8.52136

Fmoc-Ser(Ac3AcNH-α-Gal)-OH

Novabiochem^®

• Synonym(s): Fmoc-Ser(Ac3AcNH-α-Gal)-OH, N-α-Fmoc-O-(2-acetamido-2-deoxy-3,4,6-tri-O-acetyl-α-D-galactopyranosyl)-L-serine
• Empirical Formula (Hill Notation): C₃₂H₃₆N₂O₁₃
• CAS Number: 120173-57-1
• Molecular Weight: 656.63
• MDL number: MFCD00171375
• UNSPSC Code: 12352209
• NACRES: NA.22

Properties

• Quality Segment: 200
• product line: Novabiochem^®
• assay: ≥95% (TLC), ≥95.0% (HPLC)
• form: powder
• reaction suitability: reaction type: Fmoc solid-phase peptide synthesis
• manufacturer/tradename: Novabiochem^®
• application(s): peptide synthesis
• functional group: Fmoc
• storage temp.: 15-25°C
• SMILES string: N([C@H]1[C@H](O[C@@H]([C@@H]([C@@H]1OC(=O)C)OC(=O)C)COC(=O)C)OC[C@H](NC(=O)OCC2c3c(cccc3)c4c2cccc4)C(=O)O)C(=O)C
• InChI: 1S/C32H36N2O13/c1-16(35)33-27-29(46-19(4)38)28(45-18(3)37)26(15-42-17(2)36)47-31(27)43-14-25(30(39)40)34-32(41)44-13-24-22-11-7-5-9-20(22)21-10-6-8-12-23(21)24/h5-12,24-29,31H,13-15H2,1-4H3,(H,33,35)(H,34,41)(H,39,40)/t25-,26+,27+,28-,29+,31-/m0/s1
• InChI key: ORICVOOXZDVFIP-VOZJJELXSA-N

Description

General description

The O-glycosidic linkage and the O-acetyl protection in this building block is stable to both piperidine and TFA ^[1], making it completely compatible with standard protocols in Fmoc solid phase peptide synthesis. Removal of the acetyl protecting groups is best carried out by treatment of the peptidyl resin with methanolic ammonia prior to cleavage.

Associated Protocols and Technical Articles
Cleavage and Deprotection Protocols for Fmoc SPPS
Fmoc SPPS of Peptides containing Post-Translational Modifications


Literature references

^[1] J. Kihlberg in ′Fmoc solid phase peptide synthesis: a practical approach′, W.C. Chan & P.D. White (Eds.), Oxford University Press, Oxford, 2000, pp. 195.

Analysis Note

Color (visual): white to slight yellow to beige
Appearance of substance (visual): powder
Identity (IR): passes test
Purity (TLC(CMA2)): ≥ 95 %
Assay (HPLC, area%): ≥ 95.0 % (a/a)
Identity (NMR, 1H): passes test
Identity (NMR): passes test
NMR-spectrum: passes test

To see the solvent systems used for TLC of Novabiochem^® products please click here.

Other Notes

Replaces: 04-12-8103

Legal Information

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

Safety Information

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