structure of Fmoc-Ser(Tbu)-Ser(Psime,Mepro)-OH

Fmoc-Ser(Tbu)-Ser(Psime,Mepro)-OH

CAS No.: 1000164-43-1
M. Wt: 510.579
M. Fa: C28H34N2O7
InChI Key: OXEDICXRSSILSN-GOTSBHOMSA-N
Appearance: White Solid

Names and Identifiers of Fmoc-Ser(Tbu)-Ser(Psime,Mepro)-OH

CAS Number

1000164-43-1

EC Number

812-077-5

IUPAC Name

(4S)-3-[(2S)-2-(9H-fluoren-9-ylmethoxycarbonylamino)-3-[(2-methylpropan-2-yl)oxy]propanoyl]-2,2-dimethyl-1,3-oxazolidine-4-carboxylic acid

InChI

InChI=1S/C28H34N2O7/c1-27(2,3)36-15-22(24(31)30-23(25(32)33)16-37-28(30,4)5)29-26(34)35-14-21-19-12-8-6-10-17(19)18-11-7-9-13-20(18)21/h6-13,21-23H,14-16H2,1-5H3,(H,29,34)(H,32,33)/t22-,23-/m0/s1

InChIKey

OXEDICXRSSILSN-GOTSBHOMSA-N

Canonical SMILES

CC1(N(C(CO1)C(=O)O)C(=O)C(COC(C)(C)C)NC(=O)OCC2C3=CC=CC=C3C4=CC=CC=C24)C

Isomeric SMILES

CC1(N([C@@H](CO1)C(=O)O)C(=O)[C@H](COC(C)(C)C)NC(=O)OCC2C3=CC=CC=C3C4=CC=CC=C24)C

Physical and chemical properties of Fmoc-Ser(Tbu)-Ser(Psime,Mepro)-OH

Acidity coefficient

3.03±0.40(Predicted)

Boiling Point

716.2±60.0 °C at 760 mmHg

Density

1.2±0.1 g/cm3

Exact Mass

510.236603

Flash Point

386.9±32.9 °C

Index of Refraction

1.569

LogP

5.66

Molecular Formula

C28H34N2O7

Molecular Weight

510.579

Storage condition

Store at +2°C to +8°C.

Vapour Pressure

0.0±2.4 mmHg at 25°C

Water Solubility

Insuluble (1.6E-3 g/L) (25 ºC)

Applications of Fmoc-Ser(Tbu)-Ser(Psime,Mepro)-OH

Fmoc-Ser(Tbu)-Ser(Psime,Mepro)-OH is primarily used in:

  • Peptide Synthesis: It serves as a building block for synthesizing complex peptides and proteins.
  • Drug Development: Peptides synthesized with this compound can be explored for therapeutic applications due to their enhanced stability and bioactivity.
  • Biomolecular Research: It aids in studying protein folding and interactions by providing stable peptide analogs.

Interaction Studies of Fmoc-Ser(Tbu)-Ser(Psime,Mepro)-OH

Studies involving Fmoc-Ser(Tbu)-Ser(Psime,Mepro)-OH often focus on its interactions within synthesized peptides. These studies examine how the incorporation of pseudoproline affects:

  • Peptide Conformation: Pseudoproline residues can induce specific folding patterns that mimic proline-rich regions in proteins.
  • Stability and Aggregation: Peptides containing this compound may show reduced aggregation tendencies compared to their non-modified counterparts, making them more suitable for therapeutic use.

Physical sample testing spectrum (NMR) of Fmoc-Ser(Tbu)-Ser(Psime,Mepro)-OH

Physical sample testing spectrum (NMR) of Fmoc-Ser(Tbu)-Ser(Psime,Mepro)-OH