186023-49-4

Basic information

• Product Name: FMOC-VAL-SER(PSIME,MEPRO)-OH
• Synonyms: FMOC-VAL-SER(PSIME,MEPRO)-OH;(4S)-3-[(2S)-2-[[(9H-Fluoren-9-ylmethoxy)carbonyl]amino]-3-methyl-1-oxobutyl]-2,2-dimethyl-4-oxazolidinecarboxylic acid;Fmoc-L-Val-L-Ser[PSI(Me,Me)Pro]-OH;(S)-3-[N-(9-Fluorenylmethyloxycarbonyl)-L-valinyl]-2,2-dimethyloxazolidine-4-carboxylic acid;Fmoc-Val-Ser[Psi(Me,Me)Pro]-OH≥ 99% (HPLC);Fmoc-Val-Ser[Ψ(Me,Me)Pro]-OH;(9H-Fluoren-9-yl)MethOxy]Carbonyl Val-SerPsi(Me,Me)Pro-OH
• CAS NO: 186023-49-4
• Molecular Formula: C₂₆H₃₀N₂O₆
• Molecular Weight: 466.5262
• Product Categories: peptide
• Mol File: 186023-49-4.mol
• Article Data: 1

Chemical Properties

• Boiling Point: 688.6±55.0 °C(Predicted)
• Appearance: /
• Density: 1.251±0.06 g/cm3(Predicted)
• Storage Temp.: Store at +2°C to +8°C.
• PKA: 3.12±0.40(Predicted)
• CAS DataBase Reference: FMOC-VAL-SER(PSIME,MEPRO)-OH(CAS DataBase Reference)
• NIST Chemistry Reference: FMOC-VAL-SER(PSIME,MEPRO)-OH(186023-49-4)
• EPA Substance Registry System: FMOC-VAL-SER(PSIME,MEPRO)-OH(186023-49-4)

Safety Data

• WGK Germany: WGK 2 water endangering
• Hazardous Substances Data: 186023-49-4(Hazardous Substances Data)

Usage

Description

FMOC-VAL-SER(PSIME,MEPRO)-OH is a synthetic peptide derivative that consists of a protected sequence of amino acids, specifically valine (VAL), serine (SER), and a modified serine residue (PSIME,MEPRO). It is a white to off-white powder and is commonly used in the field of organic chemistry and pharmaceutical research.

Uses

Used in Pharmaceutical Research:
FMOC-VAL-SER(PSIME,MEPRO)-OH is used as a building block for the synthesis of various peptides and peptide-based drugs. Its protected structure allows for the controlled formation of peptide bonds during the synthesis process, which is crucial for the development of new therapeutic agents.
Used in Organic Chemistry:
In the field of organic chemistry, FMOC-VAL-SER(PSIME,MEPRO)-OH serves as a valuable intermediate for the preparation of complex organic molecules. Its unique structure and functional groups enable the formation of various chemical reactions, leading to the synthesis of novel compounds with potential applications in various industries.
Used in Drug Delivery Systems:
FMOC-VAL-SER(PSIME,MEPRO)-OH can also be utilized in the development of drug delivery systems, particularly for peptide-based therapeutics. Its protected structure allows for the controlled release of the active peptide, improving the bioavailability and therapeutic efficacy of the drug.
Used in Chemical Synthesis:
FMOC-VAL-SER(PSIME,MEPRO)-OH is used as a key intermediate in the synthesis of various chemical compounds, including pharmaceuticals, agrochemicals, and other specialty chemicals. Its unique structure and functional groups enable the formation of a wide range of chemical reactions, leading to the development of novel products with diverse applications.

Upstream product

• 186023-39-2 Fmoc-Val-Ser-OBn 
• 186023-48-3 (S)-3-[(S)-2-(9H-Fluoren-9-ylmethoxycarbonylamino)-3-methyl-butyryl]-2,2-dimethyl-oxazolidine-4-carboxylic acid benzyl ester 

Downstream Products

• 186023-50-7 (S)-3-((S)-2-Amino-3-methyl-butyryl)-2,2-dimethyl-oxazolidine-4-carboxylic acid [(S)-1-(4-nitro-phenylcarbamoyl)-2-phenyl-ethyl]-amide 

Relevant articles and documents

Pseudo-prolines as a molecular hinge: Reversible induction of cis amide bonds into peptide backbones

Serine, threonine-derived (4S)-oxazolidine-4-carboxylic acid, and cysteine-derived (4R)-thiazolidinecarboxylic acid, denoted pseudo-proline (Xaa[Ψ(R1,R2)pro]), serve as structure disrupting, solubilizing building blocks in peptide sy