34290-59-0

Basic information

• Product Name: BOC-PHE-SER-OME
• Synonyms: BOC-PHE-SER-OME
• CAS NO: 34290-59-0
• Molecular Formula: C₁₈H₂₆N₂O₆
• Molecular Weight: 366.41
• Mol File: 34290-59-0.mol
• Article Data: 14

Chemical Properties

• Melting Point: 88-89 °C
• Boiling Point: 598.3 °C at 760 mmHg
• Flash Point: 315.7 °C
• Appearance: /
• Density: 1.192 g/cm³
• Vapor Pressure: 3.65E-15mmHg at 25°C
• Refractive Index: 1.525
• PKA: 11.27±0.46(Predicted)
• CAS DataBase Reference: BOC-PHE-SER-OME(CAS DataBase Reference)
• NIST Chemistry Reference: BOC-PHE-SER-OME(34290-59-0)
• EPA Substance Registry System: BOC-PHE-SER-OME(34290-59-0)

Safety Data

• Hazardous Substances Data: 34290-59-0(Hazardous Substances Data)

Usage

General Description

Boc-Phe-Ser-Ome is a chemical compound that consists of three key components: Boc, Phe, Ser, and Ome. Boc stands for tert-butyloxycarbonyl, which is a protecting group used in organic synthesis to temporarily mask amino groups in peptides and proteins. Phe is short for phenylalanine, an essential amino acid that plays a critical role in protein synthesis and is necessary for the body to function properly. Ser represents serine, another important amino acid that is involved in the synthesis of proteins and the production of antibodies. Ome likely indicates the presence of omega-functional group, typically used to indicate the presence of an omega-carboxylic acid in a compound. Boc-Phe-Ser-Ome may be used in peptide synthesis and other biochemical applications.

InChI:InChI=1/C18H26N2O6/c1-18(2,3)26-17(24)20-13(10-12-8-6-5-7-9-12)15(22)19-14(11-21)16(23)25-4/h5-9,13-14,21H,10-11H2,1-4H3,(H,19,22)(H,20,24)

Upstream product

• 2788-84-3 (S)-serine methyl ester 
• 13734-34-4 N-tert-butoxycarbonyl-L-phenylalanine 
• 5680-80-8 methyl (2S)-2-amino-3-hydroxypropanoate hydrochloride 
• 3674-06-4 Boc-Phe-ONSu 
• 1280225-79-7 2,4-dioxo-3-azaspiro[5.5]undecan-3-yl (tert-butoxycarbonyl)-L-phenylalaninate 

Downstream Products

• 368424-85-5 Phenylalanylserine methyl ester 
• 817624-22-9 Boc-Phe-Gly(OAc)-OMe 
• 32899-48-2 Boc-Phe-Ser-NHNH₂ 
• 142342-86-7 (R)-2-((S)-1-tert-Butoxycarbonylamino-2-phenyl-ethyl)-4,5-dihydro-oxazole-4-carboxylic acid methyl ester 
• 170454-77-0 (R)-2-((S)-2-tert-Butoxycarbonylamino-3-phenyl-propionylamino)-3-iodo-propionic acid methyl ester 
• 189459-10-7 (S)-2-((S)-2-tert-Butoxycarbonylamino-3-phenyl-propionylamino)-3-(tert-butyl-dimethyl-silanyloxy)-propionic acid methyl ester 
• 79807-13-9 methyl 2-({(2S)-2-[(tert-butoxycarbonyl)amino]-3-phenylpropanoyl}-amino)-acrylate 
• 16874-59-2 L-phenylalanyl-L-serine methyl ester hydrochloride 
• 97512-72-6 methyl (Z)-2-({(2S)-2-[(tert-butoxycarbonyl)amino]-3-phenylpropanoyl}-amino)-3-phenyl-2-propenoate 
• 817624-26-3 (2-tert-butoxycarbonylamino-3-phenyl-propionylamino)-(pyridin-2-ylsulfanyl)-acetic acid methyl ester 
• 142342-82-3 (S)-2-((S)-2-tert-Butoxycarbonylamino-3-phenyl-thiopropionylamino)-3-hydroxy-propionic acid methyl ester 
• 268215-68-5 cyclo[Ala-Pro-Phe-Ser(thiaz)-Thr(rprenyl)-Ser(rprenyl)Ile] 
• 340270-78-2 (S)-2-((S)-2-tert-Butoxycarbonylamino-3-phenyl-thiopropionylamino)-3-(tert-butyl-dimethyl-silanyloxy)-propionic acid methyl ester 
• 245115-73-5 cyclo[Ala-Pro-Phe-Ser(oxaz)-Thr(rprenyl)-Ser(rprenyl)Ile] 

Relevant articles and documents

Synthesis and Biological Evaluation of CF3Se-Substituted α-Amino Acid Derivatives

Several CF3Se-substituted α-amino acid derivatives, such as (R)-2-amino-3-((trifluoromethyl)selanyl)propanoates (5 a/6 a), (S)-2-amino-4-((trifluoromethyl)selanyl)butanoates (5 b/6 b), (2R,3R)-2-amino-3-((trifluoromethyl)selanyl)butanoates (5 c/6 c), (R)-2-((S)-2-amino-3-phenylpropanamido)-3-((trifluoromethyl)selanyl)propanoates (11 a/12 a), and (R)-2-(2-aminoacetamido)-3-((trifluoromethyl)selanyl)propanoates (11 b/12 b), were readily synthesized from natural amino acids and [Me4N][SeCF3]. The primary in vitro cytotoxicity assays revealed that compounds 6 a, 11 a and 12 a were more effective cell growth inhibitors than the other tested CF3Se-substituted derivatives towards MCF-7, HCT116, and SK-OV-3 cells, with their IC50 values being less than 10 μM for MCF-7 and HCT116 cells. This study indicated the potentials of CF3Se moiety as a pharmaceutically relevant group in the design and synthesis of novel biologically active molecules.

Singlet Oxygen Photooxidation of Peptidic Oxazoles and Thiazoles

Oxazoles and thiazoles are commonly found moieties in nonribosomal peptides (NRPs) and ribosomally synthesized post-translationally modified peptides (RiPPs), which are important biomolecules present in the environment and in natural waters. From previous studies, they seem susceptible to oxidation by singlet oxygen (1O2); therefore, we designed and synthesized model oxazole- and thiazole-peptides and measured their1O2 bimolecular reaction rate constants, showing slow photooxidation under environmental conditions. We reasoned their stability through the electron-withdrawing effect of the carboxamide substituent. Reaction products were elucidated and support a reaction mechanism involving cycloaddition followed by a series of rearrangements. The first1O2 bimolecular reaction rate constant for a RiPP, the thiazole-containing peptide Aerucyclamide A, was measured and found in good agreement with the model peptide's rate constant, highlighting the potential of using model peptides to study the transformations of other environmentally relevant NRPs and RiPPs.

Combinatorial synthesis of oxazol-thiazole bis-heterocyclic compounds

A combinatorial library of novel oxazol-thiazole bis-heterocycles was synthesized in good to excellent overall yields with high purity using a solution and solid-phase parallel synthesis approach. Oxazole amino acids, prepared from serine methyl ester and