301843-65-2

Usage

Uses

Used in Pharmaceutical Industry:
N-Fmoc-O-[2-acetamido-2-deoxy-α-D-galactopyranosyl]-L-threonine Allyl Ester is used as a building block for the synthesis of complex molecules in the pharmaceutical industry. Its unique structure allows for the creation of specific compounds that can be used in the development of new drugs and therapies.
Used in Research and Development:
In the field of research and development, N-Fmoc-O-[2-acetamido-2-deoxy-α-D-galactopyranosyl]-L-threonine Allyl Ester is utilized as a key component in the study of molecular interactions and the development of novel bioactive compounds. Its role in the synthesis of T Epitope, Threonyl, makes it a valuable tool for understanding the structure and function of various biological molecules.
Used in Chemical Synthesis:
N-Fmoc-O-[2-acetamido-2-deoxy-α-D-galactopyranosyl]-L-threonine Allyl Ester is also used as an intermediate in chemical synthesis, particularly in the production of complex organic molecules. Its unique properties and reactivity make it a useful compound for creating a wide range of products, from pharmaceuticals to specialty chemicals.
Used in Biochemical Applications:
In the field of biochemistry, N-Fmoc-O-[2-acetamido-2-deoxy-α-D-galactopyranosyl]-L-threonine Allyl Ester is employed as a starting material for the synthesis of various biologically active molecules. Its role in the formation of T Epitope, Threonyl, makes it a crucial component in the study of immune response and the development of vaccines and other immunomodulatory agents.

InChI:InChI=1/C30H36N2O10/c1-4-13-39-28(37)24(16(2)41-29-25(31-17(3)34)27(36)26(35)23(14-33)42-29)32-30(38)40-15-22-20-11-7-5-9-18(20)19-10-6-8-12-21(19)22/h4-12,16,22-27,29,33,35-36H,1,13-15H2,2-3H3,(H,31,34)(H,32,38)/t16-,23?,24+,25+,26+,27-,29+/m1/s1

Upstream product

• 136497-87-5 (3R,4R,5S,6S)-6-((2R,3S)-3-(((9H-fluoren-9-yl)methoxy)carbonylamino)-4-(allyloxy)-4-oxobutan-2-yloxy)-2-(acetoxymethyl)-5-azidotetrahydro-2H-pyran-3,4-diyl diacetate 
• 136497-89-7 6-(3-(((9H-fluoren-9-yl)methoxy)carbonylamino)-4-(allyloxy)-4-oxobutan-2-yloxy)-5-acetamido-2-(acetoxymethyl)tetrahydro-2H-pyran-3,4-diyl diacetate 
• 136523-92-7 N-(9-fluorenylmethoxycarbonyl)-L-threonine allyl ester 
• 73731-37-0 Fmoc-Thr-OH 
• 82911-69-1 N-(9H-fluoren-2-ylmethoxycarbonyloxy)succinimide 

Downstream Products

• 1319033-47-0 N-(9H-fluoren-9-ylmethoxycarbonyl)-3-O-(2-acetamido-4,6-O-(p-methoxybenzylidene)-2-deoxy-α-D-galactopyranosyl)-L-threonine allyl ester 
• 301843-72-1 N-(9-fluorenylmethoxycarbonyl)-O-[2-acetamido-2-deoxy-3,4-O-isopropylidene-6-O-(α,α-dimethyl-4-succin-monoamidobenzyl)dimethylsilyl-α-D-galactopyranosyl]-L-threonine allyl ester 
• 301843-67-4 N-(9-fluorenylmethoxycarbonyl)-O-[2-acetamido-2-deoxy-3,4-O-isopropylidene-6-O-(α,α-dimethyl-4-nitrobenzyl)dimethylsilyl-α-D-galactopyranosyl]-L-threonine allyl ester 
• 301843-71-0 N-(9-fluorenylmethoxycarbonyl)-O-[2-acetamido-2-deoxy-3,4-O-isopropylidene-6-O-(α,α-dimethyl-4-aminobenzyl)dimethylsilyl-α-D-galactopyranosyl]-L-threonine allyl ester 
• 301843-66-3 N-(9-fluorenylmethoxycarbonyl)-O-[2-acetamido-2-deoxy-6-O-(α,α-dimethyl-4-nitrobenzyl)dimethylsilyl-α-D-galactopyranosyl]-L-threonine allyl ester 

Relevant academic research and scientific papers

Synthesis of an isotopically-labelled antarctic fish antifreeze glycoprotein probe

Antifreeze glycoproteins (AFGPs) are glycosylated polypeptides produced by Antarctic and Arctic fishes, which allow them to survive in seawater at sub-zero temperatures. An investigation into the postulated enteric uptake of AFGP synthesized in the exocrine pancreas of Antarctic fishes required a custom-prepared AFGP probe that incorporated seven isotopically-labelled Ala residues for detection by mass spectrometry. The AFGPs are composed of a repetitive three amino acid unit (Ala-Ala-Thr), in which the threonine residue is glycosylated with the disaccharide β-d-Gal-(1→3) α-d-GalNAc. The synthesis of isotopically-labelled AFGP8 (1), as well as the optimized synthesis of the protected glycosylated amino acid building block 2, is reported.

A facile silyl linker strategy for the solid-phase synthesis of protected glycopeptide: Synthesis of an N-terminal fragment of IL-2 (1-10)

An N-terminal glycodecapeptide fragment of interleukin 2 (1) was synthesized by solid-phase method utilizing a new silyl linker. The O-silylated Fmoc-Thr-OAll was attached to the commercial HMP-resin and peptide chain elongation was performed by Fmoc protocol to produce a protected heptapeptide (3-10), which was cleaved from the resin by fluoridolysis and used as the amino component for further condensation on the solid support. On the other hand, 6-hydroxyl group of an Fmoc-Thr(GalNAc)-OAll derivative was silylated with the linker and attached to the resin. Deallylation, block condensation with the heptapeptide (3-10), and elongation at N-terminal with two amino acids were performed on the resin. Fluoride ion-mediated cleavage released the N- and C-protected glycopeptide from the solid support in good efficiency. Fully deprotected glycopeptide was also synthesized through on-resin deallylation and acidic cleavage of the silyl ether linkage. (C) 2000 Elsevier Science Ltd.