8.52031
Fmoc-Cys(Mmt)-OH
≥99% (TLC), for peptide synthesis, Novabiochem®
别名:
Fmoc-Cys(Mmt)-OH, N-α-Fmoc-S-p-methoxytrityl-L-cysteine
登录 查看组织和合同定价。
选择规格
变更视图
关于此项目
经验公式（希尔记法）:
C38H33NO5S
化学文摘社编号:
分子量:
615.74
UNSPSC Code:
12352209
NACRES:
NA.22
MDL number:
产品名称
Fmoc-Cys(Mmt)-OH, Novabiochem®
Quality Segment
product line
Novabiochem®
assay
≥85.0% (acidimetric), ≥98.0% (HPLC), ≥99% (TLC)
form
powder
reaction suitability
reaction type: Fmoc solid-phase peptide synthesis
manufacturer/tradename
Novabiochem®
application(s)
peptide synthesis
functional group
thiol
storage temp.
15-25°C
SMILES string
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 key
LOBUWFUSGOYXQX-DHUJRADRSA-N
General description
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.
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.
Application
- 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).
Analysis Note
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.
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.
Other Notes
Replaces: 04-12-1061
Legal Information
Novabiochem is a registered trademark of Merck KGaA, Darmstadt, Germany
存储类别
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable