8.52338
Fmoc-thioproline
Novabiochem®
别名:
Fmoc-thioproline, Fmoc-thiaproline,Fmoc-thiazolidine-4-carboxylic acid
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关于此项目
经验公式（希尔记法）:
C19H17N4S
化学文摘社编号:
分子量:
333.43
MDL number:
UNSPSC Code:
12352209
NACRES:
NA.22
SMILES string
S1CN([C@@H](C1)C(=O)O)C(=O)OCC2c3c(cccc3)c4c2cccc4
InChI
1S/C19H17NO4S/c21-18(22)17-10-25-11-20(17)19(23)24-9-16-14-7-3-1-5-12(14)13-6-2-4-8-15(13)16/h1-8,16-17H,9-11H2,(H,21,22)/t17-/m0/s1
InChI key
HUWNZLPLVVGCMO-KRWDZBQOSA-N
product line
Novabiochem®
assay
≥98% (TLC), ≥99.0% (HPLC)
form
powder
reaction suitability
reaction type: Fmoc solid-phase peptide synthesis
manufacturer/tradename
Novabiochem®
application(s)
peptide synthesis
functional group
Fmoc
storage temp.
15-25°C
Quality Level
General description
A building block for the introduction of thiaproline (Thz) during Fmoc SPPS. Thz has been employed as a masked cysteine residue to prevent self-ligation during native chemical ligation reactions (NCL) of peptide thioesters bearing an N-terminal Cys residue [6]. Once ligation is complete, the N-terminal Cys residue of the resultant peptide is unmasked by ring-opening the Thz residue by treatment with methoxyamine, thereby enabling its subsequent ligation to another peptide thioester fragment.
Associated Protocols and Technical Articles
Cleavage and Deprotection Protocols for Fmoc SPPS
Literature references
[1] M. Villain, et al. in ′Peptides: The wave of the future, Proc. Second Int.& 17th American Peptide Symposium′, M. Lebl & R A. Houghten (Eds), American peptide Society, 2001, pp. 107.
Associated Protocols and Technical Articles
Cleavage and Deprotection Protocols for Fmoc SPPS
Literature references
[1] M. Villain, et al. in ′Peptides: The wave of the future, Proc. Second Int.& 17th American Peptide Symposium′, M. Lebl & R A. Houghten (Eds), American peptide Society, 2001, pp. 107.
Analysis Note
Colour (visual): white to slight yellow to beige
Appearance of substance (visual): powder
Identity (IR): passes test
Enantiomeric purity: ≥ 99.5 % (a/a)
Purity (TLC(011A)): ≥ 98 %
Assay (HPLC, area%): ≥ 99.0 % (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.
Appearance of substance (visual): powder
Identity (IR): passes test
Enantiomeric purity: ≥ 99.5 % (a/a)
Purity (TLC(011A)): ≥ 98 %
Assay (HPLC, area%): ≥ 99.0 % (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.
Legal Information
Novabiochem is a registered trademark of Merck KGaA, Darmstadt, Germany
存储类别
11 - Combustible Solids
wgk
WGK 3
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