8.52216

Fmoc-Dpr(Boc-Aoa)-OH

Novabiochem^®

• Synonym(s): Fmoc-Dpr(Boc-Aoa)-OH, N-α-Fmoc-N-β-(N-t.-Boc-amino-oxyacetyl)-L-diaminopropionic acid
• Empirical Formula (Hill Notation): C₂₅H₂₉N₃O₈
• CAS Number: 600153-12-6
• Molecular Weight: 499.51
• UNSPSC Code: 12352209
• NACRES: NA.22

Properties

• Quality Level: 200
• product line: Novabiochem^®
• assay: ≥95.0% (acidimetric); ≥96.0% (HPLC); ≥98% (TLC)
• form: powder
• reaction suitability: reagent type: ligand
• manufacturer/tradename: Novabiochem^®
• application(s): peptide synthesis
• functional group: Boc; Fmoc
• storage temp.: 2-30°C
• InChI: 1S/C25H29N3O8/c1-25(2,3)36-24(33)28-35-14-21(29)26-12-20(22(30)31)27-23(32)34-13-19-17-10-6-4-8-15(17)16-9-5-7-11-18(16)19/h4-11,19-20H,12-14H2,1-3H3,(H,26,29)(H,27,32)(H,28,33)(H,30,31)/t20-/m0/s1
• InChI key: KHRQNEDYPNTPKW-FQEVSTJZSA-N

Description

General description

An excellent derivative for the chemoselective ligation of unprotected peptides in aqueous media ^[1] via oxime formation. This derivative introduces a hydroxylamine functionality which can couple with aldehyde groups present in another peptide unit.

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

Literature references

^[1] F. Wahl & M. Mutter (1996) Tetrahedron Lett., 37, 6861.

Linkage

Replaces: 04-12-1185

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(CMA2)): ≥ 98 %
Assay (HPLC, area%): ≥ 96.0 % (a/a)
Solubility (1 mmole in 2 ml DMF): clearly soluble
Assay (acidimetric): ≥ 95.0 %
Water (K. F.): ≤ 2.00 %

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

Legal Information

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

Safety Information

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