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product name
Fmoc-Cys(STmp)-OH, Novabiochem®
品質水準
製品種目
Novabiochem®
形状
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
thiol
保管温度
15-25°C
関連するカテゴリー
詳細
Fmoc-Cys(STmp)-OH is a novel new tool for the regioselective synthesis of multiple disulfide bridged peptides by Fmoc SPPS. The STmp group is stable to piperidine but is extremely easy to remove by mild thiolysis. Albericio has reported removing four STmp groups on the solid phase with only three 5 minute treatments of 0.1 M N-methylmorpholine (NMM) in DMF containing 5% DTT.
Associated Protocols and Technical Articles
Cleavage and Deprotection Protocols for Fmoc SPPS
Fmoc SPPS of Cysteine-Containing Peptides
Literature references:
[1] T. M. Postma, et al. (2012) Org. Lett., 14, 5468.
[2] T. M. Postma & F. Albericio (2013) Org. Lett., 15, 616.
Associated Protocols and Technical Articles
Cleavage and Deprotection Protocols for Fmoc SPPS
Fmoc SPPS of Cysteine-Containing Peptides
Literature references:
[1] T. M. Postma, et al. (2012) Org. Lett., 14, 5468.
[2] T. M. Postma & F. Albericio (2013) Org. Lett., 15, 616.
アプリケーション
Applications of Fmoc-Cys(STmp)-OH:
- Synthesis of insulin analogs by regiospecific disulfide bond formation.
- A review on step-wise introduction of disulfide bonds.
- Synthesis of human insulin-like peptide 6.
アナリシスノート
Color (visual): white to slight yellow to beige
Appearance of substance (visual): powder
Identity (IR): passes test
Enantiomeric purity: ≥ 99.5 % (a/a)
Assay (HPLC, area%): ≥ 94.0 % (a/a)
Purity (TLC(011A)): ≥ 98 %
Solubility (1 mmole in 2 ml DMF): clearly soluble
Ethyl acetate (HS-GC): ≤ 0.5 %
Acetate (IC): ≤ 0.05 %
To see the solvent systems used for TLC of Novabiochem® products please click here.
Appearance of substance (visual): powder
Identity (IR): passes test
Enantiomeric purity: ≥ 99.5 % (a/a)
Assay (HPLC, area%): ≥ 94.0 % (a/a)
Purity (TLC(011A)): ≥ 98 %
Solubility (1 mmole in 2 ml DMF): clearly soluble
Ethyl acetate (HS-GC): ≤ 0.5 %
Acetate (IC): ≤ 0.05 %
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 1
引火点(°F)
Not applicable
引火点(℃)
Not applicable
試験成績書(COA)
製品のロット番号・バッチ番号を入力して、試験成績書(COA) を検索できます。ロット番号・バッチ番号は、製品ラベルに「Lot」または「Batch」に続いて記載されています。
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Trimethoxyphenylthio as a highly labile replacement for tert-butylthio cysteine protection in Fmoc solid phase synthesis
Organic Letters, 14, 5468-5468 (2012)
Synthesis of Four-Disulfide Insulin Analogs via Sequential Disulfide Bond Formation
The Journal of Organic Chemistry, 82, 3506-3506 (2017)
N-Chlorosuccinimide, an efficient reagent for on-resin disulfide formation in solid-phase peptide synthesis
Organic Letters, 15, 616-616 (2013)
Chemical Synthesis of Human Insulin-Like Peptide-6
Chemistry?A European Journal , 22, 9777-9777 (2016)
Stepwise Construction of Disulfides in Peptides
Chembiochem, 21, 1101-1101 (2020)
資料
Novabiochem® offers orthogonally protected amino acids for peptide synthesis, including cyclic and branched peptides.
プロトコル
Overcome challenges in synthesis and disulfide bond formation with protocols for Fmoc solid-phase peptide synthesis of peptides with cysteine and methionine.
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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