17012-42-9

Basic information

• Product Name: H-THR(AC)-OH
• Synonyms: O-ACETYL-L-THREONINE;H-THR(AC)-OH;(2S,3R)-3-Acetoxy-2-aminobutanoic acid;-3-Acetoxy-2-aminobutanoic acid
• CAS NO: 17012-42-9
• Molecular Formula: C₆H₁₁NO₄
• Molecular Weight: 161.16
• Mol File: 17012-42-9.mol
• Article Data: 4

Chemical Properties

• Appearance: /
• Storage Temp.: Keep in dark place,Inert atmosphere,Store in freezer, under -20°C
• CAS DataBase Reference: H-THR(AC)-OH(CAS DataBase Reference)
• NIST Chemistry Reference: H-THR(AC)-OH(17012-42-9)
• EPA Substance Registry System: H-THR(AC)-OH(17012-42-9)

Safety Data

• Hazardous Substances Data: 17012-42-9(Hazardous Substances Data)

Usage

General Description

H-THR(AC)-OH is the chemical name for L-threonine with an acetyl group attached. L-threonine is an essential amino acid, meaning it cannot be synthesized by the body and must be obtained from the diet. It plays a crucial role in protein synthesis and is also a precursor for the biosynthesis of important compounds such as glycine and serine. The addition of an acetyl group to the threonine molecule can alter its properties and functions, potentially affecting its metabolism and biological activities. H-THR(AC)-OH may have applications in various fields including pharmaceuticals, nutrition, and research, where its modified structure may be utilized for specific purposes.

Upstream product

• 72-19-5 L-threonine 
• 181817-14-1 N^α-(9-fluorenylmethoxycarbonyl)-O-acetyl-L-threonine 
• 75-36-5 acetyl chloride 
• 108-24-7 acetic anhydride 
• 7601-90-3 perchloric acid 
• 80-68-2 DL-threonine 
• 64-19-7 acetic acid 

Downstream Products

• 181817-14-1 N^α-(9-fluorenylmethoxycarbonyl)-O-acetyl-L-threonine 
• 519156-38-8 (2S,3R)-3-Acetoxy-2-(benzyloxycarbonyl-methyl-amino)-butyric acid; compound with dicyclohexyl-amine 
• 519156-34-4 phenylmethyl (4S)-4-[(1R)-1-(acetyloxy)ethyl]-5-oxo-1,3-oxazolidine-3-carboxylate 
• 519156-37-7 (2S,3R)-3-(acetyloxy)-2-(methyl{[(phenylmethyl)oxy]carbonyl}amino)butanoic acid 
• 22839-46-9 (2S,3R)-3-acetoxy-2-((benzyloxycarbonyl)amino)-butanoic acid 

Relevant articles and documents

Two novel cyclic peptides with antifungal activity from the cyanobacterium Tolypothrix byssoidea (EAWAG 195)

Two novel cyclic tridecapeptides, tolybyssidins A (1) and B (2), were isolated from the culture medium of mass cultured cyanobacterium Tolypothrix byssoidea (EAWAG 195) by means of bioguided isolation. The gross structures of these peptides were determined by 1D and 2D NMR experiments and tandem mass spectrometry. Both peptides contain the nonnatural amino acid dehydrohomoalanine (Dhha) as well as proteinogenic amino acids albeit with D- or L-configuration. The compounds exhibit moderate antifungal activity against the yeast Candida albicans.

A mild removal of Fmoc group using sodium azide

A mild method for effectively removing the fluorenylmethoxycarbonyl (Fmoc) group using sodium azide was developed. Without base, sodium azide completely deprotected Nα-Fmoc-amino acids in hours. The solvent-dependent conditions were carefully studied and then optimized by screening different sodium azide amounts and reaction temperatures. A variety of Fmoc-protected amino acids containing residues masked with different protecting groups were efficiently and selectively deprotected by the optimized reaction. Finally, a biologically significant hexapeptide, angiotensin IV, was successfully synthesized by solid phase peptide synthesis using the developed sodium azide method for all Fmoc removals. The base-free condition provides a complement method for Fmoc deprotection in peptide chemistry and modern organic synthesis. Graphical Abstract: [Figure not available: see fulltext.]