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Merck
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Documentos Principais

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F9263

Sigma-Aldrich

N-Fmoc-L-Asparagine (DOD)

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About This Item

Fórmula empírica (Notação de Hill):
C34H32N2O7
Número CAS:
119062-05-4
Peso molecular:
580.63
Número MDL:
MFCD00065623
Código UNSPSC:
12352200
ID de substância PubChem:
24894994

grupo funcional

Fmoc

temperatura de armazenamento

−20°C

cadeia de caracteres SMILES

COc1ccc(cc1)C(NC(=O)C[C@H](NC(=O)OCC2c3ccccc3-c4ccccc24)C(O)=O)c5ccc(OC)cc5

InChI

1S/C34H32N2O7/c1-41-23-15-11-21(12-16-23)32(22-13-17-24(42-2)18-14-22)36-31(37)19-30(33(38)39)35-34(40)43-20-29-27-9-5-3-7-25(27)26-8-4-6-10-28(26)29/h3-18,29-30,32H,19-20H2,1-2H3,(H,35,40)(H,36,37)(H,38,39)/t30-/m0/s1

chave InChI

NUINEVHFMAGARJ-PMERELPUSA-N

Aplicação

Fmoc-L-aspartic acid is an N-terminally protected amino acid (Fmoc amino acid) used in solid-phase peptide synthesis (SPPS) to make peptides/glycopeptides containing an the aspartate residue.

Código de classe de armazenamento

11 - Combustible Solids

Classe de risco de água (WGK)

WGK 3

Ponto de fulgor (°F)

Not applicable

Ponto de fulgor (°C)

Not applicable

Certificados de análise (COA)

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Rui Chen et al.
Methods in molecular biology (Clifton, N.J.), 751, 343-355 (2011-06-16)
This chapter describes a rapid and efficient approach for the solid-phase synthesis of N-linked glycopeptides that utilizes on-resin glycosylamine coupling to produce N-linked glycosylation sites. In this method, the full-length nonglycosylated peptide is first synthesized on a solid-phase support using
Trent Conroy et al.
Organic & biomolecular chemistry, 8(16), 3723-3733 (2010-06-23)
An efficient strategy for the preparation of N-linked glycopeptides is described. The method relies on the use of side chain protecting groups on aspartic acid residues, namely the allyl and Dmab esters, which are orthogonal to those utilised in Fmoc-strategy
M Mergler et al.
Journal of peptide science : an official publication of the European Peptide Society, 11(10), 650-657 (2005-04-26)
A newly developed Fmoc-Asp derivative, Fmoc-Asp beta-(2,3,4-trimethyl-pent-3-yl) ester, has been tried in the Fmoc-based SPPS of H-Val-Lys-Asp-Xaa-Tyr-Ile-OH, a well-established peptide model for studying base-catalysed aspartimide formation. When synthesizing the hexapeptide incorporating Gly, Arg(Pbf), Asn(Mtt), Asp(OtBu) or Cys(Acm) for Xaa, considerable
M Mergler et al.
Journal of peptide science : an official publication of the European Peptide Society, 9(1), 36-46 (2003-02-18)
A variety of Asp beta-carboxy protecting groups, Hmb backbone protection and a range of Fmoc cleavage protocols have been employed in syntheses of the model hexapeptide H-VKDGYI-OH to investigate the aspartimide problem in more detail. The extent of formation of
M Mergler et al.
Journal of peptide science : an official publication of the European Peptide Society, 9(8), 518-526 (2003-09-04)
The sequence dependence of base-catalysed aspartmide formation during Fmoc-based SPPS was systematically studied employing the peptide models H-Val-Lys-Asp-Xaa-Tyr-Ile-OH. The extent of formation of aspartimide and related by-products was determined by RP-HPLC. Considerable amounts of by-products were formed in the case
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