Description
(R)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-6-((tert-butoxycarbonyl)amino)-2-methylhexanoic acid (CAS No. 1315449-94-5) is a high-purity, protected amino acid derivative designed for peptide synthesis and biochemical research. With the molecular formula C27H34N2O6, this compound features dual protection with Fmoc (9-fluorenylmethoxycarbonyl) and Boc (tert-butoxycarbonyl) groups, ensuring selective deprotection during solid-phase peptide synthesis (SPPS). The chiral α-methyl modification enhances steric control, making it ideal for constructing structurally constrained peptides. This product is rigorously tested by HPLC and MS to guarantee ≥95% purity, meeting the stringent demands of pharmaceutical and academic research. Store in a cool, dry place at -20°C for long-term stability.
Properties
- CAS Number: 1315449-94-5
- Complexity: 728
- IUPAC Name: (2R)-6-(tert-butoxycarbonylamino)-2-(9H-fluoren-9-ylmethoxycarbonylamino)-2-methyl-hexanoic acid
- InChI: InChI=1S/C27H34N2O6/c1-26(2,3)35-24(32)28-16-10-9-15-27(4,23(30)31)29-25(33)34-17-22-20-13-7-5-11-18(20)19-12-6-8-14-21(19)22/h5-8,11-14,22H,9-10,15-17H2,1-4H3,(H,28,32)(H,29,33)(H,30,31)/t27-/m1/s1
- InChI Key: MYQXEVZHWDILHG-HHHXNRCGSA-N
- Exact Mass: 482.24168681
- Molecular Formula: C27H34N2O6
- Molecular Weight: 482.6
- SMILES: C[C@@](CCCCNC(=O)OC(C)(C)C)(C(=O)O)NC(=O)OCC1C2=CC=CC=C2C3=CC=CC=C13
- Topological: 114
- Monoisotopic Mass: 482.24168681
- Synonyms: 1315449-94-5, (R)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-6-((tert-butoxycarbonyl)amino)-2-methylhexanoic acid, D-Lysine, N6-[(1,1-dimethylethoxy)carbonyl]-N2-[(9H-fluoren-9-ylmethoxy)carbonyl]-2-methyl-, (R)-N-alpha-Fmoc-N-epsilon-boc-alpha-methyllysine, Fmoc-alpha-Me-D-Lys(Boc)-OH, (2R)-6-{[(tert-butoxy)carbonyl]amino}-2-({[(9H-fluoren-9-yl)methoxy]carbonyl}amino)-2-methylhexanoic acid, MFCD17019260, (2R)-2-(9H-fluoren-9-ylmethoxycarbonylamino)-2-methyl-6-[(2-methylpropan-2-yl)oxycarbonylamino]hexanoic acid, Fmoc-beta-Me-D-Lys(Boc)-OH, DTXSID801122572, (2s)-6-(tert-butoxycarbonylamino)-2-(9h-fluoren-9-ylmethoxycarbon Ylamino)-2-methyl-hexanoic Acid, AKOS026674194, (R)-Na-Fmoc-Nw-Boc-alpha-methyllysine, AS-47108, CS-0158643, F12090, N6-[(1,1-Dimethylethoxy)carbonyl]-N2-[(9H-fluoren-9-ylmethoxy)carbonyl]-2-methyl-D-lysine, (R)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-6-((tert-butoxycarbonyl)amino)-2-methylhexanoicacid
Application
This compound is widely used in peptide synthesis, particularly for introducing α-methylated lysine analogs into peptide chains to study conformational effects or enhance proteolytic stability. It serves as a key building block in medicinal chemistry for developing peptide-based therapeutics and enzyme inhibitors. Researchers also employ it in bioconjugation and post-translational modification studies due to its orthogonal protecting groups.
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