90913-09-0

Basic information

• Product Name: D-[4-13C]THREOSE
• Synonyms: D-[4-13C]THREOSE;D-Threose-4-13C;KEZISROQHNHANA-VXEDGYGOSA-N
• CAS NO: 90913-09-0
• Molecular Formula: C4H8O4
• Molecular Weight: 121.11
• Mol File: 90913-09-0.mol

Chemical Properties

• Appearance: /
• CAS DataBase Reference: D-[4-13C]THREOSE(CAS DataBase Reference)
• NIST Chemistry Reference: D-[4-13C]THREOSE(90913-09-0)
• EPA Substance Registry System: D-[4-13C]THREOSE(90913-09-0)

Safety Data

• Hazardous Substances Data: 90913-09-0(Hazardous Substances Data)

Usage

Uses

Used in Chemical Synthesis Industry:
D-[4-13C]THREOSE is used as a key intermediate for the synthesis of glucose and mannose derivatives, which are essential components in various chemical and pharmaceutical processes. The incorporation of 13C in the molecule enables the tracking and analysis of metabolic pathways, making it a valuable tool in research and development.
Used in Metabolic Research:
D-[4-13C]THREOSE is used as a labeled isomer in metabolic research to study the pathways and mechanisms of glucose and mannose metabolism. The presence of 13C allows researchers to track the molecule's movement and transformations within biological systems, providing valuable insights into metabolic processes.
Used in Pharmaceutical Development:
D-[4-13C]THREOSE is used as a building block in the development of pharmaceutical compounds, particularly those targeting glucose and mannose metabolism-related diseases. The stable isotope labeling allows for the precise tracking of the compound's effects within the body, aiding in the optimization of drug efficacy and safety.

Upstream product

• 70491-70-2 6-¹³C-D-glucose 
• 287100-63-4 [6-13C]-D-fructose 

Relevant articles and documents

Mass spectrometric studies of the path of carbon in photosynthesis: Positional isotopic analysis of 13C-labelled C4 to C7 sugar phosphates

The (EIMS) electron ionization mass spectrometric fragmentation patterns of the methoxime- and ethoximetrimethylsilyl (TMS) derivatives of C4 to C7 sugars involved as phosphates in the Calvin pathway of photosynthesis in plants were analysed by gas chromatography/EIMS using specifically labelled 13C analogs. In general, most but not all of the major ions in the mass spectra arise from single carbon-carbon bond cleavages of the straight-chain derivatives. The results confirm that GC/MS of the alkoxime-TMS derivatives is a viable method for measuring 163C incorporations at individual carbon atoms in each of the sugar phosphates during photosynthetic experiments with 13CO2. Copyright

Two-bond 13C-13C spin-coupling constants in carbohydrates: New measurements of coupling signs

D-(1,3,6-13C3)Allose (1), (13C)methyl α-D-(1,2-13C2)glucopyranoside (2) and (13C)methyl β-D-(1,2-13C2)glucopyranoside (3) were synthesized and used to establish the signs of their constituent 2J(CCC) or 2J(COC) values (2J(C1,C3) in the α-pyranose of 1 (15), and 2J(C1,CH3) in 2 and 3). Compounds 2, 3 and 15 contain three mutually coupled labeled carbons, thus creating a three-spin system from which crosspeak displacements in 13C-13C COSY-45 spectra were used to determine coupling signs. In all compounds, at least one 3J(CC) value was present as an internal reference: 3J(C2,CH3 in 2 and 3, and 3J(C1,C6) and 3J(C3,C6) in 15. 2J(C1,CH3), in 2 and 3, and 2J(C1,C3) in 15, were found to be negative, thus providing experimental confirmation of the sign predictions made via the projection resultant rule described recently.