152886-91-4

Basic information

• Product Name: N^γ-<2,3,6-tri-O-acetyl-4-O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-β-D-glucopyranosyl>-N^α-(fluoren-9-ylmethoxycarbonyl)-L-asparagine pentafluorophenyl ester
• Synonyms: N^γ-<2,3,6-tri-O-acetyl-4-O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-β-D-glucopyranosyl>-N^α-(fluoren-9-ylmethoxycarbonyl)-L-asparagine pentafluorophenyl ester
• CAS NO: 152886-91-4
• Molecular Weight: 1138.96
• Mol File: 152886-91-4.mol

Chemical Properties

• CAS DataBase Reference: N^γ-<2,3,6-tri-O-acetyl-4-O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-β-D-glucopyranosyl>-N^α-(fluoren-9-ylmethoxycarbonyl)-L-asparagine pentafluorophenyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: N^γ-<2,3,6-tri-O-acetyl-4-O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-β-D-glucopyranosyl>-N^α-(fluoren-9-ylmethoxycarbonyl)-L-asparagine pentafluorophenyl ester(152886-91-4)
• EPA Substance Registry System: N^γ-<2,3,6-tri-O-acetyl-4-O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-β-D-glucopyranosyl>-N^α-(fluoren-9-ylmethoxycarbonyl)-L-asparagine pentafluorophenyl ester(152886-91-4)

Safety Data

• Hazardous Substances Data: 152886-91-4(Hazardous Substances Data)

Upstream product

• 3616-19-1 lactose octaacetate 
• 152844-05-8 2,3,6-tri-O-acetyl-N-(fluoren-9-ylmethoxycarbonyl)-4-O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-β-D-glucopyranosylamine 
• 86061-01-0 tert-butyl N-[(9H-fluoren-9-ylmethoxy)carbonyl]-1-pentafluorophenyl L-aspartate 
• 30854-62-7 lactosyl azide 
• 59044-96-1 2,3,6-tri-O-acetyl-4-O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-β-D-glucopyranosylamine 
• 132785-38-7 N^α-(Fluoren-9-ylmethoxycarbonyl)-L-aspartic 4-Acid Chloride 1-pentafluorophenyl Ester 

Relevant articles and documents

Evaluation of the effect of glycosylation on the enzymic hydrolysis of peptides

The glycosylated building block Na-(fluoren-9-ylmethoxycarbonyl)-ArT-[2, 3, 6-tri-O-acetyl-4-O-(2, 3, 4, 6-tetra-O-acetyI-ss-D-galactopyranosyl)-ss-D-glucopyranosyl]-L- asparagine pentafluorophenyl ester 7 has been synthesized and incorporated

Protected-mode Synthesis of N-Linked Glycopeptides: Single-step Preparation of Building Blocks as Peracetyl Glycosylated NαFmoc Asparagine OPfp Esters

The preparation of Nα-(fluoren-9-ylmethoxycarbonyl)asparagine pentafluorophenyl esters (Nα-Fmoc-Asn-OPfp) glycosylated with per-O-acetylated β-D-glucose, N-acetyl-β-D-glucosamine, β-D-mannose, 4-O-β-D-glucopyranosyl-β-D-glucose (cellobiose), 4-O-β-D-galactopyranosyl-β-D-glucose (lactose) and 4-O-α-D-glucopyranosyl-β-D-glucose (maltose) is described.The per-O-acetylated glycosylamines were treated selectively with the key compound Nα-Fmoc-Asp(Cl)-OPfp 2, to give, in a single step, the glycosylated building blocks.The acid chloride 2 was prepared in a quantitative one-pot reaction from commercially available Nα-Fmoc-Asp(OBut)-OPfp 1.The acid stability of the N-glycosidic linkage was investigated.The building block 7, containing a maltose moiety, was used in the synthesis of a glycosylated D-Ala1 Peptide-T amide analogue 14.CD spectra were recorded in 85 percent TFE.All compounds were fully characterized by (1)H and (13)C NMR spectroscopy.