Fmoc-Val-Ser(psiMe,Mepro)-OH

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Catalog Number
ACM186023494-1
Product Name
Fmoc-Val-Ser(psiMe,Mepro)-OH
Structure
Structure
CAS
186023-49-4
Category
Amino Acids
Description
This pseudoproline dipeptide is undoubtedly the most effective and simplest to use tool for overcoming aggregation and enhancing peptide quality in Fmoc SPPS for peptide containing the Val-Ser dipeptide motif. It consists of a dipeptide in which the serine residue has been reversibly protected as a structure-breaking proline-like TFA-labile oxazolidine. The reason the pseudoproline residue is introduced as a dipeptide is because it avoids the need to acylate the hindered oxazolidine nitrogen. This has the added advantage of extending the peptide chain by two residues in one step. The serine residue is regenerated during the normal TFA-mediated cleavage reaction.
Synonyms
Fmoc-Val-Ser(psiMe,Mepro)-OH
Molecular Weight
466.53
InChI
1S/C26H30N2O6/c1-15(2)22(23(29)28-21(24(30)31)14-34-26(28,3)4)27-25(32)33-13-20-18-11-7-5-9-16(18)17-10-6-8-12-19(17)20/h5-12,15,20-22H,13-14H2,1-4H3,(H,27,32)(H,30,31)/t21-,22-/m0/s1
InChI Key
KLYUTTJBDDHKOC-VXKWHMMOSA-N
Application
Peptide synthesis.
Assay
≥97% (TLC)
≥97.0% (HPLC)
Form
powder
Functional Group
hydroxyl
Quality Level
200
Reaction Suitability
reaction type: Fmoc solid-phase peptide synthesis
Storage Temperature
2-8℃
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