Structure

Fmoc-thioproline

CAS
133054-21-4
Catalog Number
ACM133054214
Category
Amino Acids
Molecular Weight
333.43

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Specification

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. 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.
Synonyms
Fmoc-thioproline, Fmoc-thiaproline,Fmoc-thiazolidine-4-carboxylic acid
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
Application
Peptide synthesis.
Assay
≥98% (TLC)
≥99.0% (HPLC)
Form
powder
Functional Group
Fmoc
Quality Level
200
Reaction Suitability
reaction type: Fmoc solid-phase peptide synthesis
Storage Temperature
15-25℃
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