Sigma-Aldrich Cis-Fmoc-Pro(4-N3)-Oh Nova

Quality Level

200

Product Line

Novabiochem^®

Assay

≥98.0% (HPLC)

Form

powder

Reaction Suitability

reaction type: Fmoc solid-phase peptide synthesis

Manufacturer/Tradename

Novabiochem^®

Application(S)

peptide synthesis

Functional Group

azide

Storage Temp.

15-25°C

Inchi

1S/C20H18N4O4/c21-23-22-12-9-18(19(25)26)24(10-12)20(27)28-11-17-15-7-3-1-5-13(15)14-6-2-4-8-16(14)17/h1-8,12,17-18H,9-11H2,(H,25,26)/t12-,18-/m0/s1

Related Categories

Amino Acids, Resins & Reagents for Peptide Synthesis

General Description

A useful tool for the synthesis of branched, side-chain modified, cyclic peptides and peptide tools for click chemistry by Fmoc SPPS. The side-chain azido group is completely stable to piperidine and TFA, but can be readily converted to an amine on the solid phase or in solution by reduction with thiols or phosphines ^[2,3] .

Associated Protocols and Technical Articles
Guide to Selection of Orthogonally-Protected Building Blocks for Fmoc SPPS

Literature references

M. Meldal, et Al. (1997)Tetrahedron Lett.,38, 2531.
J. T. Lundquist & J. C. Pelletier (2001)Org. Lett.,3, 781.
N. Nepomniaschiy, et Al. (2008)Org.Lett.,10, 5243.

Analysis Note

Colour (visual): white to slight yellow to beige
Appearance of substance (visual): powder
Identity (IR): passes test
Assay (HPLC, area%): ≥ 98.0 % (a/a)
Solubility (1 mmole in 2 mL DMF): clearly solubleNovabiochem is a registered trademark of Merck KGaA, Darmstadt, Germany