8.52031

Fmoc-Cys(Mmt)-OH

≥99% (TLC), for peptide synthesis, Novabiochem^®

• 同義詞: Fmoc-Cys(Mmt)-OH, N-α-Fmoc-S-p-methoxytrityl-L-cysteine
• 經驗公式（希爾表示法）: C₃₈H₃₃NO₅S
• CAS號碼: 177582-21-7
• 分子量：: 615.74
• MDL號碼: MFCD00270541
• 分類程式碼代碼: 12352209
• NACRES: NA.22

屬性

• 產品名稱: Fmoc-Cys(Mmt)-OH, Novabiochem^®
• 品質等級: 200
• 產品線: Novabiochem^®
• 化驗: ≥85.0% (acidimetric); ≥98.0% (HPLC); ≥99% (TLC)
• 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(C[C@H](NC(=O)OCC4c5c(cccc5)c6c4cccc6)C(=O)O)C(c3ccc(cc3)OC)(c2ccccc2)c1ccccc1
• InChI: 1S/C38H33NO5S/c1-43-29-22-20-28(21-23-29)38(26-12-4-2-5-13-26,27-14-6-3-7-15-27)45-25-35(36(40)41)39-37(42)44-24-34-32-18-10-8-16-30(32)31-17-9-11-19-33(31)34/h2-23,34-35H,24-25H2,1H3,(H,39,42)(H,40,41)/t35-/m0/s1
• InChI 密鑰: LOBUWFUSGOYXQX-DHUJRADRSA-N

描述

一般說明

Building block for Fmoc SPPS which enables selective deprotection of cysteinyl thiol group on the solid phase. The Mmt group can be removed on the solid phase with 1% TFA in DCM containing 5% TIS ^[1,2,3,4]. Reference 4 describes a novel method for on-resin disulfide bond formation which uses Cys(Mmt) in combination with Cys(tBuS).

Associated Protocols and Technical Articles
Cleavage and Deprotection Protocols for Fmoc SPPS
Fmoc SPPS of Cysteine-Containing Peptides

Literature references

^[1] K. Barlos, et al. in ′Peptides 1992, Proc. 22nd European Peptide Symposium′, C. H. Schneider & A. N. Eberle (Eds), ESCOM, Leiden, 1993, pp. 283.
^[2] C. Kellenberger, et al. (1995) Pept. Res., 8, 321.
^[3] K. Barlos, et al. (1996) Int. J. Peptide Protein Res., 47, 148.
^[4] A. K. Galande, et al. (2005) J. Comb. Chem., 7, 174.

應用

• An Optimized Scalable Fully Automated Solid-Phase Microwave-Assisted cGMP-Ready Process for the Preparation of Eptifibatide: Details the use of Fmoc-Cys(Mmt)-OH in the synthesis of Eptifibatide, highlighting its role in a cGMP-ready process (Sabatino et al., 2020).

聯結

Replaces: 04-12-1061

分析報告

Color (visual): white to slight yellow to beige
Appearance of substance (visual): powder
Identity (IR): passes test
Enantiomeric purity: ≥ 99.0 % (a/a)
Purity (TLC(011A)): ≥ 99 %
Purity (TLC(0811)): ≥ 99 %
Assay (HPLC, area%): ≥ 98.0 % (a/a)
Solubility (1 mmole in 2 ml DMF): clearly soluble
Assay (acidimetric): ≥ 85.0 %
Water (K. F.): ≤ 1.0 %

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 3
• 閃點（°F）: Not applicable
• 閃點（°C）: Not applicable