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重要文件

8.52418

Sigma-Aldrich

Fmoc-Asp(OBno)-OH

for peptide synthesis, Novabiochem®

同義詞:

Fmoc-Asp(OBno)-OH

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About This Item

經驗公式(希爾表示法):
C32H43NO6
分子量::
537.69
分類程式碼代碼:
12352209
NACRES:
NA.22
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產品名稱

Fmoc-Asp(OBno)-OH, Novabiochem®

品質等級

產品線

Novabiochem®

形狀

powder

反應適用性

reaction type: Fmoc solid-phase peptide synthesis

製造商/商標名

Novabiochem®

應用

peptide synthesis

官能基

carboxylic acid

儲存溫度

−20°C (−15°C to −25°C)

一般說明

An excellent derivative for minimizing aspartimide formation during Fmoc SPPS, including those containing the Asp-Gly sequence. The bulky OBno protecting group offers considerably more protection against the formation of aspartimide-related by-products than the commonly used OtBu and OMpe group.[1],[2]

Associated Protocols and Technical Articles
Cleavage and Deprotection Protocols for Fmoc SPPS
Overcoming Aspartimide Formation in Fmoc SPPS

Literature references:
[1] R. Behrendt, et al. (2015) J. Pept. Sci., 21, 680.
[2] R. Behrendt, et al. (2016) J. Pept. Sci., 22, 92.

應用

Recently, Fmoc-Asp(OBno)-OH has been used in the synthesis of the mini-protein Omomyc, which has been shown to repress MYC-dependent gene transcription.[3],[4]

分析報告

Color (visual): white to beige
Appearance of substance (visual): powder, chunks or crystals
Identity (IR): passes test
Purity (TLC (018A)): ≥ 95 %
Enantiomeric purity: ≥ 99.5 % (a/a)
Assay (HPLC, area%): ≥ 97.0 % (a/a)
Solubility (1 mmole in 2 ml DMF): clearly soluble

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

法律資訊

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

儲存類別代碼

11 - Combustible Solids

水污染物質分類(WGK)

WGK 2

閃點(°F)

Not applicable

閃點(°C)

Not applicable


分析證明 (COA)

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Multiple Synthetic Routes to the Mini-Protein Omomyc and Coiled-Coil Domain Truncations
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Preventing aspartimide formation in Fmoc SPPS of Asp-Gly containing peptides?practical aspects of new trialkylcarbinol based protecting groups
R. Behrendt, et al.
Journal of Peptide Science, 22, 92-92 (2016)
New t-butyl based aspartate protecting groups preventing aspartimide formation in Fmoc SPPS
R. Behrendt, et al.
Journal of Peptide Science, 21, 680-680 (2015)
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Nuclear Medicine and Biology, 114-115, 34-41 (2022)
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文章

Aspartimide formation 1,2 is caused by repeated exposure of aspartic acid-containing sequences to bases like piperidine and can result ultimately in the generation of 9 different by-products.

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