8.52373

Fmoc-Cys(STmp)-OH

for peptide synthesis, Novabiochem^®

• 同義詞: Fmoc-Cys(STmp)-OH, N-α-Fmoc-S-2,4,6-trimethoxyphenylthio-L-cysteine
• 經驗公式（希爾表示法）: C₂₇H₂₇NO₇S₂
• CAS號碼: 1403834-74-1
• 分子量：: 541.64
• MDL號碼: MFCD27957369
• 分類程式碼代碼: 12352209
• NACRES: NA.22

屬性

• 產品名稱: Fmoc-Cys(STmp)-OH, Novabiochem^®
• 品質等級: 200
• 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: thiol
• 儲存溫度: 15-25°C
• SMILES 字串: S(Sc4c(cc(cc4OC)OC)OC)C[C@H](NC(=O)OCC1c2c(cccc2)c3c1cccc3)C(=O)O
• InChI: 1S/C27H27NO7S2/c1-32-16-12-23(33-2)25(24(13-16)34-3)37-36-15-22(26(29)30)28-27(31)35-14-21-19-10-6-4-8-17(19)18-9-5-7-11-20(18)21/h4-13,21-22H,14-15H2,1-3H3,(H,28,31)(H,29,30)/t22-/m0/s1
• InChI 密鑰: GADCBXMSWHDNAU-QFIPXVFZSA-N

描述

一般說明

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.

應用

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.

分析報告

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.

法律資訊

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

安全資訊

• 儲存類別代碼: 11 - Combustible Solids
• 水污染物質分類（WGK）: WGK 1
• 閃點（°F）: Not applicable
• 閃點（°C）: Not applicable