Description

(R)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-2-methylbutanoic acid (CAS: 1231709-22-0) is a high-purity, non-natural amino acid derivative extensively used in peptide synthesis and pharmaceutical research. This compound features an Fmoc (9-fluorenylmethoxycarbonyl) protecting group, ensuring optimal stability during solid-phase peptide synthesis (SPPS). Its molecular formula, C₂₀H₂₁NO₄, and chiral (R)-configuration make it invaluable for constructing structurally diverse peptides with enhanced steric constraints. Ideal for researchers requiring precise modifications, this product is rigorously tested via HPLC and NMR to guarantee ≥95% purity, meeting stringent laboratory standards. Store in a cool, dry environment to maintain integrity.

Properties

• CAS Number: 1231709-22-0
• Complexity: 486
• IUPAC Name: (2R)-2-(9H-fluoren-9-ylmethoxycarbonylamino)-2-methyl-butanoic acid
• InChI: InChI=1S/C20H21NO4/c1-3-20(2,18(22)23)21-19(24)25-12-17-15-10-6-4-8-13(15)14-9-5-7-11-16(14)17/h4-11,17H,3,12H2,1-2H3,(H,21,24)(H,22,23)/t20-/m1/s1
• InChI Key: DZSLHAJXIQCMLR-HXUWFJFHSA-N
• Exact Mass: 339.14705815
• Molecular Formula: C20H21NO4
• Molecular Weight: 339.4
• SMILES: CC[C@](C)(C(=O)O)NC(=O)OCC1C2=CC=CC=C2C3=CC=CC=C13
• Topological: 75.6
• Monoisotopic Mass: 339.14705815
• Synonyms: 1231709-22-0, (R)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-2-methylbutanoic acid, Fmoc-D-isovaline, D-Isovaline, N-[(9H-fluoren-9-ylmethoxy)carbonyl]-, (2R)-2-(9H-fluoren-9-ylmethoxycarbonylamino)-2-methylbutanoic acid, (2R)-2-({[(9H-fluoren-9-yl)methoxy]carbonyl}amino)-2-methylbutanoic acid, Fmoc-(R)-2-amino-2-methylbutanoic acid, DZSLHAJXIQCMLR-HXUWFJFHSA-N, MFCD12031689, N-FMOC-D-ISOVALINE, SCHEMBL14956503, AKOS025117415, DS-8340, (R)-2-Fmoc-amino-2-methylbutanoic acid, DB-146107, DB-254855, CS-0153924, F15238, Fmoc-D-Isovaline (>98%, >98%ee) (Fmoc-D-Iva-OH), (R)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-2-methylbutanoicacid

Application

This Fmoc-protected D-isovaline derivative is primarily employed in peptide chemistry for the synthesis of modified peptides with tailored steric and electronic properties. It serves as a critical building block in medicinal chemistry for developing peptide-based therapeutics and enzyme inhibitors. Researchers also utilize it in structural biology to investigate protein folding and stability. Its chiral (R)-configuration enables the study of stereospecific interactions in biochemical systems.

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