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Fmoc-Tyr(tBu)-Ser(Psi(Me,Me)pro)-OH

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Fmoc-Tyr(tBu)-Ser(Psi(Me,Me)pro)-OH Basic information

Product Name:
Fmoc-Tyr(tBu)-Ser(Psi(Me,Me)pro)-OH
Synonyms:
  • FMOC-TYR(TBU)-SER(PSI-ME,MEPRO)-OH
  • (4S)-3-(FMOC-TYR(TBU))-2,2-DIMETHYL-OXAZOLIDINE-4-CARBOXYLIC ACID
  • Fmoc-L-Tyr(tBu)-L-Ser[PSI(Me,Me)Pro]-OH
  • (4S)-3-[(2S)-3-[4-(1,1-Dimethylethoxy)phenyl]-2-[[(9H-fluoren-9-ylmethoxy)carbonyl]amino]-1-oxopropyl]-2,2-dimethyl-4-oxazolidinecarboxylic acid
  • (S)-3-[Nα-(9-Fluorenylmethyloxycarbonyl)-O-tert-butyl-L-tyrosinyl]-2,2-dimethyloxazolidine-4-carboxylic acid
  • Fmoc-Tyr(tBu)-Ser[Psi(Me,Me)Pro]-OH≥ 99% (HPLC)
  • Fmoc-Tyr(tBu)-Ser[Ψ(Me,Me)Pro]-OH
  • (9H-Fluoren-9-yl)MethOxy]Carbonyl Tyr(tBu)-SerPsi(Me, Me)Pro-OH
CAS:
878797-09-2
MF:
C34H38N2O7
MW:
586.67
Product Categories:
  • peptide
Mol File:
878797-09-2.mol
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Fmoc-Tyr(tBu)-Ser(Psi(Me,Me)pro)-OH Chemical Properties

Boiling point:
795.6±60.0 °C(Predicted)
Density 
1.238±0.06 g/cm3(Predicted)
storage temp. 
Store at +2°C to +8°C.
pka
3.09±0.40(Predicted)
InChIKey
DNJYPUYQFPFOKS-VMPREFPWSA-N
SMILES
O1C[C@@H](C(O)=O)N(C(=O)[C@@H](NC(OCC2C3=C(C=CC=C3)C3=C2C=CC=C3)=O)CC2=CC=C(OC(C)(C)C)C=C2)C1(C)C
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Safety Information

HS Code 
2934999090
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Fmoc-Tyr(tBu)-Ser(Psi(Me,Me)pro)-OH Usage And Synthesis

Chemical Properties

White to off-white powder

Uses

Fmoc-Tyr(tBu)-Ser(Psi(Me,Me)pro)-OH is mainly used in peptide synthesis. It consists of a dipeptide in which the serine residue has been reversibly protected as a structure-damaging proline-like TFA-labile oxazolidine. The reason for introducing the pseudoproline residue as a dipeptide is that it avoids the acylation of the hindered oxazolidine nitrogen. This has the added advantage of extending the peptide chain by two residues in a single step. The serine residue is regenerated in the normal trans fatty acid mediated cleavage reaction.

Fmoc-Tyr(tBu)-Ser(Psi(Me,Me)pro)-OHSupplier

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