8.52086

Fmoc-Asp(O-2-PhiPr)-OH

Novabiochem^®

• Synonym(s): Fmoc-Asp(O-2-PhiPr)-OH, N-α-Fmoc-L-aspartic acid β-2-phenylisopropyl ester
• Empirical Formula (Hill Notation): C₂₈H₂₇NO₆
• CAS Number: 200336-86-3
• Molecular Weight: 473.52

Properties

• Quality Level: 200
• product line: Novabiochem^®
• Assay: ≥93.0% (acidimetric); ≥95.0% (HPLC); ≥97% (TLC)
• form: powder
• reaction suitability: reaction type: Fmoc solid-phase peptide synthesis
• manufacturer/tradename: Novabiochem^®
• application(s): peptide synthesis
• functional group: Fmoc
• storage temp.: 15-25°C
• InChI: 1S/C28H27NO6/c1-28(2,18-10-4-3-5-11-18)35-25(30)16-24(26(31)32)29-27(33)34-17-23-21-14-8-6-12-19(21)20-13-7-9-15-22(20)23/h3-15,23-24H,16-17H2,1-2H3,(H,29,33)(H,31,32)/t24-/m0/s1
• InChI key: MEAHCBOPNIDLFH-DEOSSOPVSA-N

Description

General description

Quasi-orthogonally-protected Asp derivative.

The 2-PhiPr group can be removed selectively in the presence of tBu-based protecting groups by treatment with 1% TFA in DCM [1], making this derivative an extremely useful tool for the preparation of cyclic peptides by Fmoc SPPS [2] or for library synthesis. For the on-resin synthesis of side-chain to side-chain lactam bridged peptides, the combination of Lys(Mtt) and Asp(O-2-PhiPr) is particularly advantageous since both side-chains can be simultaneously unmasked in a single step.

This derivative has also been used in solution to prepare bicyclic helix initiating peptides [3].

The product number for this product was previously 04-12-1200

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Linkage

Replaces: 04-12-1200

Analysis Note

Color (visual): white to slight yellow to beige
Appearance of substance (visual): powder
Identity (IR): passes test
Enantiomeric purity: ≥ 99.0 % (a/a)
Purity (TLC(011A)): ≥ 97 %
Purity (TLC(0811)): ≥ 97 %
Assay (HPLC, area%): ≥ 95.0 % (a/a)
Solubility (1 mmole in 2 ml DMF): clearly soluble
Assay (acidimetric): ≥ 93.0 %
Water (K. F.): ≤ 2.0 %

To see the solvent systems used for TLC of Novabiochem^® products please click here.

Legal Information

Novabiochem is a registered trademark of Merck KGaA, Darmstadt, Germany

Safety Information

• Storage Class Code: 11 - Combustible Solids
• WGK: WGK 2
• Flash Point(F): Not applicable
• Flash Point(C): Not applicable