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Merck
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重要文件

F9263

Sigma-Aldrich

N-Fmoc-L-Asparagine (DOD)

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About This Item

經驗公式(希爾表示法):
C34H32N2O7
CAS號碼:
分子量::
580.63
MDL號碼:
分類程式碼代碼:
12352200
PubChem物質ID:

官能基

Fmoc

儲存溫度

−20°C

SMILES 字串

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

InChI 密鑰

NUINEVHFMAGARJ-PMERELPUSA-N

應用

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.

儲存類別代碼

11 - Combustible Solids

水污染物質分類(WGK)

WGK 3

閃點(°F)

Not applicable

閃點(°C)

Not applicable


分析證明 (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(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
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

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