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852086 Fmoc-Asp(O-2-PhiPr)-OH

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852086
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Replacement Information

Key Spec Table

CAS #Hill FormulaMolar Mass
200336-86-3C₂₈H₂₇NO₆473.52 g/mol

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      Description
      Catalogue Number852086
      Replaces04-12-1200
      Brand Family Novabiochem®
      Alternate Names
      • N-α-Fmoc-L-aspartic acid β-2-phenylisopropyl ester
      Background InformationQuasi-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

      .

      To obtain a certificate of analysis (CoA) of a lot that begins with the letter "A", please select the option in the right hand menu "Request a COA for Lot#s starting with A".
      References
      Product Information
      CAS number200336-86-3
      Hill FormulaC₂₈H₂₇NO₆
      Molar Mass473.52 g/mol
      Structure formula ImageStructure formula Image
      Quality LevelMQ200
      Applications
      ApplicationFmoc-Asp(O-2-PhiPr)-OH Novabiochem®. CAS 200336-86-3, molar mass 473.52 g/mol.
      Biological Information
      Physicochemical Information
      Dimensions
      Materials Information
      Toxicological Information
      Safety Information according to GHS
      Storage class10 - 13 Other liquids and solids
      WGKWGK 2 obviously hazardous to water
      Safety Information
      Product Usage Statements
      Storage and Shipping Information
      StorageStore at -15°C to -25°C.
      Packaging Information
      Transport Information
      Supplemental Information
      Specifications
      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 %
      For TLC-Systems see our General Catalog
      Global Trade Item Number
      Catalogue Number GTIN
      8520860001 04027269088835

      Documentation

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

      Title

      Safety Data Sheet (SDS) 

      Citations

      Title
      • [1] C. Yue, et al. (1993) Tetrahedron Lett., 34, 323.
      • [2] F. Dick, et al. in 'Peptides 1996, Proc. of 24th European Peptide Symposium', R. Ramage & R. Epton (Eds), Mayflower Scientific Ltd., Birmingham, 1998, pp. 339.
      • [3] J. W. Taylor, et al., Poster 185 presented at the American Peptide Symposium, San Diego, 2001.