272442-14-5

Basic information

• Product Name: HEXADECANOIC-9,9-D2 ACID
• Synonyms: HEXADECANOIC-9,9-D2 ACID;Hexadecanoic Acid-9,9-D2
• CAS NO: 272442-14-5
• Molecular Formula: C16H30D2O2
• Molecular Weight: 258.44
• Mol File: 272442-14-5.mol
• Article Data: 6

Chemical Properties

• Appearance: /
• CAS DataBase Reference: HEXADECANOIC-9,9-D2 ACID(CAS DataBase Reference)
• NIST Chemistry Reference: HEXADECANOIC-9,9-D2 ACID(272442-14-5)
• EPA Substance Registry System: HEXADECANOIC-9,9-D2 ACID(272442-14-5)

Safety Data

• Hazardous Substances Data: 272442-14-5(Hazardous Substances Data)

Usage

Description

HEXADECANOIC-9,9-D2 ACID, with the CAS number 272442-14-5, is an isotopically labeled research compound that is utilized in various scientific studies and experiments. It is a deuterated form of hexadecanoic acid, which is a saturated fatty acid commonly known as palmitic acid. The presence of deuterium (D2) in the molecule makes it a valuable tool for researchers to investigate the properties and behavior of the compound in different conditions.

Uses

Used in Research and Development:
HEXADECANOIC-9,9-D2 ACID is used as a research compound for studying the properties and behavior of fatty acids in various applications. The deuterium labeling allows for better understanding of the compound's interactions with other molecules and its role in biological processes.
Used in Pharmaceutical Industry:
HEXADECANOIC-9,9-D2 ACID is used as a labeled compound in the development of new drugs and therapies. Its unique properties can help researchers identify potential drug targets and design more effective treatments for various diseases.
Used in Analytical Chemistry:
HEXADECANOIC-9,9-D2 ACID is used as a reference material in analytical chemistry for the calibration of instruments and the development of new analytical methods. The deuterium labeling provides a distinct signature that can be easily detected and distinguished from other compounds, making it an ideal tool for these applications.
Used in Biotechnology:
HEXADECANOIC-9,9-D2 ACID is used as a labeled compound in biotechnology for the study of metabolic pathways and the development of new biotechnological processes. The deuterium labeling can help researchers track the compound's movement and transformation within biological systems, providing valuable insights into the underlying mechanisms.
Used in Material Science:
HEXADECANOIC-9,9-D2 ACID is used as a labeled compound in material science for the development of new materials with specific properties. The deuterium labeling can help researchers understand the compound's behavior in different environments and its potential applications in various industries.

Upstream product

• 57-10-3 1-hexadecylcarboxylic acid 
• 123-99-9 azelaic acid 
• 56555-02-3 methyl 9-chloro-9-oxononanoate 
• 2104-19-0 azelaic monomethyl ester 
• 54527-11-6 methyl 9-oxo-hexadecanoate 
• 492-97-7 2,2'-Bithiophene 
• 152359-25-6 (2R,3R)-<2,3-(2)H>-heptanol 
• 152359-22-3 (2R,3R)-1-iodo-<2,3-(2)H>-heptane 
• 152359-24-5 C₇H₁₂⁽²⁾H₂O₂ 
• 152359-26-7 5-((2S,3R)-<2,3-(2)H2>-heptyl)-2,2'-bithienyl 
• 152359-31-4 2-methylethyl 5-((2S,3R)-<2,3-(2)H2>-heptyl)-2',5-bithienyl-2-methanoate 
• 10352-88-2 E-hept-2-enoic acid 
• 152359-28-9 (2S,3S)-<2,3-(2)H>-heptanol 
• 152359-30-3 (2S,3S)-1-iodo-<2,3-(2)H>-heptane 

Downstream Products

• 29848-79-1 methyl hexadecanoate-d31 
• 284474-73-3 1-hexadecyl-d33-ol 
• 284474-41-5 [D₃₃]-hexadecyl bromide 
• 218956-22-0 d33-hexadecanethiol 
• 241157-04-0 tripalmitin-d₉₃ 

Relevant articles and documents

Synthesis and use of deuterated palmitic acids to decipher the cryptoregiochemistry of a Δ13 desaturation

(Chemical Equation Presented) The synthesis of two hexadeuterated palmitic acids differing in the position of the diagnostic labels, and their use to decipher the cryptoregiochemistry of a Δ13 desaturation are described. A dithiane and a triple bond functionalities were used to introduce the diagnostic (C 13 or C14) and tagging (C8 and C9) labels, respectively, in the palmitic acid skeleton. Using these probes, the cryptoregiochemistry of the Δ13 desaturation involved in the biosynthesis of Thaumetopoea pityocampa sex pheromone was studied by means of kinetic isotope effect determinations. Transformation of both (Z)-11-hexadecenoic and 11-hexadecynoic acids into (Z, Z)-11,13-hexadecadienoic and (Z)-13-hexadecen-11-ynoic acids, respectively, is initiated by abstraction of the hydrogen atom at the C13 position, followed by the fast elimination of the C14 hydrogen to give the double bond.

Mild and Direct Multiple Deuterium-Labeling of Saturated Fatty Acids

We have established a mild and direct platinum on carbon (Pt/C)-catalyzed multi-deuterium labeling of various saturated fatty acids including bioactive compounds with high deuterium efficiencies in a mixed solvent of isopropyl alcohol and deuterium oxide

Synthesis and use of stereospecifically deuterated analogues of palmitic acid to investigate the stereochemical course of the Δ11 desaturase of the processionary moth

Thaumetopoea pityocampa pheromone glands contain desaturases that, after several sequential reactions from palmitic acid, catalyze the formation of a unique enyne fatty acid, which is the immediate sex pheromone precursor. In this article, we describe the synthesis of different stereospecifically deuterium-labeled and isotopically tagged palmitic acid probes needed to decipher the stereochemical course of the T. pityocampa Δ11 desaturase. The synthesis of probes has been carried out by a chemoenzymatic route, in which the key step is the kinetic lipase-catalyzed resolution of racemic mixtures of secondary propargyl alcohols. The presence of the acetylenic bond simplifies the absolute configuration determination of the resolved alcohols. Moreover, it allows the introduction of the isotopic tag by deuteration. By use of the probes thus prepared, experimental evidence is presented that the Δ11 desaturase of T. pityocampa transforms palmitic acid into (Z)-11-hexadecenoic acid by removal of the pro-(R)-hydrogen atoms from both C11 and C12.