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Merck

8.52418

Sigma-Aldrich

Fmoc-Asp(OBno)-OH

for peptide synthesis, Novabiochem®

別名:

Fmoc-Asp(OBno)-OH

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About This Item

実験式(ヒル表記法):
C32H43NO6
分子量:
537.69
UNSPSCコード:
12352209
NACRES:
NA.22

製品名

Fmoc-Asp(OBno)-OH, Novabiochem®

品質水準

製品種目

Novabiochem®

フォーム

powder

反応適合性

reaction type: Fmoc solid-phase peptide synthesis

メーカー/製品名

Novabiochem®

アプリケーション

peptide synthesis

官能基

carboxylic acid

保管温度

−20°C (−15°C to −25°C)

詳細

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.,

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.

アプリケーション

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.,

アナリシスノート

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.

法的情報

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

保管分類コード

11 - Combustible Solids

WGK

WGK 2

引火点(°F)

Not applicable

引火点(℃)

Not applicable


試験成績書(COA)

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Slide 1 of 2

1 of 2

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)
Synthesis and evaluation of a multifunctional probe with a high affinity for prostate-specific membrane antigen (PSMA) and bone
Hirata S, et al.
Nuclear Medicine and Biology, 114-115, 34-41 (2022)
Multiple Synthetic Routes to the Mini-Protein Omomyc and Coiled-Coil Domain Truncations
Brown ZZ, et al.
The Journal of Organic Chemistry, 1466-1466 (2020)
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)
Omomyc Reveals New Mechanisms To Inhibit the MYC Oncogene
Mark J. Demma, et al.
Molecular and Cellular Biology, 39 (2019)

資料

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.

ライフサイエンス、有機合成、材料科学、クロマトグラフィー、分析など、あらゆる分野の研究に経験のあるメンバーがおります。.

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