132388-65-9

Usage

Uses

Used in Peptide Chemistry:
FMOC-GLN(TRT)-OPFP is used as a building block for adding glutamine residues to peptides. Its protecting groups ensure that the glutamine is incorporated without unwanted side reactions during the synthesis process.
Used in Pharmaceutical Development:
In the pharmaceutical industry, FMOC-GLN(TRT)-OPFP is used as a precursor for the synthesis of modified peptides and proteins. FMOC-GLN(TRT)-OPFP's protected structure allows for the creation of novel therapeutic agents with specific functions, such as improved stability or targeted delivery.
Used in Research and Development:
FMOC-GLN(TRT)-OPFP is utilized in research settings to study the effects of glutamine-containing peptides on various biological processes. Its protected structure facilitates the exploration of peptide interactions and the development of new insights into peptide-based therapies.
Used in Biochemical Analysis:
FMOC-GLN(TRT)-OPFP serves as a reagent in biochemical assays and analyses, where its protected structure allows for the controlled release of the glutamine residue under specific conditions, enabling the study of its effects on enzymes, receptors, or other biomolecules.

InChI:InChI=1/C45H33F5N2O5/c46-37-38(47)40(49)42(41(50)39(37)48)57-43(54)35(51-44(55)56-26-34-32-22-12-10-20-30(32)31-21-11-13-23-33(31)34)24-25-36(53)52-45(27-14-4-1-5-15-27,28-16-6-2-7-17-28)29-18-8-3-9-19-29/h1-23,34-35H,24-26H2,(H,51,55)(H,52,53)/t35-/m0/s1

Upstream product

• 771-61-9 2,3,4,5,6-pentafluorophenol 
• 132327-80-1 Fmoc-L-Gln(Trt)-OH 
• 132388-60-4 (S)-2-(((benzyloxy)carbonyl)amino)-5-oxo-5-(tritylamino)pentanoic acid 
• 102747-84-2 5-trityl-L-glutamine 
• 56-85-9 L-glutamine 
• 76-84-6 triphenylmethyl alcohol 

Downstream Products

• 622830-69-7 C₆₉H₈₄N₆O₂₁ 
• 1334511-55-5 N⁽²⁾-(9-fluorenylmethoxycarbonyl)-N⁽⁵⁾-triphenylmethyl-L-glutaminyl-N-ethyl-S-triphenylmethyl-L-cysteine 
• 252570-76-6 C₇₄H₁₁₀N₂₀O₁₆S 
• 252570-77-7 C₇₄H₁₁₀N₂₀O₁₆S 
• 252570-75-5 C₆₆H₁₀₅N₁₉O₁₆S 
• 252570-74-4 C₇₁H₁₀₅N₁₉O₁₅S 
• 252570-79-9 C₈₂H₁₁₅N₂₁O₁₆S 
• 252570-73-3 C₆₉H₁₀₄N₁₈O₁₅S 

Relevant academic research and scientific papers

Protected amino acids and process for the preparation thereof

Compounds of the formula I, STR1 in which 'R1 is an amino protective group, and n stands for 1 or 2, R1 denotes hydrogen or an amino protective group, R2 denotes hydrogen or a carboxyl protective group and R3 denotes triphenylmethyl, 4-monomethoxy-trityl or 4,4'-dimethoxy-trityl, and reactive carboxylic acid derivatives of such compounds of the formula I in which R2 stands for hydrogen, are described. These compounds can be used as starting materials for the preparation of peptides. They are more suitable for this than are analogous compounds of the formula I in which R3 denotes hydrogen or one of the carbamoyl protective groups hitherto customary.

Protection of carboxamide functions by the trityl residue. Application to peptide synthesis

Carboxamide functions may be tritylated by an acid-catalyzed reaction with triphenylmethanol and acetic anhydride in glacial acetic acid. The ω-trityl group of asparagine and glutamine is cleavable by TFA, but stable to strong mineral acids in aqueous solution, as well as to nucleophiles and bases. In peptide syntheses, it is ideally suited for combination with side-chain protections of the t.butyl-type.