Sigma-Aldrich Fmoc-Dpr(Ivdde)-Oh Novabio

Quality Level

200

Product Line

Novabiochem^®

Assay

≥95.0% (acidimetric)
≥98% (TLC)
≥99.0% (HPLC)

Form

powder

Reaction Suitability

reaction type: Fmoc solid-phase peptide synthesis

Manufacturer/Tradename

Novabiochem^®

Application(S)

peptide synthesis

Functional Group

amine

Storage Temp.

15-25°C

Inchi

1S/C31H36N2O6/c1-18(2)13-24(28-26(34)14-31(3,4)15-27(28)35)32-16-25(29(36)37)33-30(38)39-17-23-21-11-7-5-9-19(21)20-10-6-8-12-22(20)23/h5-12,18,23,25,32H,13-17H2,1-4H3,(H,33,38)(H,36,37)/t25-/m0/s1

Related Categories

Amino Acids, Resins & Reagents for Peptide Synthesis

General Description

This orthogonally-protected diaminopropionic acid derivative is based on the hindered Dde variant ivDde. The side-chain ivDde group is considerably more stable to piperidine than Dde and is less prone to migrate from protected to unprotected side-chains . However, migration from side-chain to the unprotected α-amino group of Dpr is unavoidable . This side-reaction can, however, be minimized by the appropriate choice of coupling method for the subsequent residue, see .When removing ivDde in the presence of allyl-based protecting groups, allyl alcohol should be included in the deprotection solution to prevent reduction of the allyl group.

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

Literature references

S. R. Chhabra, et al. (1998)Tetrahedron Lett.,39, 1603.
R. Wilhelm, et al., Poster 34 presented at the 16th American Peptide Symposium, Minneapolis, 1999.
J. Beythien & P. Schneeberger, in ′Peptides 2000, Proc. 26th European Peptide Symposium′, EDK, Paris, 2001, pp. 361.
B. Rohwedder, et al. (1998)Tetrahedron Lett., 39, 1175.

Linkage

Replaces: 04-12-1195

Analysis Note

Color (visual): white to slight yellow to beige
Appearance of substance (visual): powder
Identity (IR): passes test
Enantiomeric purity: ≥ 99.5 % (a/a)
Purity (TLC(157A)): ≥ 98 %
Purity (TLC(CMA2)): ≥ 98 %
Assay (HPLC, area%): ≥ 99.0 % (a/a)
Solubility (1 mmole in 2 ml DMF): clearly soluble
Assay (acidimetric): ≥ 95.0 %
Water (K. F.): ≤ 1.00 %

To see the solvent systems used for TLC of Novabiochem^®products please click here.Novabiochem is a registered trademark of Merck KGaA, Darmstadt, Germany