8.52086

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

≥97% (TLC), for peptide synthesis, Novabiochem^®

• Synonyme(s) : Fmoc-Asp(O-2-PhiPr)-OH, N-α-Fmoc-L-aspartic acid β-2-phenylisopropyl ester
• Formule empirique (notation de Hill): C₂₈H₂₇NO₆
• Numéro CAS: 200336-86-3
• Poids moléculaire : 473.52
• Code UNSPSC : 12352209
• Nomenclature NACRES : NA.22

Propriétés

• product name: Fmoc-Asp(O-2-PhiPr)-OH, Novabiochem^®
• Niveau de qualité: 200
• Gamme de produits: Novabiochem^®
• Pureté: ≥93.0% (acidimetric); ≥95.0% (HPLC); ≥97% (TLC)
• Forme: powder
• Capacité de réaction: reaction type: Fmoc solid-phase peptide synthesis
• Fabricant/nom de marque: Novabiochem^®
• Application(s): peptide synthesis
• Groupe fonctionnel: Fmoc
• Température de stockage: 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
• Clé InChI: MEAHCBOPNIDLFH-DEOSSOPVSA-N

Description

Description générale

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].

Associated Protocols and Technical Articles
Cleavage and Deprotection Protocols for Fmoc SPPS

Literature references

^[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.

Liaison

Replaces: 04-12-1200

Remarque sur l'analyse

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.

Informations légales

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

Informations sur la sécurité

• Code de la classe de stockage: 11 - Combustible Solids
• Classe de danger pour l'eau (WGK): WGK 2
• Point d'éclair (°F): Not applicable
• Point d'éclair (°C): Not applicable