88494-53-5

Basic information

• Product Name: N-TFA-DL-THREONINE METHYL ESTER
• Synonyms: N-TFA-DL-THREONINE METHYL ESTER;N-Trifluoroacetyl-DL-threonine methyl ester
• CAS NO: 88494-53-5
• Molecular Formula: C7H10F3NO4
• Molecular Weight: 229.1538096
• Mol File: 88494-53-5.mol

Chemical Properties

• Appearance: /
• Storage Temp.: 2-8°C
• CAS DataBase Reference: N-TFA-DL-THREONINE METHYL ESTER(CAS DataBase Reference)
• NIST Chemistry Reference: N-TFA-DL-THREONINE METHYL ESTER(88494-53-5)
• EPA Substance Registry System: N-TFA-DL-THREONINE METHYL ESTER(88494-53-5)

Safety Data

• WGK Germany: 3
• Hazardous Substances Data: 88494-53-5(Hazardous Substances Data)

Upstream product

• 67-56-1 methanol 
• 72-19-5 L-threonine 
• 431-47-0 trifluoroacetic acid-methyl ester 
• 39994-75-7 L-threonine methyl ester hydrochloride 
• 407-25-0 trifluoroacetic anhydride 
• 1447695-69-3 cycloforskamide 
• 3373-59-9 L-threonine methyl ester 
• 383-63-1 ethyl trifluoroacetate, 

Relevant articles and documents

Effect of Methyl Group on Acyclic Serinol Scaffold for Tethering Dyes on the DNA Duplex Stability

Acyclic serinol derivatives are useful scaffolds for tethering dyes within DNA duplexes. Here we synthesised an inverse l-threoninol (il-threoninol) scaffold and compared its effect on DNA duplex stability to other acyclic artificial nucleic acid scaffolds that are based on d-threoninol, l-threoninol, and serinol. When planar trans-azobenzene was incorporated into the DNA duplex through a single bulge-like motif (the wedge), the il-threoninol scaffold stabilised the duplex most efficiently. When scaffolds were incorporated in complementary positions (dimer motif) or in three adjacent positions (cluster motif), d-threoninol was the most stabilising. CD spectra indicated that the effect of scaffold on the duplex stability was closely related to the winding induced by each scaffold. When trans-azobenzene was photo-isomerised to non-planar cis-azobenzene, il-threoninol destabilised the duplex most strongly, irrespective of the number of artificial residues incorporated. The properties of the il-threoninol scaffold make it a useful tether for dyes or other functionalities.

Nyuzenamides A and B: Bicyclic Peptides with Antifungal and Cytotoxic Activity from a Marine-Derived Streptomyces sp.

Two bicyclic peptides, nyuzenamides A (1) and B (2), were discovered from Streptomyces isolated from suspended matter in deep sea water collected in the Sea of Japan. Their structures were determined through nuclear magnetic resonance and mass spectrometry analyses in combination with X-ray crystallography and the chiral-phase gas chromatography-mass spectrometry method to comprise ten amino acid residues containing four unusual amino acids along with aromatic acyl units. Both compounds displayed antifungal activity against pathogenic fungi and cytotoxicity against P388 murine leukemia cells.

Catenulobactins A and B, Heterocyclic Peptides from Culturing Catenuloplanes sp. with a Mycolic Acid-Containing Bacterium

The production of two new heterocyclic peptide isomers, catenulobactins A (1) and B (2), in cultures of Catenuloplanes sp. RD067331 was significantly increased when it was cocultured with a mycolic acid-containing bacterium. The planar structures and absolute configurations of the catenulobactins were determined based on NMR/MS and chiral-phase GC-MS analyses. Catenulobactin B (2) displayed Fe(III)-chelating activity and moderate cytotoxicity against P388 murine leukemia cells.

Oligonucleotide

PROBLEM TO BE SOLVED: To provide an oligonucleotide comprising an artificial nucleic acid which sequence-specifically recognizes DNA and RNA as targets and has excellent heat stability or optical performance. SOLUTION: The present invention provides an oligonucleotide bonded by a phosphoric diester bond, the oligonucleotide consisting of only an artificial nucleic acid comprising a skeleton represented by formula (1) (B is a base having a pyrimidone or imidazo pyrimidone structure bonded at N in the skeleton, and X is O or S). SELECTED DRAWING: None COPYRIGHT: (C)2016,JPOandINPIT

Cycloforskamide, a cytotoxic macrocyclic peptide from the sea slug Pleurobranchus forskalii

A macrocylic dodecapeptide, cycloforskamide, was isolated from the sea slug Pleurobranchus forskalii, collected off Ishigaki Island, Japan. Its planar structure was deduced by extensive NMR analyses and was further confirmed by MS/MS fragmentation analyses. Finally, the absolute configuration was determined by total hydrolysis and chiral-phase gas chromatographic analysis. This novel dodecapeptide contains three d-amino acids and three thiazoline heterocycles and exhibits cytotoxicity against murine leukemia P388 cells, with an IC 50 of 5.8 μM.