

CAS: 352351-63-4

(R)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-3-(o-tolyl)propanoic acid

Purity: 98%

Molecular weight: 401.45g/mol

Ref: 54-OR95554

(R)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-3-(o-tolyl)propanoic acid

CAS: 352351-63-4

Purity: 97%

Molecular weight: 401.4620056

Ref: 10-F694950