8.55008

Sieber Amide resin

Novabiochem^®

• Synonym(s): Sieber Amide resin, 9-Fmoc-amino-xanthen-3-yloxy-Merrifield resin
• CAS Number: 915706-90-0
• MDL number: MFCD00039239
• NACRES: NA.22
• UNSPSC Code: 12352111

Properties

• Quality Segment: 400
• product line: Novabiochem^®
• form: beads
• reaction suitability: reaction type: Fmoc solid-phase peptide synthesis
• manufacturer/tradename: Novabiochem^®
• application(s): peptide synthesis
• functional group: amine
• storage temp.: 2-8°C

Description

General description

A hyper acid-labile resin for the Fmoc SPPS of protected peptide amides via mild 1% TFA cleavage ^[1,2]. The resin can be readily reductively alkylated to provide a support suited to the synthesis of secondary carboxamides ^[3].This resin has also been employed to produce protected peptide fragments in which the C-terminal carboxylic acid group is blocked as a hydroxymethylphenoxy-β-alaninamide ester ^[4] .

Associated Protocols and Technical Articles
Protocols for Loading of Peptide Synthesis Resins

Application

• Determining the Hydrophobicity Index of Protected Amino Acids and Common Protecting Groups: Discusses the synthesis of peptide sequences using Sieber Amide resin for its acid-labile properties. (Gavva et al., 2023).
• Smart biomaterials: Surfaces functionalized with proteolytically stable osteoblast-adhesive peptides: Utilizes Sieber Amide resin for surface functionalization techniques in biomaterials. (Zamuner et al., 2017).
• A 99mTc-tricine-HYNIC-labeled peptide targeting the melanocortin-1 receptor for melanoma imaging: Describes the use of Sieber Amide resin in the synthesis of radiolabeled peptides for diagnostic imaging. (Shamshirian et al., 2016).

Analysis Note

Color (visual): white to light yellow to beige
Appearance of substance (visual): beads
Loading (Photometric determination of the Fmoc-chromophore liberated upon treatment with DBU/DMF): 0.40 - 0.80 mmol/g
Swelling Volume (in DMF): lot specific result
Swelling Volume (in CH₂Cl₂): lot specific result
Total swelling volume acc. Houben Weyl (in CH₂Cl₂): ≥ 5.2 ml/g
Total swelling volume acc. Houben Weyl (in DMF): ≥ 5.2 ml/g
The polymer matrix is copoly (styrene - 1% DVB) 100 -200 mesh

Other Notes

Replaces: 01-64-0059

Legal Information

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

Safety Information

• Storage Class: 11 - Combustible Solids
• flash_point_f: Not applicable
• flash_point_c: Not applicable
• wgk: WGK 3