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852079 | Fmoc-Asp-ODmab

852079
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      Overview

      Replacement Information

      Key Spec Table

      CAS #Hill FormulaMolar Mass
      172611-77-7C₃₉H₄₂N₂O₈666.77 g/mol

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          Plastic bottle 1 g
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          8520790005
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              Description
              Catalogue Number852079
              Replaces04-12-1176
              Brand Family Novabiochem®
              Alternate Names
              • N-α-Fmoc-L-aspartic acid α-4-{N-[1-(4,4-dimethyl-2,6-dioxocyclohexylidene)-3-methylbutyl]-amino} benzyl ester
              Background InformationQuasi-orthogonally-protected Asp derivative.

              The Dmab group can be removed selectively in the presence of tBu-based protecting groups by treatment with 2% hydrazine in DMF [1], making this derivative an extremely useful tool for the preparation of cyclic peptides by Fmoc SPPS or for library synthesis.

              Occasionally sluggish cleavage of the aminobenzyl moiety is observed [2, 3]. In these instances, washing the support with 20% DIPEA in DMF/water (9:1) [2] or HCl in dioxane [4] has been found to be efficacious.

              For the on-resin synthesis of side-chain to side-chain lactam bridged peptides, the combination of Lys(ivDde) and Asp(ODmab) is particularly advantageous since both side-chains can be simultaneously unmasked in a single step.

              To avoid aspartimide formation, it is advisable to employ an Hmb- or Dmb-protected derivative for introduction of the preceding residue.

              For applications of this derivative in the synthesis of cyclic peptides, see references [5 - 7].

              The product number for this product was previously 04-12-1176.

              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 number172611-77-7
              Hill FormulaC₃₉H₄₂N₂O₈
              Molar Mass666.77 g/mol
              HS Code2924 29 98
              Structure formula Image
              Applications
              ApplicationFmoc-Asp-ODmab Novabiochem®. CAS 172611-77-7, molar mass 666.77 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 water endangering
              Safety Information
              Product Usage Statements
              Storage and Shipping Information
              StorageStore at -15°C to -25°C.
              Packaging Information
              Transport Information
              Supplemental Information
              Specifications
              Colour (visual)white to slight yellow to beige
              Appearance of substance (visual)powder
              Identity (IR)passes test
              Enantiomeric purity≥ 99.0 % (a/a)
              Purity (TLC(157A))≥ 97 %
              Purity (TLC(CMA2))≥ 97 %
              Assay (HPLC, area%)≥ 95.0 % (a/a)
              Solubility (1 mmole in 2 ml DMF)clearly soluble
              Water (K. F.)≤ 1.0 %
              For TLC-Systems see our General Catalog

              Documentation

              SDS

              Title

              Safety Data Sheet (SDS) 

              Certificates of Analysis

              Product Number PackagingSpecificationLot Number
              8520790001 Plastic bottlePDF Specification Document
              8520790005 Plastic bottlePDF Specification Document

              Brochure

              Title
              Novabiochem Letters 04/06

              Citations

              Title
              • [1] W. C. Chan, et al. (1995) J. Chem. Soc., Chem. Commun., 2209.
              • [2] S. Künzel, et al.Poster 17 presented at Solid Phase Synthesis & Combinatorial Libraries, Southampton, September 2001.
              • [3] K. F. Medzihradszky, et al. (2002) Lett. Pept. Sci., 8, 1.
              • [4] Albericio, et al.Poster 44 presented at American Peptide Symposium, San Diego 2005..
              • [5] M. Cudic, et al. in 'Peptides 2000, Proc. 26th European Peptide Symposium', J. Martinez & J.-A. Fehrentz (Eds), Paris, ╔ditions EDK, 2001, pp. 203.
              • [6] M. Cudic, et al. (2000) Tetrahedron Lett., 41, 4527.
              • [7] J. P. Malkinson, et al. (2003) Org. Lett., 5, 5051.

              Reach Use

              Title
              Reach Use